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(2R,3S)-rel-3-Phenyl-2-oxiranecarboxylic acid is a chiral chemical compound with the molecular formula C9H8O3. It features a three-membered epoxide ring, a phenyl group, and a carboxylic acid functional group. The specific (2R,3S) stereochemistry of this molecule is crucial for its reactivity and biological activity, making it a valuable building block in organic synthesis and drug discovery for the development of pharmaceutical compounds.

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  • 1566-68-3 Structure
  • Basic information

    1. Product Name: (2R,3S)-rel-3-Phenyl-2-oxiranecarboxylic acid
    2. Synonyms: (2R,3S)-rel-3-Phenyl-2-oxiranecarboxylic acid;trans-3-Phenyloxirane-2-carboxylic acid;(2R,3S)-rel-3-Phenyl-oxiranecarboxylic Acid;trans-3-Phenyl-glycidic Acid;(2R,3S)-3-phenyloxiranecarboxylic acid
    3. CAS NO:1566-68-3
    4. Molecular Formula: C9H8O3
    5. Molecular Weight: 164.15802
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 1566-68-3.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: 347℃
    3. Flash Point: 147℃
    4. Appearance: /
    5. Density: 1.359
    6. Vapor Pressure: 2.13E-05mmHg at 25°C
    7. Refractive Index: 1.601
    8. Storage Temp.: N/A
    9. Solubility: N/A
    10. PKA: 3.41±0.40(Predicted)
    11. CAS DataBase Reference: (2R,3S)-rel-3-Phenyl-2-oxiranecarboxylic acid(CAS DataBase Reference)
    12. NIST Chemistry Reference: (2R,3S)-rel-3-Phenyl-2-oxiranecarboxylic acid(1566-68-3)
    13. EPA Substance Registry System: (2R,3S)-rel-3-Phenyl-2-oxiranecarboxylic acid(1566-68-3)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 1566-68-3(Hazardous Substances Data)

1566-68-3 Usage

Uses

Used in Organic Synthesis:
(2R,3S)-rel-3-Phenyl-2-oxiranecarboxylic acid is used as a key intermediate in organic synthesis for the creation of more complex molecules. Its unique structure and functional groups allow for various chemical reactions, facilitating the synthesis of a wide range of organic compounds.
Used in Drug Discovery:
In the pharmaceutical industry, (2R,3S)-rel-3-Phenyl-2-oxiranecarboxylic acid is utilized as a building block for the development of new drugs. Its specific stereochemistry and reactivity make it an attractive candidate for the design and synthesis of bioactive molecules with potential therapeutic applications.
Used in Chiral Chemistry:
The chiral nature of (2R,3S)-rel-3-Phenyl-2-oxiranecarboxylic acid makes it a valuable compound in chiral chemistry. It can be used to study the effects of stereochemistry on the properties and reactivity of molecules, as well as in the development of enantioselective synthetic methods and catalysts.
Used in Research:
(2R,3S)-rel-3-Phenyl-2-oxiranecarboxylic acid is also employed as a research tool in various scientific fields, including chemistry, biology, and materials science. Its unique properties and reactivity enable researchers to explore new reaction mechanisms, investigate the role of stereochemistry in molecular recognition, and develop novel materials with specific properties.

Check Digit Verification of cas no

The CAS Registry Mumber 1566-68-3 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,5,6 and 6 respectively; the second part has 2 digits, 6 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 1566-68:
(6*1)+(5*5)+(4*6)+(3*6)+(2*6)+(1*8)=93
93 % 10 = 3
So 1566-68-3 is a valid CAS Registry Number.
InChI:InChI=1/C9H8O3/c10-9(11)8-7(12-8)6-4-2-1-3-5-6/h1-5,7-8H,(H,10,11)/t7-,8+/m0/s1

1566-68-3SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 14, 2017

Revision Date: Aug 14, 2017

1.Identification

1.1 GHS Product identifier

Product name 2,3-Epoxy-3-phenylpropionic acid

1.2 Other means of identification

Product number -
Other names TRANS-3-PHENYL-GLYCIDIC ACID

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:1566-68-3 SDS

1566-68-3Relevant articles and documents

Concise biomimetic total syntheses of both antipodes of balasubramide

Johansen, Michael B.,Leduc, Andrew B.,Kerr, Michael A.

, p. 2593 - 2595 (2007)

A two-step, protecting-group-free synthesis of the natural product balasubramide, using an Yb(OTf)3-catalyzed intramolecular epoxide opening, is reported. Both enantiomers of the natural product are available from the antipodal forms of the sta

Efficient synthesis of (-)-clausenamide

He, Guantao,Lin, Hansen,Rao, Yu,Su, Jinlong,Yan, Yixiao,Zhu, Senmei

, (2021/06/17)

A new method for the synthesis of (-)-clausenamide was reported. (-)-clausenamide was obtained from the inexpensive material of trans-cinnamic acid within five steps with overall yields of 8.9% and ee 99.5%. Compared with the multi-step asymmetric synthes

The preparation of optically active epineoclausenamide and enantiomeric separation of its racemate

Yan, Yixiao,Zhu, Senmei,Luo, Xuna,Rao, Yu,Su, Jinlong,He, Guantao,Lin, Hansen

, p. 643 - 651 (2021/08/24)

We synthesized the optically active epineoclausenamide by utilizing chiral reagents, such as R-α-methylbenzylamine and S-α-methylbenzylamine, for the resolution of the intermediate (trans-3-phenyl-oxiranecarboxylic acid 12), followed by amide exchange, cy

Optical-activity neoclausenamidone derivative and application thereof

-

Paragraph 0077-0082, (2019/05/04)

The invention discloses an optical-activity neoclausenamidone derivative and application thereof. The structural formula of a compound is shown in the description (I), wherein R is C1-C4 paraffin, C2-C4 alkylene and C2-C4 alkyne or -COR1; R1 is selected f

STEREOSELECTIVE SYNTHESIS OF CIS-α,β-EPOXYESTERS AND ALDEHYDES VIA DIVALENT TIN ENOLATE. A SYNTHESIS OF 2-AMINO-2-DEOXY-D-ARABINITOL

Mukaiyama, Teruaki,Yura, Takeshi,Iwasawa, Nobuharu

, p. 809 - 812 (2007/10/02)

A convenient method for the stereoselective synthesis of cis-α,β-epoxyesters and aldehydes is established according to the Sn(OTf)2 mediated cross aldol reaction between α-bromo-α'-silyloxyketone and aldehyde.The reaction is applied to the stereoselective synthesis of 2-amino-2-deoxy-D-arabinitol.

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