(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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(S)-4-Chloro-3-hydroxybutyronitrile Suppliers

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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:

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(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