Dimethylbenzylamine

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

SMILES

N(C)(Cc1ccccc1)C

InChI

InChI=1S/C9H13N/c1-10(2)8-9-6-4-3-5-7-9/h3-7H,8H2,1-2H3^Y
Key: XXBDWLFCJWSEKW-UHFFFAOYSA-N^Y
InChI=1/C9H13N/c1-10(2)8-9-6-4-3-5-7-9/h3-7H,8H2,1-2H3
Key: XXBDWLFCJWSEKW-UHFFFAOYAQ

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

Y (verify) (what is: Y/N?)
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

Benzylamine

References

^ 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

Safety MSDS data

Categories:
Aromatic compounds
Amines

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
SMILES N(C)(Cc1ccccc1)C
InChI InChI=1S/C9H13N/c1-10(2)8-9-6-4-3-5-7-9/h3-7H,8H2,1-2H3^Y Key: XXBDWLFCJWSEKW-UHFFFAOYSA-N^Y InChI=1/C9H13N/c1-10(2)8-9-6-4-3-5-7-9/h3-7H,8H2,1-2H3 Key: XXBDWLFCJWSEKW-UHFFFAOYAQ
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
Y (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

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Look at other dictionaries:

dimethylbenzylamine — noun An organic compound with the chemical formula CHCHN(CH) … Wiktionary
Benzyldimethylamin — Strukturformel Allgemeines Name Benzyldimethylamin Andere Namen … Deutsch Wikipedia
Organolithium reagent — An organolithium reagent is an organometallic compound with a direct bond between a carbon and a lithium atom. As the electropositive nature of lithium puts most of the charge density of the bond on the carbon atom, effectively creating a… … Wikipedia
C-H bond activation — Carbon hydrogen bond activation or CH activation may be defined as a reaction that cleaves a carbon hydrogen bond. Often the term is restricted to reactions involving organometallic complexes and proceeding by coordination of a hydrocarbon to the … Wikipedia
Carbon–hydrogen bond activation — or C−H activation may be defined as a reaction that cleaves a carbon–hydrogen bond. Often the term is restricted to reactions involving organometallic complexes and proceeding by coordination of a hydrocarbon to the inner sphere of metal, either… … Wikipedia

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Dimethylbenzylamine

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Dimethylbenzylamine

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