alpha-Methylbenzyl isocyanate (HCID 85760)

Overview

RN given refers to parent cpd

Names & identifiers

Preferred name: alpha-Methylbenzyl isocyanate
IUPAC: 1-isocyanatoethylbenzene
English name: (S)-(-)-1-Phenylethyl isocyanate
Molecular formula: C9H9NO
Molecular weight: 147.17

Names & synonyms

1837-73-6alpha-Methylbenzyl isocyanateRefChem:915554(1-Isocyanatoethyl)benzene1-isocyanatoethylbenzeneBenzene, (1-isocyanatoethyl)-(1-Isocyanato-ethyl)-benzeneMFCD06739387R-(+)-alpha-Methylbenzyl isocyanate(s)-(1-isocyanatoethyl)benzeneBenzene,(1-isocyanatoethyl)-EINECS 251-485-2

Show more names

(S)-(-)-A-METHYLBENZYL ISOCYANATE(S)-(-)-α(S)-(-)-α-MethyL(S)-(-)-α-Methylbenzyl Isocyanate(S) METHYL BENZYLISOCYANATE(S)-1-PHENYLETHYLISOCYANATE[(1S)-1-Isocyanatoethyl]benzene(S)-(-)-1-PHENYLETHYL ISOCYANATE

Methyl benzylisocyanate1-phenylethanisocyanate1-phenylethylisocyanatealpha-methylbenzylisocyanateIsocyanic Acid-(R)-(+)-a-Methylbenzyl EsterSCHEMBL6583SCHEMBL3591778SCHEMBL3593469

Database identifiers

CAS: 14649-03-7、1837-73-6、33375-06-3
PubChem CID: 85760
Nikkaji: J406.004K

Properties

Computed structural properties

XLogP: 2.9
Topological polar surface area: 29.4 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 2
Rotatable bonds: 2
Heavy atoms: 11
Formal charge: 0
Complexity: 155

Physicochemical properties

Melting point: 65 °C · 65 °C
Boiling point: 55 · 55-56 °C2.5 mm Hg(lit.)
alpha: -10 · -10 º (NEAT)
Density: 1.045 g/mL · 1.045 g/mL at 20 °C(lit.)
refractive index: 20 · n20/D 1.5145(lit.)
Flash point: 150 °F · 150 °F
storage temp.: 2 · 2-8°C
form: Liquid
color: Clear colorless to pale yellow
optical activity: 20 · [α]20/D 10°, neat
Water Solubility: Decomposition
Sensitive: Moisture Sensitive
BRN: 4230972 · 4230972
InChI: 1S/C9H9NO/c1-8(10-7-11)9-5-3-2-4-6-9/h2-6,8H,1H3/t8-/m0/s1
InChIKey: JJSCUXAFAJEQGB-QMMMGPOBSA-N
SMILES: C[C@H](N=C=O)c1ccccc1
CAS DataBase Reference: 14649 · 14649-03-7(CAS DataBase Reference)
UNSPSC Code: 12352118 · 12352118
NACRES: 22 · NA.22
Symbol(GHS): 6 · GHS06,GHS08
Signal word: Danger
Hazard statements: 315 · H315-H317-H319-H330-H334-H335-H412
Precautionary statements: 260 · P260-P273-P280-P302+P352-P304+P340+P310-P305+P351+P338
target organs: Respiratory system
Hazard Codes: Xn,T+,T
Risk Statements: 36 · 36/37/38-42-26-23
Safety Statements: 23 · 23-26-36-45-24/25
RIDADR: 2206 · UN 2206 6.1/PG 2
WGK Germany: 3 · 3
F: 3 · 3-10-21
HazardClass: 6.1 · 6.1
PackingGroup: III
HS Code: 29291090 · 29291090
Storage Class: 6.1 A · 6.1A - Combustible acute toxic Cat. 1 and 2very toxic hazardous materials
Hazard Classifications: 2 InhalationAquatic · Acute Tox. 2 InhalationAquatic Chronic 3Eye Irrit. 2Resp. Sens. 1Skin Irrit. 2Skin Sens. 1STOT SE 3
Limited Quantities: 5 L · 5.0 L (1.3 gallons) (liquid) or 5.0 kg (11 lbs) (solid)
Excepted Quantities: Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L)

Safety & regulation

Safety data

F: 3-10-21
wgk: 3
ridadr: UN 2206 6.1/PG 2
hs_code: 29291090
risk_code: 36/37/38-42-26-23
Signal word: Danger
Symbol(GHS): GHS06,GHS08
hazard_code: Xn,T+,T
safety_code: 23-26-36-45-24/25
hazard_class: 6.1
Storage Class: 6.1A - Combustible acute toxic Cat. 1 and 2very toxic hazardous materials
packing_group: III
target organs: Respiratory system
Hazard statements: H315-H317-H319-H330-H334-H335-H412
Limited Quantities: 5.0 L (1.3 gallons) (liquid) or 5.0 kg (11 lbs) (solid)
Excepted Quantities: Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L)
Hazard Classifications: Acute Tox. 2 InhalationAquatic Chronic 3Eye Irrit. 2Resp. Sens. 1Skin Irrit. 2Skin Sens. 1STOT SE 3
Precautionary statements: P260-P273-P280-P302+P352-P304+P340+P310-P305+P351+P338

Chemistry & industry

Applications

Uses(S)-(-)-1-Phenylethyl isocyanate act by inhibition of cell proliferation and induction of apoptosis. It helps to prevent lung cancer and esophageal cancer. It is a fine chemical intermediate.

General Description(S)-(-)-α-Methylbenzyl isocyanate is a commonly used chiral derivatizing agent for the resolution of enantiomers.