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84367-31-7

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84367-31-7 Usage

Chemical Properties

Colorless to pale yellow liquid

Uses

Different sources of media describe the Uses of 84367-31-7 differently. You can refer to the following data:
1. (-)-Carnitine and (-)-γ-amino-β-hydroxybutyric acid have been prepared using this synthon.
2. (R)-(+)-4-Chloro-3-hydroxybutyronitrile is a chiral reagent used in asymmetric catalysis in organic synthesis.

Check Digit Verification of cas no

The CAS Registry Mumber 84367-31-7 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 8,4,3,6 and 7 respectively; the second part has 2 digits, 3 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 84367-31:
(7*8)+(6*4)+(5*3)+(4*6)+(3*7)+(2*3)+(1*1)=147
147 % 10 = 7
So 84367-31-7 is a valid CAS Registry Number.
InChI:InChI=1/C5H7ClO/c1-2-3-5(7)4-6/h1,5,7H,3-4H2/t5-/m1/s1

84367-31-7 Well-known Company Product Price

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  • TCI America

  • (C2763)  (R)-(+)-4-Chloro-3-hydroxybutyronitrile  >96.0%(GC)

  • 84367-31-7

  • 1g

  • 560.00CNY

  • Detail
  • TCI America

  • (C2763)  (R)-(+)-4-Chloro-3-hydroxybutyronitrile  >96.0%(GC)

  • 84367-31-7

  • 5g

  • 1,790.00CNY

  • Detail
  • Aldrich

  • (456152)  (R)-(+)-4-Chloro-3-hydroxybutyronitrile  97%

  • 84367-31-7

  • 456152-1G

  • 569.79CNY

  • Detail

84367-31-7SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name (R)-4-Chloro-3-Hydroxybutyronitrile

1.2 Other means of identification

Product number -
Other names (3R)-4-chloro-3-hydroxybutanenitrile

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:84367-31-7 SDS

84367-31-7Relevant articles and documents

A Cyanide-free Biocatalytic Process for Synthesis of Complementary Enantiomers of 4-Chloro-3-hydroxybutanenitrile From Allyl Chloride

Zheng, Daijun,Asano, Yasuhisa

, p. 4237 - 4242 (2021/08/25)

A biocatalyst used for selective ring scission of (±)-5-(chloromethyl)-4, 5-dihydroisoxazole to synthesize chiral (R)-4-chloro-3-hydroxybutanenitrile (90 % ee, 39 % isolated yield) and (S)-5-(chloromethyl)-4, 5-dihydroisoxazole (99 % ee, 39 % isolated yield) was developed by site-saturated mutagenesis on aldoxime dehydratase derived from Pseudomonas chlororaphis B23 (OxdA). The positive mutant (OxdA-L318I, E=68) improved the enantiomeric ratio E by 6-fold as compared to the wild type enzyme (OxdA-wild, E=11). The racemic precursor of (±)-5-(chloromethyl)-4, 5-dihydroisoxazole, used in the reaction, can be synthesized from readily available allyl chloride without utilizing highly toxic cyanide. The enantiopure (S)-5-(chloromethyl)-4, 5-dihydroisoxazole remaining in the kinetic resolution can be transformed into corresponding chiral (S)-4-chloro-3-hydroxybutanenitrile without loss of enantiomeric excess by treating it with triethylamine in acetonitrile (99 % ee, 72 % isolated yield) or catalysis of OxdA-wild enzyme (99 % ee, 88 % isolated yield).

Synthesis method of L-carnitine intermediate L-(-)-chlorination 3-cyano-2-hydroxypropyltrimethylamine

-

Paragraph 0034; 0035, (2018/09/21)

The invention discloses a synthesis method of L-carnitine intermediate L-(-)-chlorination 3-cyano-2-hydroxypropyltrimethylamine. The synthesis method is characterized in that: (R)-epichlorohydrin serves as a starting material; the (R)-epichlorohydrin is firstly subjected to a ring-opening reaction by gaseous hydrogen cyanide; L-(-)-4-chlorine-3-hydroxybutyronitrile is obtained; then the L-(-)-4-chlorine-3-hydroxybutyronitrile is aminated by trimethylamine; and the L-(-)-chlorination 3-cyano-2-propyltrimethylamine is obtained. After the ring-opening reaction is completed, a small amount of hydrogen cyanide dissolved in a material needs to be replaced with nitrogen, and an end point is that a benzidine-cupric acetate test paper does not change to blue. According to the synthesis method, thegaseous hydrogen cyanide is firstly used to open a ring, and then the trimethylamine is used to perform amination, therefore the L-carnitine intermediate L-(-)-chlorination 3-cyano-2-hydroxypropyltrimethylamine with high yield and high content can be obtained; and by adopting the gaseous hydrogen cyanide to open the ring, only the nitrogen is needed to replace the gaseous hydrogen cyanide after the ring-opening reaction, the subsequent recovery of the trimethylamine is not affected, and the post-treatment process is greatly simplified.

Asymmetric synthesis of l-carnitine from (R)-3-chloro-1,2-propanediol

Li, Xu Qin,Yang, Yun Xu,Wang, Wei Li,Hu, Bin,Xue, Hui Min,Zhang, Tian Yi,Zhang, Xue Tao

body text, p. 765 - 767 (2012/01/03)

A practical chemical synthesis of l-carnitine (1) has been accomplished from (R)-3-chloro-1,2-propanediol ((R)-4), which is a main by-product originated from (R,R)-Salen Co(III) catalyzed hydrolytic kinetic resolution (HKR) of (±)-epichlorohydrin. (R)-4 was utilized as a chiral starting material to prepare the key intermediate cyclic sulfite ((R)-5). The new synthetic approach demonstrated an efficient utilization of organic by-product for the asymmetric synthesis of bioactive compounds.

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