{{위키데이터 속성 추적}}
{{chembox
| Verifiedfields = changed
| Watchedfields = changed
| verifiedrevid = 414428222
| name = 다이메틸벤질아민
| ImageFile_Ref = {{chemboximage|correct|??}}
| ImageFileL1 = Benzyldimethylamine.svg
| ImageSizeL1 = 135
| ImageFileR1 = Dimethylbenzylamine 3D ball.png
| ImageSizeR1 = 115
| PIN = ''N'',''N''-dimethyl-1-phenylmethanamine
| OtherNames = ''N'',''N''-dimethylbenzenemethanamine,</br>''N'',''N''-dimethylbenzylamine,</br>''N''-benzyldimethylamine,</br>dimethylbenzylamine,</br>benzyl-''N'',''N''-dimethylamine,</br>''N''-(phenylmethyl)dimethylamine,</br>BDMA,</br>Sumine 2015,</br>benzenemethanamine,</br>Dabco B-16,</br>araldite accelerator 062,</br>''N'',''N''-dimethyl(phenyl)methanamine,</br>DMBA<ref>{{웹 인용|website = The Good Scents Company|title = N,N-dimethyl benzyl amine|accessdate = 1 November 2020|url =http://www.thegoodscentscompany.com/data/rw1263471.html }}</ref>
|Section1={{Chembox Identifiers
| CASNo_Ref = {{cascite|correct|CAS}}
| CASNo = 103-83-3
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 7398
| ChEMBL_Ref = {{ebicite|correct|EBI}}
| ChEMBL = 45591
| EINECS = 203-149-1
| PubChem = 7681
| RTECS = DP4500000
| UNII_Ref = {{fdacite|changed|FDA}}
| UNII = TYP7AXQ1YJ
| UNNumber = 2619
| SMILES = N(C)(Cc1ccccc1)C
| InChI = 1/C9H13N/c1-10(2)8-9-6-4-3-5-7-9/h3-7H,8H2,1-2H3
| InChIKey = XXBDWLFCJWSEKW-UHFFFAOYAQ
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI = 1S/C9H13N/c1-10(2)8-9-6-4-3-5-7-9/h3-7H,8H2,1-2H3
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = XXBDWLFCJWSEKW-UHFFFAOYSA-N
 }}
|Section2={{Chembox Properties
|C=9 | H=13 | N=1
|Appearance = 무색 액체
|Density = 0.91 g/cm<sup>3</sup> at 20 °C
|MeltingPtC = -75
|BoilingPtC = 180 - 183
|Solubility = 1.2 g/100mL
}}
|Section3={{Chembox Hazards
|NFPA-H = 3
|NFPA-F = 3
|NFPA-R = 0
| GHSPictograms = {{GHS02}}{{GHS05}}{{GHS07}}
| GHSSignalWord = Danger
| HPhrases = {{H-phrases|226|302|312|314|332|412}}
| PPhrases = {{P-phrases|210|233|240|241|242|243|260|261|264|270|271|273|280|301+312|301+330+331|302+352|303+361+353|304+312|304+340|305+351+338|310|312|321|322|330|363|370+378|403+235|405|501}}
|FlashPtC = 55
|AutoignitionPtC = 410
}}
}}

'''다이메틸벤질아민'''({{llang|en|dimethylbenzylamine}})은 [[화학식]]이 C<sub>6</sub>H<sub>5</sub>CH<sub>2</sub>N(CH<sub>3</sub>)<sub>2</sub>인 [[유기 화합물]]이다. 분자은 다이메틸아미노기에 부착된 [[벤질기]]로 구성된다. 다이메틸벤질아민은 무색의 액체이다. 다이메틸벤질아민은 [[폴리우레탄]] 폼 및 에폭시 수지의 형성을 위한 촉매로 사용된다.

== 합성 ==
''N'',''N''-다이메틸벤질아민은 [[벤질아민]]의 [[에쉬바일러-클라크 반응]]에 의해 합성될 수 있다.<ref>{{저널 인용|last1 = Icke|first1 = R. N.|last2 = Wisegarver|first2 = B. B.|last3 = Alles|first3 = G. A.|year = 1945|title = β-Phenylethyldimethylamine|volume = 25|journal=Organic Syntheses|pages = 89| doi=10.15227/orgsyn.025.0089}}</ref><ref>{{저널 인용| doi = 10.1021/ja01338a041|year = 1933|last1 = Clarke|first1 = H. T.|last2 = Gillespie|first2 = H. B.|last3 = Weisshaus|first3 = S. Z.|journal = J. Am. Chem. Soc.|volume = 55|issue = 11|pages = 4571|title = The Action of Formaldehyde on Amines and Amino Acids}}</ref>

== 반응 ==
다이메틸벤질아민은 다음과 같이 [[뷰틸리튬]]으로 [[오쏘 메탈화]]를 겪는다.

:[C<sub>6</sub>H<sub>5</sub>CH<sub>2</sub>N(CH<sub>3</sub>)<sub>2</sub> + BuLi → 2-LiC<sub>6</sub>H<sub>4</sub>CH<sub>2</sub>N(CH<sub>3</sub>)<sub>2</sub>
:LiC<sub>6</sub>H<sub>4</sub>CH<sub>2</sub>N(CH<sub>3</sub>)<sub>2</sub> + E<sup>+</sup> → 2-EC<sub>6</sub>H<sub>4</sub>CH<sub>2</sub>N(CH<sub>3</sub>)<sub>2</sub>

이러한 반응을 통한 많은 유도체들이 화학식 2-X-C<sub>6</sub>H<sub>4</sub>CH<sub>2</sub>N(CH<sub>3</sub>)<sub>2</sub> (E = SR, PR<sub>2</sub>, 등)으로 알려져 있다.

아민은 염기성이며 [[알킬 할라이드]](예: [[헥실 브로마이드]])로 4차화되어 4차 암모늄 염을 생성한다.<ref>{{저널 인용|title=o-Methylethylbenzyl Alcohol|authors=W. R. Brasen, C. R. Hauser|journal=Org. Synth.|year=1954|volume=34|page=58|doi=10.15227/orgsyn.034.0058}}</ref>

:[C<sub>6</sub>H<sub>5</sub>CH<sub>2</sub>N(CH<sub>3</sub>)<sub>2</sub> + RX →    [C<sub>6</sub>H<sub>5</sub>CH<sub>2</sub>N(CH<sub>3</sub>)<sub>2</sub>R]<sup>+</sup>X<sup>−</sup>

이러한 염은 유용한 [[상간 이동 촉매]]이다.

== 같이 보기 ==
* [[벤질아민]]
* [[에쉬바일러-클라크 반응]]

== 각주 ==
{{각주}}

== 외부 링크 ==
* [http://ptcl.chem.ox.ac.uk/MSDS/DI/N,N-dimethylbenzylamine.html Safety MSDS data] {{웨이백|url=http://ptcl.chem.ox.ac.uk/MSDS/DI/N,N-dimethylbenzylamine.html |date=20071011092357 }}

[[분류:알킬 치환 벤젠]]
[[분류:다이메틸아미노 화합물]]
[[분류:벤질 화합물]]