Dimethylbenzylamine

Dimethylbenzylamine
IUPAC name

N,N-dimethyl-1-phenylmethanamine
Other names

N,N-Dimethylbenzenemethanamine, N-Benzyldimethylamine, Dimethylbenzylamine, Benzyl-N,N-dimethylamine, N-(Phenylmethyl)dimethylamine, BDMA, Sumine 2015, Benzenemethanamine, Dabco B-16, Araldite accelerator 062, N,N-Dimethyl(phenyl)methanamine
Identifiers
CAS number 103-83-3 Y
PubChem 7681
ChemSpider 7398 Y
EC number 203-149-1
ChEMBL CHEMBL45591 Y
Jmol-3D images Image 1
Properties
Molecular formula C9H13N
Molar mass 135.21 g mol−1
Appearance colourless to yellow liquid
Density 0.91 g/cm3 at 20 °C
Melting point

-75 °C
Boiling point

180 - 183 °C
Solubility in water 1.2 g/L (27 °C)
Hazards
R-phrases R10, R20, R21, R22, R34, R52, R53
S-phrases S26, S36, S45, S61
NFPA 704
3
3
0
Flash point 55 °C
Autoignition
temperature		 410 °C
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Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Dimethylbenzylamine is the organic compound with the formula C6H5CH2N(CH3)2. The molecule contains the benzyl group, C6H5CH2, attached to a dimethylamino functional group. It is used as a catalyst for the formation of polyurethane foams and epoxy resins.

Like some other benzyl compounds, the molecule undergoes directed ortho metalation with butyl lithium. Because of this reaction, many derivatives are known with the formula 2-X-C6H4CH2N(CH3)2 (X = SR, PR2, etc.).

The amine is basic and undergoes quaternization with methyl iodide to give the ammonium salt [C6H5CH2N(CH3)3]+I-.[1] Such salts are useful phase transfer catalysts.

See also

References

  1. ^ Brasen, W. R.; Hauser, C. R. (1963), "2-Methylbenzyldimethylamine", Org. Synth., http://www.orgsyn.org/orgsyn/orgsyn/prepContent.asp?prep=CV4P0585 ; Coll. Vol. 4: 585 

External links