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Diethyl cis-cyclopropane-1,2-dicarboxylate is an organic compound that features a cyclopropane ring with two carboxylate groups attached in a cis configuration. It is a valuable intermediate in organic synthesis due to its unique structural properties and reactivity.

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  • 710-43-0 Structure
  • Basic information

    1. Product Name: Diethyl cis-cyclopropane-1,2-dicarboxylate
    2. Synonyms: Diethyl cis-cyclopropane-1,2-dicarboxylate;cis-Diethyl cyclopropane-1,2-dicarboxylate;cis-cyclopropane-1,2-dicarboxylic acid diethyl ester;cis-1,2-Cyclopropanedicarboxylic acid diethyl ester
    3. CAS NO:710-43-0
    4. Molecular Formula: C9H14O4
    5. Molecular Weight: 186.206
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 710-43-0.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: 280.69°C (rough estimate)
    3. Flash Point: N/A
    4. Appearance: /
    5. Density: 1.0620
    6. Refractive Index: 1.4450 (estimate)
    7. Storage Temp.: Sealed in dry,Room Temperature
    8. Solubility: N/A
    9. CAS DataBase Reference: Diethyl cis-cyclopropane-1,2-dicarboxylate(CAS DataBase Reference)
    10. NIST Chemistry Reference: Diethyl cis-cyclopropane-1,2-dicarboxylate(710-43-0)
    11. EPA Substance Registry System: Diethyl cis-cyclopropane-1,2-dicarboxylate(710-43-0)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: IRRITANT
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 710-43-0(Hazardous Substances Data)

710-43-0 Usage

Uses

Used in Synthetic Chemistry:
Diethyl cis-cyclopropane-1,2-dicarboxylate is used as a synthetic intermediate for the preparation of various organic compounds through intermolecular metal-catalyzed carbenoid cyclopropanations. Its unique cyclopropane ring and carboxylate groups make it a versatile building block for creating complex molecular structures.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, Diethyl cis-cyclopropane-1,2-dicarboxylate is used as a key component in the synthesis of certain pharmaceutical compounds. Its ability to participate in cyclopropanation reactions allows for the creation of novel drug candidates with potential therapeutic applications.
Used in Material Science:
Diethyl cis-cyclopropane-1,2-dicarboxylate is also utilized in the development of new materials with specific properties. Its incorporation into polymers and other materials can lead to enhanced mechanical, thermal, or chemical characteristics, depending on the desired application.

Check Digit Verification of cas no

The CAS Registry Mumber 710-43-0 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 7,1 and 0 respectively; the second part has 2 digits, 4 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 710-43:
(5*7)+(4*1)+(3*0)+(2*4)+(1*3)=50
50 % 10 = 0
So 710-43-0 is a valid CAS Registry Number.

710-43-0SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name diethyl (1R,2S)-cyclopropane-1,2-dicarboxylate

1.2 Other means of identification

Product number -
Other names 1,2-Cyclopropanedicarboxylic acid, diethyl ester, cis-

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:710-43-0 SDS

710-43-0Relevant 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

Design, synthesis and activity of novel derivatives of Oxybutynin and Tolterodine

Kaur, Kirandeep,Aeron, Shelly,Bruhaspathy, Miriyala,Shetty, Shankar J.,Gupta, Suman,Hegde, Laxminarayan H.,Silamkoti, Arun D. V.,Mehta, Anita,Chugh, Anita,Gupta, Jang B.,Sarma,Kumar, Naresh

, p. 2093 - 2096 (2007/10/03)

Novel derivatives of Tolterodine (1) and Oxybutynin (2) have been designed using conformationally restricted azabicyclics as replacement for open-chain amines. The synthesis and structure-activity relationships are presented.

Synthesis of Cyclopropyl Carbocyclic Nucleosides

Csuk, Rene,Scholz, Yvonne von

, p. 10431 - 10442 (2007/10/02)

As representatives of a novel class of carboxylic nucleoside analogues (+/-)-cis-, (-)-cis and (+/-)-trans 9-(2-hydroxymethylcyclopropyl)-adenine (= -methanol) were synthesized from the corresponding dialkyl 1,2-cyclopropane dicarboxylates.

Synthesis and antiherpetic activity of (±)-9-[[(Z)-2-(hydroxymethyl)cyclopropyl]methyl]guanine and related compounds

Ashton,Canning Meurer,Cantone,Field,Hannah,Karkas,Liou,Patel,Perry,Wagner,Walton,Tolman

, p. 2304 - 2315 (2007/10/02)

A series of analogues of acyclovir and ganciclovir were prepared in which conformational constrainst were imposed by incorporation of a cyclopropane ring or unsaturation into the side chain. In addition, several related base-modified compounds were synthesized. These acyclonucleosides were evaluated for enzymatic phosphorylation and DNA polymerase inhibition in a staggered assay and for inhibitory activity against herpes simplex virus types 1 and 2 in vitro. Certain of the guanine or 8-azaguanine derivatives were good substrates for the viral thymidine kinase and were further converted to triphosphate, but none was a potent inhibitor of the viral DNA polymerase. Nevertheless, one member of this group, (±)-9-[[(Z)-2-(hydroxymethyl)cyclopropyl]methyl]guanine (3a), displayed significant antiherpetic activity in vitro, superior to that of the corresponding cis olefin 4a. Another group, typified by (±)-9-[[(E)-2-(hydroxymethyl)cyclopropyl]methyl]adenine (17b), possessed modest antiviral activity despite an apparent inability to be enzymatically phosphorylated. The relationship of side-chain conformation and flexibility to biological activity in this series is discussed.

The Synthesis of a Cyclopropane Amino Acid, trans-α-(Carboxycyclopropyl)glycine, found in Ackee Seed

Landor, Stephen R.,Landor, Phyllis, D.,Kalli, Michael

, p. 2921 - 2926 (2007/10/02)

trans-α-(Carboxycyclopropyl)glycine, a constituent of ackee seed (Blighia sapida), has been synthesized via the key intermediate ethyl (E)-4,4-diethoxybut-2-enoate.

Synthesis of &γ-Aminobutyric Acid Analogue of Restricted Conformation. Part 1. The 2-Aminocycloalkylacetic Acids

Kennewell, Peter D.,Matharu, Saroop S.,Taylor, John B.,Westwood, Robert,Sammes, Peter G.

, p. 2553 - 2562 (2007/10/02)

The syntheses of cis- and trans-2-aminocyclopropyl, -cyclobutyl, -cyclopentyl, and cyclohexylacetic acids as γ-aminobutyric acid analogues of restricted conformation are described.Mass spectral evidence fully supports the stereochemical assignements of configurational isomers.

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