[(1R)-1-isocyanatoethyl]benzene

• ChemBase ID: 137551
• Molecular Formular: C9H9NO
• Molecular Mass: 147.17386
• Monoisotopic Mass: 147.06841391
• SMILES: C[C@H](c1ccccc1)N=C=O
• Canonical SMILES: C[C@H](c1ccccc1)N=C=O
• InChI: InChI=1S/C9H9NO/c1-8(10-7-11)9-5-3-2-4-6-9/h2-6,8H,1H3/t8-/m1/s1
• InChIKey: JJSCUXAFAJEQGB-MRVPVSSYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(1R)-1-isocyanatoethyl]benzene
• IUPAC Traditional name: [(1R)-1-isocyanatoethyl]benzene
• Synonyms: (R)-(+)-1-Phenylethyl isocyanate; (R)-(+)-α-Methylbenzyl isocyanate; (R)-(+)-alpha-Methylbenzyl isocyanate; (R)-(+)-1-Phenylethyl isocyanate; (R)-(+)-alpha-Methylbenzyl Isocyanate; (R)-(+)-1-苯乙基异氰酸酯; (R)-(+)-α-甲基苄基异氰酸酯; (R)-(+)-1-苯基乙基 异氰酸酯99%

Database IDs

• CAS Number: 33375-06-3
• EC Number: 251-485-2
• MDL Number: MFCD00063015
• Beilstein Number: 3196930
• PubChem SID: 24853180; 24887150; 24887240; 162231813
• PubChem CID: 7018262

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 2.0984287
• LogD (pH = 7.4): 2.0984287
• Log P: 2.0984287
• Molar Refractivity: 42.3696 cm^3
• Polarizability: 16.338474 Å^3
• Polar Surface Area: 29.43 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 55-56 °C/2.5 mmHg(lit.); 55-56°C/2.5mm
• Flash Point: 149 °F; 65 °C; 65°C(149°F)
• Density: 1.045; 1.045 g/mL at 20 °C(lit.); 1.046 g/mL at 20 °C
• Refractive Index: 1.5124; n20/D 1.513; n20/D 1.513(lit.)
• Optical Rotation: [α]20/D +10.5±0.5°, neat; [α]20/D +10.5±1°, neat; [α]20/D +10°, neat; +10.5 (neat)

Safety Information

• Storage Warning: Moisture Sensitive
• European Hazard Symbols: Toxic (T); X; Harmful (Xn)
• UN Number: 2206; UN2206
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 3; III
• Risk Statements: 20/22-36/37/38-42; 23-36/37/38-42; 36/37/38-42
• Safety Statements: 23-26-36; 23-26-36/37-45; 23-26-45
• TSCA Listed: 否
• GHS Pictograms: GHS06; GHS08
• GHS Signal Word: Danger
• GHS Hazard statements: H315-H319-H330-H334-H335; H331-H302-H315-H319-H335-H334-H227
• GHS Precautionary statements: P260-P280H-P305+P351+P338-P309-P310; P260-P284-P305 + P351 + P338-P310
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 2206 6.1/PG 3
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥97.0% (sum of enantiomers, GC); ≥99%; ≥99.0%; ≥99.0% (sum of enantiomers, GC); 99%
• Grade: Flukabrand™ ChiraSelect reagent; for chiral derivatization; purum
• Optical Purity: ee: ≥99% (GLC); ee: 96% (GLC); enantiomeric ratio: ~98:2 (GC); enantiomeric ratio: ≥99.5:0.5 (GC)
• Linear Formula: C6H5CH(CH3)NCO

DETAILS

Sigma Aldrich - 220574

Packaging
1, 5 g in glass bottle

Sigma Aldrich - 421855

Legal Information
Flukabrand is a trademark of Sigma-Aldrich GmbH

Sigma Aldrich - 77968

Other Notes
Reagent used for the determination of the enantiomeric purity of alcohols and amines1,2,3,4

Sigma Aldrich - 77973

Other Notes
Reagent used for the resolution of alcohols and amines1,2,3,4,5

REFERENCES

• Reagent for determination of chiral purity of alcohols and amines: Anal. Lett., 3, 323 (1970).