**UNITED STATES ENVIRONMENTAL PROTECTION
AGENCY**![](media/image1.png){width="1.6243055555555554in"
height="1.5416666666666667in"}

**WASHINGTON, D.C. 20460**

**OFFICE OF**

**PREVENTION, PESTICIDES AND**

**TOXIC SUBSTANCES**

> November 27, 2007

**[MEMORANDUM]{.underline}**

**SUBJECT:** Summary of Product Chemistry, Environmental Fate and
Ecotoxicity Data for the Alkyl Amine Hydrochloride Registration Review
Decision Document.

**PC Code:** 069152 **Case No.:** 3051

**CAS No.:** 91745-52-7 **DP Barcode:** 342130

**FROM:** Srinivas Gowda, Microbiologist/Chemist

Risk Assessment and Science Support Branch (RASSB)

Antimicrobials Division (7510P)

**TO:** Mark Hartman, Branch Chief

> Diane Isbell, Team Leader
>
> Heather Garvie, Chemical Review Manager

Regulatory Management Branch II

Antimicrobials Division (7510P)

**THRU:** Siroos Mostaghimi, Team Leader, Team one

Risk Assessment and Science Support Branch (RASSB)

Antimicrobials Division (7510P)

Norman Cook, Branch Chief

Risk Assessment and Science Support Branch (RASSB)

> Antimicrobials Division (7510P)

Attached is the summary of available Product Chemistry, Environmental
Fate and

Ecotoxicity Data to support the registration review of the fungicide
Alkyl Amine Hydrochloride.

**ALKYL AMINE HYDROCHLORIDE**

**[REGISTRATION REVIEW DECISION]{.underline}**

**[PRODUCT CHEMISTY, ENVIRONMENTAL FATE AND]{.underline}**

**[ECOLOGICAL EFFECTS SUMMARY]{.underline}**

**[PC Code: 069152;]{.underline} [Case No. 3051]{.underline}**

**Introduction**

The first product containing alkyl amine hydrochloride was registered
with EPA on September 1971. Presently, there are two active products
under a single PC Code 069152, which are listed in Table 1. There are no
inert products. A RED was issued in August 1992. Alkyl amine
hydrochloride is registered for use primarily as a bacteriostat and
fungicide in materials including; resins, paints, adhesives, printing
inks and dispersed colors, caulks, spackling, joint cements, sealants,
grouts, and wallboard compounds.

There are no direct food or feed uses of Alkyl Amine Hydrochloride,
therefore, EPA has not established tolerances or exemptions from
tolerances in raw agricultural commodities or processed food and feed
products under the Federal Food, Drug and Cosmetic Act (FFDCA).

**Table 1. Registered Active Products of Alkyl Amine Hydrochloride**

+---------+----------------+-----------+--------------+---------------+
| **EPA   | **Product      | **Fo      | **Percent    | *             |
| Reg.    | Name**         | rmulation | Active       | *Registrant** |
| No.**   |                | Type**    | Ingredient** |               |
+---------+----------------+-----------+--------------+---------------+
| 1529-29 | NUOSEPT 635-W  | MUP       | []{.mark}    | International |
|         |                |           |              | Specialty     |
|         | PRESERVATIVE   |           | 25%          | Products      |
+---------+----------------+-----------+--------------+---------------+
| 1529-30 | FUNGITROL      | MUP       | []{.mark}    | International |
|         |                |           |              | Specialty     |
|         | 158 FUNGICIDE  |           | 21.22%       | Products      |
+---------+----------------+-----------+--------------+---------------+

**Chemical Identification**

+--------------------------+--------------------------------------------+
| **Table 2 Chemical       |                                            |
| Identity**               |                                            |
+==========================+============================================+
| Common Name              | Alkyl\* amine hydrochloride \*(as in fatty |
|                          | acids of coconut oil)                      |
+--------------------------+--------------------------------------------+
| Chemical Name            | Amines, coco alkyl, hydrochlorides         |
+--------------------------+--------------------------------------------+
| Molecular Weight         | 221.82                                     |
+--------------------------+--------------------------------------------+
| PC Code                  | 069152                                     |
+--------------------------+--------------------------------------------+
| CAS Registry Number      | 91745-52-7                                 |
+--------------------------+--------------------------------------------+
| Empirical Formula        | C~12~H~27~NHCl                             |
+--------------------------+--------------------------------------------+
| Registration Review Case | 3051 (Coco alkyl)amine salts               |
| No.                      |                                            |
+--------------------------+--------------------------------------------+
| Chemical Structure:      | ![](medi                                   |
|                          | a/image2.wmf){width="3.6777777777777776in" |
| CH~3~-(CH~2~)~n~ NH~2~ • | height="2.95625in"}                        |
| HCl                      |                                            |
+--------------------------+--------------------------------------------+

**Use Pattern**

Bacteriostat, Fungicide

**[Materials Preservatives]{.underline}**

Resins

Paints

Adhesives

Printing inks and dispersed colors

Caulks

Spackling

Ready mix joint cements

Sealants

Grouts

Ready-mix wallboard compounds

**Science Findings**

The Agency has conducted a review of the available product chemistry,
environmental fate, and ecotoxicity data for alkyl amine hydrochloride.
The findings are summarized below.

**Product Chemistry Summary**

All product chemistry data requirements have been fulfilled for the
active ingredient Alkyl Amine Hydrochloride. See Table 3.

**Table 3. Product Chemistry Data Summary for Alkyl Amine
Hydrochloride**

+-------+-------------------+-------+--------------------------------+
| *     | **Requirement**   | **S   | **Results**                    |
| *Guid |                   | tatus |                                |
| eline |                   | ^1^** |                                |
| Num   |                   |       |                                |
| ber** |                   |       |                                |
+=======+===================+=======+================================+
| 830   | Product identity  | A     | Refer to Table 2               |
| .1550 | and composition   |       |                                |
+-------+-------------------+-------+--------------------------------+
| 830   | Description of    | A     | CBI                            |
| .1600 | materials used to |       |                                |
|       | produce the       |       |                                |
|       | product           |       |                                |
+-------+-------------------+-------+--------------------------------+
| 830   | Description of    | A     | CBI                            |
| .1620 | production        |       |                                |
|       | process           |       |                                |
+-------+-------------------+-------+--------------------------------+
| 830   | Description of    | A     | CBI                            |
| .1650 | formulation       |       |                                |
|       | process           |       |                                |
+-------+-------------------+-------+--------------------------------+
| 830   | Discussion of     | A     | CBI                            |
| .1670 | formation of      |       |                                |
|       | impurities        |       |                                |
+-------+-------------------+-------+--------------------------------+
| 830   | Preliminary       | A     | CBI                            |
| .1700 | analysis          |       |                                |
+-------+-------------------+-------+--------------------------------+
| 830   | Certified limits  | A     | CBI                            |
| .1750 |                   |       |                                |
+-------+-------------------+-------+--------------------------------+
| 830   | Enforcement       | A     | High Performance Liquid        |
| .1800 | analytical method |       | Chromatography (HPLC)          |
+-------+-------------------+-------+--------------------------------+
| 830   | Submittal of      | N/A   |                                |
| .1900 | samples           |       |                                |
+-------+-------------------+-------+--------------------------------+
| 830   | Color             | A     | Straw yellow (25% a.i.)        |
| .6302 |                   |       |                                |
|       |                   |       | White solid (100% a.i.)        |
+-------+-------------------+-------+--------------------------------+
| 830   | Physical State    | A     | Clear, yellow liquid (25%      |
| .6303 |                   |       | a.i.)                          |
|       |                   |       |                                |
|       |                   |       | White powder (100% a.i.)       |
+-------+-------------------+-------+--------------------------------+
| 830   | Odor              | A     | Mild, characteristic           |
| .6304 |                   |       |                                |
+-------+-------------------+-------+--------------------------------+
| 830   | Stability to      | A     | Stable (25%)                   |
| .6313 | sunlight, normal  |       |                                |
|       | and elevated      |       | Stable (100% a.i.) when stored |
|       | temperature,      |       | for 14 days under the          |
|       | metals/metal ions |       | following conditions: ambient  |
|       |                   |       | temperature (\~23°C); elevated |
|       |                   |       | temperature (\~54°C);          |
|       |                   |       | simulated sunlight; mixed with |
|       |                   |       | metals                         |
|       |                   |       |                                |
|       |                   |       | (stainless steel, galvanized   |
|       |                   |       | steel, copper, and             |
|       |                   |       |                                |
|       |                   |       | aluminum); and mixed with      |
|       |                   |       | metal ions (iron,              |
|       |                   |       |                                |
|       |                   |       | zinc, and aluminum).           |
|       |                   |       | Marginally stable when         |
|       |                   |       |                                |
|       |                   |       | stored for 14 days with copper |
|       |                   |       | ion.                           |
+-------+-------------------+-------+--------------------------------+
| 830   | Oxi               | N/A   |                                |
| .6314 | dation/Reduction: |       |                                |
|       | Chemical          |       |                                |
|       | Incompatibility   |       |                                |
+-------+-------------------+-------+--------------------------------+
| 830   | Flammability      | A     | 64.5 ± 3(d) °C (25% a.i.)      |
| .6315 |                   |       |                                |
+-------+-------------------+-------+--------------------------------+
| 830   | Explodability     | A     | Not explodable                 |
| .6316 |                   |       |                                |
+-------+-------------------+-------+--------------------------------+
| 830   | Storage Stability | A     | No loss of active ingredient   |
| .6317 |                   |       | after 31 days of storage at    |
|       |                   |       | 54°C (25% a.i.)                |
|       |                   |       |                                |
|       |                   |       | No loss of active ingredient   |
|       |                   |       | during 12 month storage period |
|       |                   |       | at 21.9 ± 1.6°C (25% a.i.)     |
+-------+-------------------+-------+--------------------------------+
| 830   | Corrosion         | A     | No signs of corrosion after 31 |
| .6320 | Characteristic    |       | days at elevated temperature   |
|       |                   |       | of 54°C (25% a.i.)             |
|       |                   |       |                                |
|       |                   |       | No signs of corrosion were     |
|       |                   |       | evident in the                 |
|       |                   |       |                                |
|       |                   |       | container after 12 months at   |
|       |                   |       | \~ 22°C (25% a.i.)             |
+-------+-------------------+-------+--------------------------------+
| 830   | Dielectric        | N/A   |                                |
| .6321 | breakdown voltage |       |                                |
+-------+-------------------+-------+--------------------------------+
| 830   | pH (1% aqueous    | A     | 6.31 (25% a.i.)                |
| .7000 | solution)         |       |                                |
+-------+-------------------+-------+--------------------------------+
| 830   | UV/Visible        | N/A   |                                |
| .7050 | absorption        |       |                                |
+-------+-------------------+-------+--------------------------------+
| 830   | Viscosity         | A     | 14 ± 0.1 (d)cSt at 25°C        |
| .7100 |                   |       |                                |
+-------+-------------------+-------+--------------------------------+
| 830   | Melting Point     | A     | N/A (25% a.i.)                 |
| .7200 |                   |       |                                |
|       |                   |       | 164 - 170°C (100% a.i.)        |
+-------+-------------------+-------+--------------------------------+
| 830   | Boiling point     | A     | 101.4 °C (25% a.i.)            |
| .7220 |                   |       |                                |
+-------+-------------------+-------+--------------------------------+
| 830   | Density           | A     | 0.975 g/cm^3^ (25% a.i.)       |
| .7300 |                   |       |                                |
+-------+-------------------+-------+--------------------------------+
| 830   | Dissociation      | A     | 2.3 ± 0.2 (pKa) (25% a.i.)     |
| .7370 | Constants in      |       |                                |
|       | water (pKa)       |       |                                |
+-------+-------------------+-------+--------------------------------+
| 830   | Octanol/water     | A     | log 1.05 ± 1.15 (25% a.i.)     |
| .7550 | partition         |       |                                |
|       | coefficient       |       |                                |
+-------+-------------------+-------+--------------------------------+
| 830   | Water solubility  | A     | Soluble in water (25% a.i.)    |
| .7840 | (25°C)(g/100ml)   |       |                                |
|       |                   |       | 44.5 (100% a.i)                |
+-------+-------------------+-------+--------------------------------+
| 830   | Solubility in     | A     | Octanol: 4.67 ± 0.07(s) g/100  |
| -xxxx | organic solvents  |       | mL (100% a.i.)                 |
|       | (g/100mL)         |       |                                |
|       |                   |       | Acetonitrile: 139 ± 5(s) ppm   |
|       |                   |       | (100% a.i.)                    |
|       |                   |       |                                |
|       |                   |       | Soluble in low molecular       |
|       |                   |       | weight alcohols, esters,       |
|       |                   |       | ketones, & glycol derivatives  |
|       |                   |       | (25% a.i.)                     |
+-------+-------------------+-------+--------------------------------+
| 830   | Vapor pressure    | A     | 1 x 10^-5^ mm Hg (25% a.i.)    |
| .7950 | (20°C)            |       |                                |
+-------+-------------------+-------+--------------------------------+
| **    |                   |       |                                |
| Other |                   |       |                                |
| Ph    |                   |       |                                |
| ysica |                   |       |                                |
| l/Che |                   |       |                                |
| mical |                   |       |                                |
| Pr    |                   |       |                                |
| opert |                   |       |                                |
| ies** |                   |       |                                |
+-------+-------------------+-------+--------------------------------+
|       | Classification of |       | Amine                          |
|       | a.i.              |       |                                |
|       |                   |       | Fatty acid salt                |
+-------+-------------------+-------+--------------------------------+
|       | Fatty acids of    |       | 5.0% Caprylyl,                 |
|       | coconut oil       |       |                                |
|       |                   |       | 7.0% Capryl,                   |
|       |                   |       |                                |
|       |                   |       | 56.0% Lauryl,                  |
|       |                   |       |                                |
|       |                   |       | 18.0% Myristyl,                |
|       |                   |       |                                |
|       |                   |       | 7.0% Palrnityl,                |
|       |                   |       |                                |
|       |                   |       | 5.0% Stearyl,                  |
|       |                   |       |                                |
|       |                   |       | 2.0% Linoleyl (Source: Product |
|       |                   |       | Label)                         |
+-------+-------------------+-------+--------------------------------+
|       | Henry\'s Law      |       | 1.59E-011 atm-m3/mole at 25°C  |
|       | Constant          |       | (EPI Suite)                    |
+-------+-------------------+-------+--------------------------------+
|       | Log Kow           |       | 1.85 (Source: EPI Suite)       |
+-------+-------------------+-------+--------------------------------+
|       | Koc               |       | 1.5E+004 (Source: EPI Suite)   |
+-------+-------------------+-------+--------------------------------+
|       | Ready             |       | Yes (Source: EPI Suite)        |
|       | Biodegradability  |       |                                |
+-------+-------------------+-------+--------------------------------+
|       | Estimated Log BCF |       | 1.850 (BCF = 70.79) (Source:   |
|       |                   |       | EPI Suite)                     |
+-------+-------------------+-------+--------------------------------+

> ^1^A = Acceptable; N/A = Not applicable.

**Environmental Fate Summary**

The Agency has no environmental fate data on alkyl amine hydrochloride.
The Agency did not perform an environmental risk assessment for alkyl
amine hydrochloride, since pesticide products containing this active
ingredient are used only indoors. Alkyl amine hydrochloride is a mixture
of closely related compounds of the general class of quaternary amines.
Diluted in water, it is expected to remain stable to hydrolysis and
degradation over the short term. In time, the compound would be expected
to undergo microbial metabolism, yielding such metabolites as ammonia,
chloride, short(er) chain fatty acids, and finally CO~2~. The use is
limited to the inside of buildings which restricts its presence from
exterior environments. Virtually no exposure to nontarget organisms or
the environment is expected to result from use of the registered alkyl
amine hydrochloride products. For this reason, the Agency is not
requiring any environmental fate studies or any additional ecological
effects studies at this time. The only environmental fate data the
Agency would ordinarily ask for is hydrolysis, which is required for all
registered pesticides regardless of the use pattern. However, in this
case*,* a thirty-day hydro1ysis study would not likely yield any useful
information, since little or no hydrolysis would be expected to take
place.

**Ecological Effects Summary**

No risk assessment was performed for alkyl amine hydrochloride. The
Agency has reviewed four basic ecotoxicology studies for alkyl amine
hydrochloride. The Agency\'s conclusions for the avian and aquatic
effects studies are as follows.

**Terrestrial Studies**

Alkyl amine hydrochloride is considered to be slightly toxic to upland
game birds (*Colinus virginianus)* with an acute oral LD~50~ value of
989 mg/kg. Based on avian dietary exposure, alkyl amine hydrochloride
would be categorized as practically non-toxic to upland game birds
(*Colinus virginianus*) and waterfowl (*Anas platyrhynchos*) with LD~50~
values greater than 5620 ppm.

**Aquatic Studies**

Two studies were performed to assess aquatic toxicity. Based on rainbow
trout and daphnia testing, alkyl amine hydrochloride is classified as
highly toxic to freshwater fish (*Oncorhvnchus mvkiss* & *Lepomis
macrochirus*) with LC~50~ values of 0.18 ppm and 0.48 ppm, and very
highly toxic to freshwater invertebrates (*Daphnia magna*) with a LC~50~
of 0.027 ppm.

**Ecological Effects risk Assessment**

Although some of the studies were deficient in their conduct, they were
adequate to provide the Agency with sufficient information to determine
appropriate label precautions. No risk assessment was performed for
alkyl amine hydrochloride since there is no exterior exposure from its
indoor use.

**Risk to Threatened and Endangered Species**

Based on indoor use patterns, low exposure levels, and low toxicity
potential of alkyl amine hydrochloride, the Agency expects that the
registered uses of alkyl amine hydrochloride will have "no effect" (NE)
on endangered or threatened terrestrial or aquatic species, or their
designated critical habitats, as listed by the U.S. Fish and Wildlife
Service (USFWS) and the National Oceanic and Atmospheric Administration
(NOAA). However, EPA will review any comments made by the public on this
document and will conduct another environmental risk assessment, if new
information warrants such action.

**Environmental Fate and Ecotoxicity Data Gaps and Anticipated Work**

None.

Sign-off Date : 11/27/07

DP Barcode No. : D342130