Dimethylbenzylamine
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| 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] |
| PubChem | |
| EINECS number | |
| SMILES | CN(C)Cc1ccccc1 |
| InChI | 1/C9H13N/c1-10(2)8-9-6-4-3-5-7-9/h3-7H,8H2,1-2H3 |
| Properties | |
| Molecular formula | C9H13N |
| Molar mass | 135.21 g/mol |
| 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 | |
| NFPA 704 |
 2
3
0
|
| R-phrases | R10, R20, R21, R22, R34, R52, R53 |
| S-phrases | S26, S36, S45, S61 |
| Flash point | 55 °C |
| Autoignition temperature |
410 °C |
| Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) Infobox disclaimer and references |
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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 is 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.
[edit] See also
[edit] References
- ^ Brasen, W. R.; Hauser, C. R. (1963). "2-Methylbenzyldimethylamine". Organic Syntheses Coll. 4: 585.
[edit] External links
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