ChemicalBook--->CAS DataBase List--->127913-44-4

127913-44-4

127913-44-4 Structure

127913-44-4 Structure
IdentificationMore
[Name]

(S)-4-Chloro-3-hydroxybutyronitrile
[CAS]

127913-44-4
[Synonyms]

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+%
[EINECS(EC#)]

1308068-626-2
[Molecular Formula]

C4H6ClNO
[MDL Number]

MFCD00273363
[Molecular Weight]

119.55
[MOL File]

127913-44-4.mol
Chemical PropertiesBack Directory
[Appearance]

Colorless to light yellow liqui
[Boiling point ]

110 °C/1 mmHg(lit.)
[density ]

1.250 g/mL at 20 °C(lit.)
[refractive index ]

n20/D 1.474(lit.)
[Fp ]

110 °C
[storage temp. ]

Sealed in dry,2-8°C
[solubility ]

Chloroform (Sparingly), Methanol (Slightly)
[form ]

Oil
[pka]

12.67±0.20(Predicted)
[color ]

Clear Colourless
[Optical Rotation]

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)
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319-H302+H312+H332
[Precautionary statements ]

P264-P280-P305+P351+P338-P337+P313P-P264-P280-P302+P352-P321-P332+P313-P362
[Hazard Codes ]

Xi
[Risk Statements ]

R36/37/38:Irritating to eyes, respiratory system and skin .
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
[REACH Registrations]

Active
[HS Code ]

29269090
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

(S)-4-Chloro-3-hydroxybutyronitrile(127913-44-4).msds
Hazard InformationBack Directory
[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 preparat ion of atorvastatin (A791750) precursors. Impurity in the synthesis of Rosuvastatin (R700500), a selective, competitive HMG-CoA reductase inhibitor. Antilipemic.
[Synthesis]

(S)-(+)-Epichlorohydrin

67843-74-7

Sodium cyanide

143-33-9

(S)-4-Chloro-3-hydroxybutyronitrile

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
Spectrum DetailBack Directory
[Spectrum Detail]

(S)-4-Chloro-3-hydroxybutyronitrile(127913-44-4)1HNMR
127913-44-4 suppliers list
Company Name: Shanghai YuLue Chemical Co., Ltd.  Gold
Telephone: 021-60345187 13671753212
Website: https://www.chemicalbook.com/ShowSupplierProductsList16365/0_EN.htm
Company Name: Tianjin Nuohan Chemical Co., Ltd.  Gold
Telephone: 16622132757 18722690935
Website: www.chemicalbook.com/showsupplierproductslist403047/0.htm
Company Name: Jiangxi Sunway Chemical Co., Ltd.  Gold
Telephone: 15888611133; 18605760166
Website: https://www.jxswchem.com
Company Name: Taizhou Jiecheng Chemical Co., Ltd.  Gold
Telephone: 0576-88203651 15967007102
Website: http://www.jiechengchem.com/
Company Name: J & K SCIENTIFIC LTD.  
Telephone: 18210857532 18210857532
Website: https://www.jkchemical.com
Company Name: ShangHai DEMO Chemical Co.,Ltd  
Telephone: 400-021-7337 2355568890
Website: www.demochem.com
Company Name: Energy Chemical  
Telephone: 400-0056266
Website: www.energy-chemical.com
Company Name: Capot Chemical Co., Ltd  
Telephone: +86 (0) 571 85 58 67 18
Website: www.capotchem.com
Company Name: JinYan Chemicals(ShangHai) Co.,Ltd.  
Telephone: 13817811078
Website: www.jingyan-chemical.com
Company Name: Jia Xing Isenchem Co.,Ltd  
Telephone: 0573-85285100 18627885956
Website: https://www.chemicalbook.com/ShowSupplierProductsList14265/0_EN.htm
Company Name: Accela ChemBio Co.,Ltd.  
Telephone: 021-50795510 4000665055
Website: http://www.shao-yuan.com/
Company Name: Shanghai Hanhong Scientific Co.,Ltd.  
Telephone: 021-54306202 13764082696
Website: https://www.hanhongsci.com
Company Name: XiaoGan ShenYuan ChemPharm co,ltd  
Telephone: 15527621225; 15527621225
Website: http://www.farchem.com/
Company Name: Beijing Isomersyn Technology CO;LTD  
Telephone: 010-82954736 13391601435
Website: www.chemicalbook.com/supplier/10680452/1.htm
Company Name: Shandong Xiya Chemical Co., Ltd  
Telephone: 13355009207 13355009207
Website: http://www.xiyashiji.com
Company Name: Syntechem Co.,Ltd  
Telephone:
Website: www.syntechem.com
Company Name: Sichuan Kulinan Technology Co., Ltd  
Telephone: 400-1166-196 18981987031
Website: http://www.hx-r.com/
Company Name: Shanghai Sunway Pharmaceutical Technology Co., Ltd  
Telephone: 13761987713
Website: www.sunwaypharm.cn
Tags:127913-44-4 Related Product Information
461-05-2 124-83-4 541-15-1 6490-20-6 2788-28-5 57090-45-6 60827-45-4 610-02-6 84367-31-7 767-00-0 927-89-9 144205-67-4 857162-57-3 78-67-1 931426-07-2 873385-02-5 109-74-0 75-45-6