ChemicalBook > CAS DataBase List > (S)-4-Chloro-3-hydroxybutyronitrile

(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
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(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)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36
HS Code 
29269090
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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.

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N-Bromosuccinimide Price

TCI Chemical
Product number
C3331
Product name
(S)-(-)-4-Chloro-3-hydroxybutyronitrile
Purity
>98.0%(GC)
Packaging
1g
Price
$26
Updated
2025/07/31
TCI Chemical
Product number
C3331
Product name
(S)-(-)-4-Chloro-3-hydroxybutyronitrile
Purity
>98.0%(GC)
Packaging
5g
Price
$35
Updated
2025/07/31
TRC
Product number
C366605
Product name
(3S)-4-Chloro-3-hydroxybutyronitrile
Packaging
1g
Price
$110
Updated
2021/12/16
Apolloscientific
Product number
OR912506
Product name
(S)-4-Chloro-3-hydroxybutyronitrile
Purity
98%
Packaging
25g
Price
$131
Updated
2021/12/16
Frontier Specialty Chemicals
Product number
JK167721
Product name
(S)-4-Chloro-3-hydroxybutyronitrile
Purity
98%
Packaging
1g
Price
$138
Updated
2021/12/16
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(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

ZHENGZHOU JIUYI TIME NEW MATERIALS CO,.LTD
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
WUHAN FORTUNA CHEMICAL CO., LTD
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
Hebei Chuanghai Biotechnology Co., Ltd
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

127913-44-4, (S)-4-Chloro-3-hydroxybutyronitrileRelated Search:


  • 4-CHLORO-3-HYDROXY-BUTYRONITRILE
  • (S)-(-)-4-CHLORO-3-HYDROXYBUTYRONITRILE
  • (S)-4-CHLORO-3-HYDROXYBUTYRONITRILE
  • (S)-(-)-4-CHLORO-3-HYDROXYBUTYRONITRILE, 97% (97% EE/GLC)
  • (S)-4-CHLORO-3-HYDROXYBUTYRONITRILE 98+%
  • (S)-4-chloro-3-hydroxybutanenitrile
  • (3S)-4-chloro-3-hydorxybutyronitrile
  • (3S)-4-Chloro-3-hydroxybutyronitrile
  • Butanenitrile,4-chloro-3-hydroxy-, (3S)-
  • (S)-(-)-4-Chloro-3-hydroxybutyronitrile, 97%, ee 98%
  • (S)-4-Chloro-3-hydro
  • S-(-)-4-chloro-3-hydorxy butyronitrile
  • (S)-4-Chloro-3-hydroxyb
  • oro-3-hydroxybutyronitriL
  • (S)-4-Chloro-3-hydroxybutyronitrile ISO 9001:2015 REACH
  • (S)-4-Chloro-3-HCl
  • Ats 3: S-(-)-4-Chloro-3-hydroxybutyronitrile
  • (S)-(-)-4-chloro-3-hydroxybutyroni-ril
  • (Z)-4-(chloromethylene)oxetan-2-one
  • 127913-44-4
  • 1279013-44-4
  • 127913-44-5
  • C4H6ClNO
  • chiral
  • 127913-44-4