Dimethylbenzylamine

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Dimethylbenzylamine
Benzyldimethylamine.svg
Identifiers
CAS number 103-83-3 YesY
PubChem 7681
ChemSpider 7398 YesY
EC number 203-149-1
ChEMBL CHEMBL45591 YesY
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
Flammability code 3: Liquids and solids that can be ignited under almost all ambient temperature conditions. Flash point between 23 and 38 °C (73 and 100 °F). E.g., gasoline) Health code 3: Short exposure could cause serious temporary or residual injury. E.g., chlorine gas Reactivity code 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g., liquid nitrogen Special hazards (white): no codeNFPA 704 four-colored diamond
Flash point 55 °C (131 °F; 328 K)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
 YesY (verify) (what is: YesY/N?)
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[edit]

References[edit]

  1. ^ Brasen, W. R.; Hauser, C. R. (1963), "2-Methylbenzyldimethylamine", Org. Synth. ; Coll. Vol. 4: 585 

External links[edit]