(R)-4-Chloro-3-hydroxybutyronitrile

Base Information

• Chemical Name: (R)-4-Chloro-3-hydroxybutyronitrile
• CAS No.: 84367-31-7
• Molecular Formula: C4H6ClNO
• Molecular Weight: 119.551
• Hs Code.: 29269090
• Mol file: 84367-31-7.mol

Synonyms:Butanenitrile,4-chloro-3-hydroxy-, (R)-;(R)-(+)-4-Chloro-3-hydroxybutyronitrile;

Chemical Property of (R)-4-Chloro-3-hydroxybutyronitrile

Chemical Property:

• Vapor Pressure: 0.0343mmHg at 25°C
• Refractive Index: n20/D 1.474(lit.)
• Boiling Point: 286.2 °C at 760 mmHg
• PKA: 12.67±0.20(Predicted)
• Flash Point: 126.9 °C
• PSA: 44.02000
• Density: 1.229 g/cm³
• LogP: 0.49978
• Storage Temp.: Inert atmosphere,Room Temperature

Purity/Quality:

99% ^*data from raw suppliers

(R)-(+)-4-Chloro-3-hydroxybutyronitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Uses: (-)-Carnitine and (-)-γ-amino-β-hydroxybutyric acid have been prepared using this synthon. (R)-(+)-4-Chloro-3-hydroxybutyronitrile is a chiral reagent used in asymmetric catalysis in organic synthesis.

Technology Process of (R)-4-Chloro-3-hydroxybutyronitrile

There total 16 articles about (R)-4-Chloro-3-hydroxybutyronitrile which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 96.3%

hydrogen cyanide (74-90-8) + 1,3-Dichloro-2-propanol (96-23-1) → (R)-γ-chloro-β-hydroxybutyronitrile (84367-31-7,637-75-2)

Guidance literature:

With sodium hydroxide; Escherichia coli JM₁₀₉/pST₁₁₁ (FERM ABP-10922); In water; at 20 ℃; for 23h; pH=7.5 - 7.6; Product distribution / selectivity;

Reference yield: 95.05%

(R)-(-)-epichlorohydrin (51594-55-9,24969-06-0,13403-37-7) + hydrogen cyanide (74-90-8) → (R)-γ-chloro-β-hydroxybutyronitrile (84367-31-7,637-75-2)

Guidance literature:

With triethylamine; In water; at 25 ℃; for 8h; Temperature;

Reference yield: 91.3%

→ (R)-γ-chloro-β-hydroxybutyronitrile (84367-31-7,637-75-2)

Guidance literature:

upstream raw materials:

1,3-Dichloro-2-propanol

potassium cyanide

(S)-2-Acetoxy-1-bromo-3-chloropropane

epichlorohydrin

Downstream raw materials:

(2R)-(-)-3-cyano-2-hydroxypropyltrimethylammonium chloride

(3R)-pyrrolidinol

(R)-3-(benzyloxy)-4-chloro-butanenitrile