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Ethyl (1R,2S)-2-cyanocyclopropane-1-carboxylate is a chemical compound with the molecular formula C7H9NO2. It is a cyanocyclopropane carboxylate ester, derived from the reaction between ethyl alcohol and (1R,2S)-2-cyanocyclopropane-1-carboxylic acid. ethyl (1R,2S)-2-cyanocyclopropane-1-carboxylate's stereochemistry, indicated by the (1R,2S) designation, is crucial for its reactivity and the specific reactions it can be used in.

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  • 492468-16-3 Structure
  • Basic information

    1. Product Name: ethyl (1R,2S)-2-cyanocyclopropane-1-carboxylate
    2. Synonyms: ethyl (1R,2S)-2-cyanocyclopropane-1-carboxylate;(1R,2S)-ethyl 2-cyanocyclopropanecarboxylate
    3. CAS NO:492468-16-3
    4. Molecular Formula: C7H9NO2
    5. Molecular Weight: 139.15186
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 492468-16-3.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: N/A
    3. Flash Point: N/A
    4. Appearance: /
    5. Density: N/A
    6. Refractive Index: N/A
    7. Storage Temp.: N/A
    8. Solubility: N/A
    9. CAS DataBase Reference: ethyl (1R,2S)-2-cyanocyclopropane-1-carboxylate(CAS DataBase Reference)
    10. NIST Chemistry Reference: ethyl (1R,2S)-2-cyanocyclopropane-1-carboxylate(492468-16-3)
    11. EPA Substance Registry System: ethyl (1R,2S)-2-cyanocyclopropane-1-carboxylate(492468-16-3)
  • 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: 492468-16-3(Hazardous Substances Data)

492468-16-3 Usage

Uses

Used in Organic Synthesis:
Ethyl (1R,2S)-2-cyanocyclopropane-1-carboxylate is used as a reagent in various organic synthesis reactions for the preparation of cyclopropanes and other functionalized cyclopropane derivatives. Its unique structure and reactivity make it a valuable component in creating complex organic molecules.
Used in Pharmaceutical Synthesis:
In the pharmaceutical industry, ethyl (1R,2S)-2-cyanocyclopropane-1-carboxylate is used as a building block in the synthesis of pharmaceuticals and other biologically active compounds. Its specific stereochemistry allows for the creation of enantiomerically pure compounds, which is essential for the development of effective and safe medications.
Used in Research and Development:
Ethyl (1R,2S)-2-cyanocyclopropane-1-carboxylate is also utilized in research and development settings, where its properties and reactivity are studied to explore new chemical reactions and applications. Its versatility and importance in organic chemistry make it a valuable tool for advancing scientific knowledge and innovation.

Check Digit Verification of cas no

The CAS Registry Mumber 492468-16-3 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 4,9,2,4,6 and 8 respectively; the second part has 2 digits, 1 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 492468-16:
(8*4)+(7*9)+(6*2)+(5*4)+(4*6)+(3*8)+(2*1)+(1*6)=183
183 % 10 = 3
So 492468-16-3 is a valid CAS Registry Number.

492468-16-3SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name ethyl 2-cyano-cyclopropanecarboxylate

1.2 Other means of identification

Product number -
Other names ETHYL 2-CYANOCYCLOPROPANE-1-CARBOXYLATE

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:492468-16-3 SDS

492468-16-3Downstream Products

492468-16-3Relevant articles and documents

Cobalt-catalyzed asymmetric cyclopropanation of electron-deficient olefins

Chen, Ying,Ruppel, Joshua V.,Zhang, X. Peter

, p. 12074 - 12075 (2008/03/27)

The cobalt(II) complex of a D2-symmetric chiral porphyrin [Co(1)] is an effective catalyst for asymmetric cyclopropanation of electron-deficient olefins, including α,β-unsaturated esters, amides, ketones, and nitriles. Due to the absence of dimerization of diazo compounds, the catalytic reactions can be performed in one-pot protocol using olefins as the limiting reagent, forming the desired electrophilic cyclopropane derivatives in high yields and selectivities under mild conditions. In most cases, both excellent diastereo- and enantioselectivity were achieved. Copyright

An efficient and highly enantio- and diastereoselective cyclopropanation of olefins catalyzed by Schiff-base ruthenium(II) complexes

Miller, Jason A.,Jin, Wiechang,Nguyen, Sonbinh T.

, p. 2953 - 2956 (2007/10/03)

Both electron-rich and electron-deficient olefins - such as styrene and methyl methacrylate - undergo efficient (yields > 90%) cyclopropanation with ethyl diazoacetate as the carbene source to give predominantly trans products with exceptionally high enantioselectivity when the (salen)Ru catalyst shown is used (see scheme).

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