220566

(S)-(−)-α-Methylbenzyl isocyanate

98%

• Synonym(s): (S)-(−)-1-Phenylethyl isocyanate
• Linear Formula: C₆H₅CH(CH₃)NCO
• CAS Number: 14649-03-7
• Molecular Weight: 147.17
• Beilstein: 4230972
• EC Number: 238-698-6
• MDL number: MFCD00002036
• UNSPSC Code: 12352118
• PubChem Substance ID: 24853178
• NACRES: NA.22

Properties

• Assay: 98%
• form: liquid
• optical activity: [α]20/D −10°, neat
• optical purity: ee: 96% (GLC)
• refractive index: n20/D 1.5145 (lit.)
• bp: 55-56 °C/2.5 mmHg (lit.)
• density: 1.045 g/mL at 20 °C (lit.)
• functional group: amine; isocyanate; phenyl
• storage temp.: 2-8°C
• SMILES string: C[C@H](N=C=O)c1ccccc1
• InChI: 1S/C9H9NO/c1-8(10-7-11)9-5-3-2-4-6-9/h2-6,8H,1H3/t8-/m0/s1
• InChI key: JJSCUXAFAJEQGB-QMMMGPOBSA-N

Description

General description

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

Application

(S)-(-)-α-Methylbenzyl isocyanate may be used as a chiral auxiliary for the resolution of racemic (±)-6aR,11aR-maackiain to give the (-)-form, which is a key intermediate for synthesizing (-)-cabenegrin A-I.

Safety Information

• Pictograms: GHS06,GHS08
• Signal Word: Danger
• Hazard Statements: H315,H317,H319,H330,H334,H335,H412
• Precautionary Statements: P260 - P273 - P280 - P302 + P352 - P304 + P340 + P310 - P305 + P351 + P338
• Hazard Classifications: Acute Tox. 2 Inhalation - Aquatic Chronic 3 - Eye Irrit. 2 - Resp. Sens. 1 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3
• Target Organs: Respiratory system
• Storage Class Code: 6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
• WGK: WGK 3
• Flash Point(F): 149.0 °F - closed cup
• Flash Point(C): 65 °C - closed cup
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves