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Names | |||
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IUPAC name
N,N-dimethyl-1-phenylmethanamine
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Other names
N,N-Dimethylbenzenemethanamine, N,N-Dimethylbenzylamine, 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
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Identifiers | |||
3D model (JSmol)
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ChEMBL | |||
ChemSpider | |||
ECHA InfoCard | 100.002.863 | ||
EC Number | 203-149-1 | ||
PubChem CID
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UNII | |||
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Properties | |||
C9H13N | |||
Molar mass | 135.21 g·mol−1 | ||
Appearance | colourless liquid | ||
Density | 0.91 g/cm3 at 20 °C | ||
Melting point | −75 °C (−103 °F; 198 K) | ||
Boiling point | 180 to 183 °C (356 to 361 °F; 453 to 456 K) | ||
1.2 g/100mL | |||
Hazards | |||
R-phrases (outdated) | R10, R20, R21, R22, R34, R52, R53 | ||
S-phrases (outdated) | S26, S36, S45, S61 | ||
NFPA 704 | |||
Flash point | 55 °C (131 °F; 328 K) | ||
410 °C (770 °F; 683 K) | |||
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references | |||
Dimethylbenzylamine is the organic compound with the formula C6H5CH2N(CH3)2. The molecule consists of a benzyl group, C6H5CH2, attached to a dimethylamino functional group. It is a colorless liquid. It is used as a catalyst for the formation of polyurethane foams and epoxy resins.
N,N-Dimethylbenzylamine can be synthesized by methylation of benzylamine with formic acid and formaldehyde according to the Eschweiler–Clarke reaction.
It undergoes directed ortho metalation with butyl lithium:
Via these reactions, many derivatives are known with the formula 2-X-C6H4CH2N(CH3)2 (E = SR, PR2, etc.).
The amine is basic and undergoes quaternization with alkyl halides to give the ammonium salts:
Such salts are useful phase transfer catalysts.