DL-alpha-Methylbenzylamine

Synonym(s):(±)-α-Methylbenzylamine;(±)-1-Phenylethylamine;alpha-Methylbenzylamine

CAS NO.：618-36-0
Empirical Formula: C8H11N
Molecular Weight: 121.18
MDL number: MFCD00008069
EINECS: 210-545-8
SAFETY DATA SHEET (SDS)
Update Date: 2024-08-08 18:06:34

What is DL-alpha-Methylbenzylamine?

Chemical properties

liquid

The Uses of DL-alpha-Methylbenzylamine

Used for synthesis and as an emulsifying agent; used as a resolving agent and chiral intermediate.

The Uses of DL-alpha-Methylbenzylamine

α-Methylbenzylamine can be used as a reactant for the synthesis of dihydro-5H-dibenz[c,e]azepinium salts by reacting with racemic biphenol derivatives.

Definition

ChEBI: A phenylethylamine that is ethylamine substituted by a phenyl group at position 1.

Synthesis Reference(s)

The Journal of Organic Chemistry, 49, p. 4272, 1984 DOI: 10.1021/jo00196a031
Chemical and Pharmaceutical Bulletin, 36, p. 1529, 1988 DOI: 10.1248/cpb.36.1529
Tetrahedron Letters, 27, p. 3957, 1986 DOI: 10.1016/S0040-4039(00)84883-2

General Description

α-Methylbenzylamine is a nitrogen source that is widely used as a representative substrate to study the chemo-enzymatic kinetic resolution of primary amines.

Flammability and Explosibility

Non flammable

Purification Methods

Dissolve the amine in toluene, dry over NaOH and distil; fraction boiling at 187-188o/atm is collected. Store it under N2 to avoid forming the carbamate and urea. Similarly for the S-(-) enantiomer [2627-86-3]. [Ingersoll Org Synth Coll Vol II 503 1943, Robinson & Snyder Org Synth Coll Vol III 717 1955, Beilstein 12 IV 2424, 2425.]

Properties of DL-alpha-Methylbenzylamine

Melting point:	-65 °C
Boiling point:	185 °C756 mm Hg(lit.)
Density	0.94 g/mL at 25 °C(lit.)
vapor pressure	0.7 hPa (20 °C)
refractive index	n20/D 1.526(lit.)
Flash point:	175 °F
storage temp.	Store below +30°C.
solubility	42g/l
pka	9.04±0.10(Predicted)
form	Liquid
color	Clear colorless to light yellow
Water Solubility	4.2 g/100 mL (20 ºC)
Sensitive	Air Sensitive
Merck	14,6026
BRN	636127
Dielectric constant	4.4（18℃）
Stability:	Stable, but absorbs carbon dioxide from the air. Store under an inert atmosphere. Incompatible with strong oxidizing agents, carbon dioxide.
CAS DataBase Reference	618-36-0(CAS DataBase Reference)
NIST Chemistry Reference	Benzenemethanamine, «alpha»-methyl-, (.+/-.)-(618-36-0)
EPA Substance Registry System	Benzenemethanamine, .alpha.-methyl- (618-36-0)

Safety information for DL-alpha-Methylbenzylamine

Signal word	Danger
Pictogram(s)	Corrosion Corrosives GHS05 Exclamation Mark Irritant GHS07
GHS Hazard Statements	H314:Skin corrosion/irritation
Precautionary Statement Codes	P270:Do not eat, drink or smoke when using this product. P280:Wear protective gloves/protective clothing/eye protection/face protection. P301+P312:IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell. P303+P361+P353:IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.