220574

(R)-(+)-α-Methylbenzyl isocyanate

99%

• Synonym(s): (R)-(+)-1-Phenylethyl isocyanate
• Linear Formula: C₆H₅CH(CH₃)NCO
• CAS Number: 33375-06-3
• Molecular Weight: 147.17
• Beilstein: 3196930
• EC Number: 251-485-2
• MDL number: MFCD00063015
• UNSPSC Code: 12352118
• PubChem Substance ID: 24853180
• NACRES: NA.22

Properties

• Assay: 99%
• form: liquid
• optical activity: [α]20/D +10°, neat
• optical purity: ee: 96% (GLC)
• refractive index: n20/D 1.513 (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-/m1/s1
• InChI key: JJSCUXAFAJEQGB-MRVPVSSYSA-N

Description

General description

(R)-(+)-α-Methylbenzyl isocyanate is an organic compound that belongs to the class of isocyanates. It is used in the synthesis of chiral ligands for asymmetric catalysis. These ligands play a crucial role in enantioselective reactions, allowing to produce single enantiomer products.

Application

• Paper Title: Stereoselective metabolism of nicotine and tobacco-specific N-nitrosamines to 4-hydroxy-4-(3-pyridyl)butanoic acid in rats. (Trushin N, Hecht SS, 1999).
• Paper Title: Absolute configuration of 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanol formed metabolically from 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone. (Hecht SS, Spratt TE, Trushin N, 1997).

Safety Information

• Pictograms: GHS06,GHS08
• Signal Word: Danger
• Hazard Statements: H315,H317,H319,H330,H334,H335
• Precautionary Statements: P260 - P264 - P280 - P302 + P352 - P304 + P340 + P310 - P305 + P351 + P338
• Hazard Classifications: Acute Tox. 2 Inhalation - 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