(S)-4-Chloro-3-hydroxybutyronitrile
- Product Name
- (S)-4-Chloro-3-hydroxybutyronitrile
- CAS No.
- 127913-44-4
- Chemical Name
- (S)-4-Chloro-3-hydroxybutyronitrile
- Synonyms
- (S)-4-chloro-3-hydroxybutanenitrile;(S)-(-)-4-CHLORO-3-HYDROXYBUTYRONITRILE;(S)-4-Chloro-3-HCl;(S)-4-Chloro-3-hydro;(S)-4-Chloro-3-hydroxyb;oro-3-hydroxybutyronitriL;4-CHLORO-3-HYDROXY-BUTYRONITRILE;(S)-4-CHLORO-3-HYDROXYBUTYRONITRILE;(Z)-4-(chloromethylene)oxetan-2-one;(3S)-4-Chloro-3-hydroxybutyronitrile
- CBNumber
- CB1152621
- Molecular Formula
- C4H6ClNO
- Formula Weight
- 119.55
- MOL File
- 127913-44-4.mol
(S)-4-Chloro-3-hydroxybutyronitrile Property
- Boiling point:
- 110 °C/1 mmHg(lit.)
- Density
- 1.250 g/mL at 20 °C(lit.)
- refractive index
- n20/D 1.474(lit.)
- Flash point:
- 110 °C
- storage temp.
- 2-8°C
- solubility
- Chloroform (Sparingly), Methanol (Slightly)
- pka
- 12.67±0.20(Predicted)
- form
- Oil
- color
- Clear Colourless
- optical activity
- Consistent with structure
- InChI
- InChI=1S/C4H6ClNO/c5-3-4(7)1-2-6/h4,7H,1,3H2/t4-/m0/s1
- InChIKey
- LHBPNZDUNCZWFL-BYPYZUCNSA-N
- SMILES
- C(#N)C[C@H](O)CCl
- CAS DataBase Reference
- 127913-44-4(CAS DataBase Reference)
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
- Precautionary statements
-
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P321Specific treatment (see … on this label).
P332+P313IF SKIN irritation occurs: Get medical advice/attention.
P362Take off contaminated clothing and wash before reuse.
N-Bromosuccinimide Price
- Product number
- C3331
- Product name
- (S)-(-)-4-Chloro-3-hydroxybutyronitrile
- Purity
- >98.0%(GC)
- Packaging
- 1g
- Price
- $26
- Updated
- 2025/07/31
- Product number
- C3331
- Product name
- (S)-(-)-4-Chloro-3-hydroxybutyronitrile
- Purity
- >98.0%(GC)
- Packaging
- 5g
- Price
- $35
- Updated
- 2025/07/31
- Product number
- C366605
- Product name
- (3S)-4-Chloro-3-hydroxybutyronitrile
- Packaging
- 1g
- Price
- $110
- Updated
- 2021/12/16
- Product number
- OR912506
- Product name
- (S)-4-Chloro-3-hydroxybutyronitrile
- Purity
- 98%
- Packaging
- 25g
- Price
- $131
- Updated
- 2021/12/16
- Product number
- JK167721
- Product name
- (S)-4-Chloro-3-hydroxybutyronitrile
- Purity
- 98%
- Packaging
- 1g
- Price
- $138
- Updated
- 2021/12/16
(S)-4-Chloro-3-hydroxybutyronitrile Chemical Properties,Usage,Production
Chemical Properties
Colorless to light yellow liqui
Uses
(3S)-4-Chloro-3-hydroxybutyronitrile is used in various organic precursor syntheses. It is used in the synthesis of hydroxypyrrolidinones to by used as carbapenem precursors. Also used in the preparation of atorvastatin (A791750) precursors. Impurity in the synthesis of Rosuvastatin (R700500), a selective, competitive HMG-CoA reductase inhibitor. Antilipemic.
Synthesis
67843-74-7
143-33-9
127913-44-4
1. 75 L of water was added to the reactor followed by (S)-epichlorohydrin (99.3% ee). Under stirring conditions, 4.76 kg of 25% aqueous sodium cyanide and 3.30 kg of 50% aqueous citric acid were slowly added dropwise for 1 h. 2. The pH was maintained between 7.9 and 8 during the reaction, and the temperature was controlled at 22-25°C for 50 min. 3. After completion of the reaction, stirring was continued for 10 h. Then 0.7 kg of sodium chloride was added and stirred until it was The reaction mixture was extracted with 20 L of ethyl acetate and the organic layer was separated. 5. 0.2 kg of anhydrous sodium sulfate was added to the ethyl acetate layer, stirred for 30 min and filtered. 6. The ethyl acetate was removed by evaporation under reduced pressure, and the residue was distilled through a membrane distiller at 110°C/1 mbar to give 1.77 kg of (S)-4-chloro-3-hydroxybutanenitrile (Yield 91.3%, chemical purity 99.1%). 7. and 99.1% chemical purity).7. The optical purity of the product was determined to be 99.3% ee by GC analysis.8. The experiments were repeated under different reaction conditions according to the same method and the results are summarized in Table 1.
References
[1] Synthesis, 2004, # 16, p. 2629 - 2632
[2] Patent: WO2005/87715, 2005, A1. Location in patent: Page/Page column 9-10
[3] Patent: WO2005/87715, 2005, A1. Location in patent: Page/Page column 10
[4] Patent: WO2005/87715, 2005, A1. Location in patent: Page/Page column 10
(S)-4-Chloro-3-hydroxybutyronitrile Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from (S)-4-Chloro-3-hydroxybutyronitrile manufacturers
- Product
- (S)-4-Chloro-3-hydroxybutyronitrile 127913-44-4
- Price
- US $2.00-5.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 100kg
- Release date
- 2025-06-17
- Product
- (S)-4-Chloro-3-hydroxybutyronitrile 127913-44-4
- Price
- US $0.00/KG
- Min. Order
- 1KG
- Purity
- 98%min
- Supply Ability
- 30tons/month
- Release date
- 2023-01-13
- Product
- (S)-4-Chloro-3-hydroxybutyronitrile 127913-44-4
- Price
- US $10.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 10 mt
- Release date
- 2024-11-26