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(R)-A-HYDROXY-1-CYCLOHEXENE-1-ACETONITRILE, also known as (R)-4-Hydroxycyclohex-2-en-1-one, is a chiral chemical compound with the molecular formula C7H9NO. It features a cyclohexene ring structure and a nitrile functional group, making it a versatile intermediate in the synthesis of pharmaceuticals, agrochemicals, and other organic compounds. Its unique stereochemical properties as the (R) enantiomer are particularly valuable in the production of chiral pharmaceuticals and fine chemicals.

148705-96-8

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148705-96-8 Usage

Uses

Used in Pharmaceutical Industry:
(R)-A-HYDROXY-1-CYCLOHEXENE-1-ACETONITRILE is used as a key intermediate in the synthesis of various pharmaceuticals for its ability to contribute to the development of chiral molecules with specific biological activities.
Used in Agrochemical Industry:
(R)-A-HYDROXY-1-CYCLOHEXENE-1-ACETONITRILE serves as an intermediate in the production of agrochemicals, where its chiral properties can be leveraged to create more effective and targeted pesticides or other agricultural products.
Used in Organic Synthesis:
(R)-A-HYDROXY-1-CYCLOHEXENE-1-ACETONITRILE is utilized as a building block in organic chemical reactions, providing a foundation for the creation of complex organic molecules with diverse applications.
Used in Chiral Resolution:
As a chiral resolving agent, (R)-A-HYDROXY-1-CYCLOHEXENE-1-ACETONITRILE is employed in chromatographic separations to separate enantiomers, which is crucial for obtaining pure compounds with specific stereochemistry required in various industries, including pharmaceuticals and fragrances.

Check Digit Verification of cas no

The CAS Registry Mumber 148705-96-8 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,4,8,7,0 and 5 respectively; the second part has 2 digits, 9 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 148705-96:
(8*1)+(7*4)+(6*8)+(5*7)+(4*0)+(3*5)+(2*9)+(1*6)=158
158 % 10 = 8
So 148705-96-8 is a valid CAS Registry Number.

148705-96-8SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 16, 2017

Revision Date: Aug 16, 2017

1.Identification

1.1 GHS Product identifier

Product name (2R)-1-Cyclohexen-1-yl(hydroxy)acetonitrile

1.2 Other means of identification

Product number -
Other names -

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

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More Details:148705-96-8 SDS

148705-96-8Relevant academic research and scientific papers

PmHNL catalyzed synthesis of (R)-cyanohydrins derived from aliphatic aldehydes

Nanda, Samik,Kato, Yasuo,Asano, Yasuhisa

, p. 735 - 741 (2007/10/03)

Hydroxynitrile lyase from the Japanese apricot (Prunus mume) catalyzes the formation of several aliphatic cyanohydrins in an asymmetric fashion. By employing a biphasic reaction system, aliphatic aldehydes with various structural features can be converted to the corresponding (R)-cyanohydrins with good overall yield and enantiomeric excess.

Synthesis of (R)- and (S)-2-hydroxy-3-enoic acid esters

Warmerdam,Van Den Nieuwendijk,Kruse,Brussee,Van Der Gen

, p. 20 - 24 (2007/10/03)

The synthesis of (R)- and (S)-2-hydroxy-3-enoic acid esters [(R)-1a-d and (S)-1a-c] is described. The (R) enantiomers were prepared by a Pinner synthesis from the corresponding (R)-cyanohydrins [(R)-2a-d], which in turn were obtained by R-oxynitrilase- (E.C. 4.1.2.10)-catalyzed addition of HCN to the α,β-unsaturated aldehydes 3a-d. For the preparation of the (5) enantiomers an inversion of the configuration had to be implemented. A critical evaluation of the two possible sequences: inversion of the configuration of the cyanohydrins followed by solvolysis of the nitrile function, and solvolysis of the cyanohydrins followed by inversion of the configuration of the resulting α-hydroxy esters, came out in favor of the latter pathway.

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