Benzylamine

Benzylamine

Chembox new
Name = Benzylamine
ImageFile = Benzylamine-2D-skeletal.png ImageName = Skeletal formula of benzylamine
IUPACName = 1-Phenylmethanamine
OtherNames = Aminotoluene
Section1 = Chembox Identifiers
SMILES = NCc1ccccc1
CASNo = 100-46-9
RTECS = DP1488500

Section2 = Chembox Properties
C=7|H=9|N=1
Appearance = Colorless liquid
Density = 0.981 g/mL
Solubility = 3.24 g / 100 g water @ 25 °C
Solvent = other solvents
SolubleOther = all organic solvents
MeltingPt = -30 °C (22°F)
BoilingPt = 183 °C (361.4°F)
pKa = 9.33 (value for protonated amine, p"KaH")
pKb = 4.67
Viscosity =
RefractIndex = 1.543

Section3 = Chembox Structure
Dipole = 1.38 D

Section7 = Chembox Hazards
ExternalMSDS = [http://www.sciencelab.com/xMSDS-Benzylamine-9923068 ScienceLab.com]
MainHazards = Flammable
NFPA-H = 3
NFPA-F = 2
NFPA-R =
FlashPt = 72 °C (161.6°F)
RPhrases = R11/22-34
SPhrases = S(1/2-)-26-36/37/39-45

Section8 = Chembox Related
Function = amines
OtherFunctn = aniline

Benzylamine is the chemical compound with the formula C6H5CH2NH2. It consists of a benzyl group, C6H5CH2, attached to an amine functional group. This colorless liquid is a common precursor in organic synthesis.

Benzylamine is preprared by hydrogenation of benzonitrile.:C6H5CN + 2 H2 → C6H5CH2NH2

It is used as a masked source of ammonia, since after "N"-alkylation, the benzyl group can be removed by hydrogenolysis: [OrgSynth | author = Gatto, V. J.; Miller, S. R.; Gokel, G. W. | title = 4,13-Diaza-18-Crown-6 | collvol = 8 | collvolpages = 152 | year = 1993 | prep = cv8p0152 (example of alklylation of benzylamine followed by hydrogenolysis).] :C6H5CH2NH2 + 2 RBr → C6H5CH2NR2 + 2 HBr:C6H5CH2NR2 + H2 → C6H5CH3 + R2NHTypically a base is employed in the first step to absorb the HBr (or related acid for other kinds of alkylating agents).

References


Wikimedia Foundation. 2010.

Игры ⚽ Нужно сделать НИР?

Look at other dictionaries:

  • benzylamine — ● benzylamine nom féminin Amine résultant de la substitution de 1, 2 ou 3 atomes d hydrogène de l ammoniac par 1, 2 ou 3 radicaux benzyles …   Encyclopédie Universelle

  • benzylamine — benzilaminas statusas T sritis chemija formulė C₆H₅CH₂NH₂ atitikmenys: angl. benzylamine rus. бензиламин ryšiai: sinonimas – fenilmetilaminas …   Chemijos terminų aiškinamasis žodynas

  • benzylamine — noun The aromatic primary amine CH CH NH or its derivatives …   Wiktionary

  • benzylamine — ben·zyl·amine …   English syllables

  • benzylamine — |benˌzil, zēl+ noun ( s) Etymology: International Scientific Vocabulary benzyl + amine : a colorless liquid base C6H5CH2NH2 made synthetically (as by the action of ammonia on benzyl chloride) …   Useful english dictionary

  • ALPHA (psychedelic) — drugbox IUPAC name = 1 (benzo [1,3] dioxol 5 yl)propan 1 amine CAS number = 127292 42 6 CAS supplemental = ATC prefix = ATC suffix = PubChem = C = 10 | H = 13 | N = 1 | O = 2 molecular weight = 179.22 g/mol smiles = CCC(N)C1=CC(OCO2)=C2C=C1… …   Wikipedia

  • NK1 receptor antagonist — Neurokinin 1 (NK1) antagonists are a novel class of medications that possesses unique antidepressant,[1] anxiolytic,[2] and antiemetic properties. The discovery of neurokinin 1 (NK1) receptor antagonists was a turning point in the prevention of… …   Wikipedia

  • Phenoxybenzamine — Systematic (IUPAC) name (RS) N benzyl N (2 chloroethyl) 1 phenoxypropan 2 amine Clinical data Trade names …   Wikipedia

  • N-substituted formamide deformylase — Identifiers EC number 3.5.1.91 Databases IntEnz IntEnz view …   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

Share the article and excerpts

Direct link
Do a right-click on the link above
and select “Copy Link”