Compound: Diethyltoluamide
SMILES: O=C(N(CC)CC)c1cc(ccc1)C
InChIKey: MMOXZBCLCQITDF-UHFFFAOYSA-N
Synonyms: Diethyltoluamide, DEET, 134-62-3, N,N-Diethyl-3-methylbenzamide, N,N-Diethyl-m-toluamide, Metadelphene, Dieltamid, Flypel, 3-Methyl-N,N-diethylbenzamide, Diethyl toluamide, Delphene, Detamide, Autan, m-Delphene, Benzamide, N,N-diethyl-3-methyl-, Repudin-Special, M-Det, Naugatuck DET, m-DETA, Repel, Repper DET, Repper-DET, Dietiltoluamida, Diethyl-m-toluamide, Diethyltoluamidum, m-Toluic acid diethylamide, Amincene C-EM, N,N-Diethyl-meta-toluamide, Mgk diethyltoluamide, Amincene C 140, m-Toluamide, N,N-diethyl-, Bepper DET, DET (insect repellant), ENT 22542, NSC 33840, Caswell No. 346, Oristar deet, ENT 20,218, FB0C1XZV4Y, AI 3-22542, ENT-20218, ENT-22542, NSC-33840, N,n-diethyl 3-methyl benzamide, Deet n,n-diethyl-meta-toluamide, CHEBI:7071, N,N Diethyltoluamide, RefChem:5751, MOSQUITO BUG OFF, N,N Diethyl m toluamide, DEET-DI ETHYL TOLUAMIDE, N,N Diethyl 3 methylbenzamide, P03BX01, DTXSID001014729, INSECT REPELLENT INSECT BLOCK, R209, R 209, 205-149-7, N,N-Diethyltoluamide, Muscol, N,N-diethyl-3-methyl-benzamide, DETA-20, Off, MFCD00009046, DEET;N,N-Diethyl-m-toluamide, DTXSID2021995, DEET 10 microg/mL in Methanol, DEET 100 microg/mL in Methanol, NCGC00091219-02, A.I. 3-22542, DTXCID601995, CAS-134-62-3, SMR000777931, Diethyltoluamidum [INN-Latin], Dietiltoluamida [INN-Spanish], CCRIS 6018, N,N-Diethyl-m-toluamide, analytical standard, HSDB 1582, EINECS 205-149-7, UNII-FB0C1XZV4Y, EPA Pesticide Chemical Code 080301, BRN 2046711, Diethyltoluamide [USP:INN:BAN], DE3, Off!, Spectrum_001989, 3n7h, (N,N-diethyltoluamide), m-Toluamide,N-diethyl-, n,n-diethyl m-toluamide, n-diethyl-meta-toluamide, DEET-(diethyl-d10), DEET (Diethyltoluamide), Spectrum2_001072, Spectrum4_000439, Spectrum5_002076, N,N-Diethyl-meta-toluamide and other isomers, DEET, analytical standard, DEET [MI], Diethyltoluamide (USP/INN), SCHEMBL29976, KBioGR_000798, KBioSS_002555, MLS001333179, MLS001333180, MLS002207091, MLS002415750, DIETHYLTOLUAMIDE [INN], DivK1c_000157, SPECTRUM1601020, SPBio_001084, Benzamide,N-diethyl-3-methyl-, DEET,N,N-Diethyl-m-toluamide, DIETHYLTOLUAMIDE [HSDB], orb1310340, SCHEMBL1531067, SCHEMBL8541272, CHEMBL1453317, DIETHYLTOLUAMIDE [MART.], SCHEMBL29374310, HMS500H19, KBio1_000157, KBio2_002546, KBio2_005114, KBio2_007682, DIETHYLTOLUAMIDE [USP-RS], DIETHYLTOLUAMIDE [WHO-DD], DIETHYLTOLUAMIDE [WHO-IP], NINDS_000157, WLN: 2N2 & VR C1, HMS2094E11, HMS2231H11, HMS3372F07, HMS5083J05, Pharmakon1600-01601020, HY-B0978, MSK20422, NSC33840, Tox21_111103, Tox21_201980, Tox21_300917, EBC-03516, NSC759564, s4521, AKOS003852835, N,N-Diethyl-3-methylbenzamide, 97%, N,N-Diethyl-3-methylbenzamide, DEET, Tox21_111103_1, CCG-213639, CS-4468, DB11282, FD36510, N,N-diethyl(3-methylphenyl)carboxamide, NSC-759564, DIETHYLTOLUAMIDE [USP MONOGRAPH], DIETHYLTOLUAMIDUM [WHO-IP LATIN], IDI1_000157, NCGC00091219-01, NCGC00091219-03, NCGC00091219-04, NCGC00091219-05, NCGC00091219-06, NCGC00091219-08, NCGC00254820-01, NCGC00259529-01, AC-11315, DEET, PESTANAL(R), analytical standard, DS-13831, SY048762, SBI-0051886.P002, DB-042245, D0097, NS00000221, ST50406384, T0731, EN300-15589, D02379, AB00052406_06, DEET N,N-DIETHYL-META-TOLUAMIDE [VANDF], Q408389, SR-05000001887, SR-05000001887-1, BRD-K94080537-001-05-5, BRD-K94080537-001-09-7, Z31723661, Diethyltoluamide, United States Pharmacopeia (USP) Reference Standard
Theoretical properties:
molecular_formula: C12H17NO
molecular_weight: 191.27 g/mol
exact_mass: 191.131014166 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 0
hydrogen_bond_acceptor_count: 1
rotatable_bond_count: 3
heavy_atom_count: 14
topological_polar_surface_area: 20.3 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
physical_state: Nearly colorless to amberlike liquid
color: Nearly colorless to amberlike liquid
odor: Faint, characteristic odor
boiling_point: 545 °F at 760 mmHg (NTP, 1992)
melting_point: -49 °F (pour point) (NTP, 1992)
density: 0.996 at 68 °F (NTP, 1992) - Less dense than water; will float
solubility: less than 1 mg/mL at 68 °F (NTP, 1992)
flash_point: 311 °F (NTP, 1992)
vapor_pressure: 1 mmHg at 232 °F ; 19 mmHg at 320 °F (NTP, 1992)
Descriptions:
pubchem: N,N-diethyl-m-toluamide is a monocarboxylic acid amide resulting from the formal condensation of the carboxy group of m-toluic acid with the nitrogen of diethylamine. First developed by the U.S. Army in 1946 for use by military personnel in insect-infested areas, it is the most widely used insect repellent worldwide. It has a role as a xenobiotic, an insect repellent and an environmental contaminant. It is a member of benzamides and a monocarboxylic acid amide. It is functionally related to a m-toluic acid.
chebi: A monocarboxylic acid amide resulting from the formal condensation of the carboxy group of <em>m</em>-toluic acid with the nitrogen of diethylamine. First developed by the U.S. Army in 1946 for use by military personnel in insect-infested areas, it is the most widely used insect repellent worldwide.
chembl: DIETHYLTOLUAMIDE is a small molecule listed in the ChEMBL database and has reached clinical trial phase 3.0.
wikipedia: N,N-Diethyl-meta-toluamide, also called diethyltoluamide or DEET (, from DET, the initials of di- + ethyl + toluamide), is the oldest, one of the most effective, and most common active ingredients in commercial insect repellents. It is a colorless to slightly yellow oil intended to be applied to the skin or to clothing and provides protection against mosquitoes, biting flies, ticks, fleas, chiggers, and leeches.