(3R)-4-chloro-3-hydroxybutanenitrile

• ChemBase ID: 145646
• Molecular Formular: C4H6ClNO
• Molecular Mass: 119.54954
• Monoisotopic Mass: 119.0137915
• SMILES: C(C#N)[C@H](CCl)O
• Canonical SMILES: O[C@@H](CCl)CC#N
• InChI: InChI=1S/C4H6ClNO/c5-3-4(7)1-2-6/h4,7H,1,3H2/t4-/m1/s1
• InChIKey: LHBPNZDUNCZWFL-SCSAIBSYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3R)-4-chloro-3-hydroxybutanenitrile
• IUPAC Traditional name: (3R)-4-chloro-3-hydroxybutanenitrile
• Synonyms: (R)-(+)-4-Chloro-3-hydroxybutyronitrile; (R)-4-Chloro-3-hydroxybutanenitrile; (R)-(+)-4-氯-3-羟基丁腈

Database IDs

• CAS Number: 84367-31-7
• MDL Number: MFCD00273362
• Beilstein Number: 1700586
• PubChem SID: 162239850; 24869131
• PubChem CID: 641056

CALCULATED PROPERTIES

• Acid pKa: 13.706645
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): -0.021375246
• LogD (pH = 7.4): -0.021375457
• Log P: -0.021375243
• Molar Refractivity: 27.0381 cm^3
• Polarizability: 10.489593 Å^3
• Polar Surface Area: 44.02 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 110 °C/1 mmHg(lit.)
• Flash Point: 113 °C; 235.4 °F
• Density: 1.250 g/mL at 20 °C(lit.)
• Refractive Index: n20/D 1.474(lit.)
• Optical Rotation: [α]25/D +11.0°, neat

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: Eyeshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter

Product Information

• Purity: 97%
• Linear Formula: ClCH2CH(OH)CH2CN

DETAILS

Sigma Aldrich - 456152

Packaging
1 g in glass bottle
Application
(-)-Carnitine and (-)-γ-amino-β-hydroxybutyric acid have been prepared using this synthon.1