ETHYL TRANS-2-PHENYLCYCLOPROPANECARBOXYLATE

Base Information

• Chemical Name: ETHYL TRANS-2-PHENYLCYCLOPROPANECARBOXYLATE
• CAS No.: 946-39-4
• Molecular Formula: C12H14 O2
• Molecular Weight: 190.242
• Hs Code.: 2916399090
• Mol file: 946-39-4.mol

Synonyms:Cyclopropanecarboxylicacid, 2-phenyl-, ethyl ester, trans- (8CI); (1R,2R)-rel-2-Phenylcyclopropanecarboxylicacid ethyl ester; Ethyl trans-2-phenyl-1-cyclopropanecarboxylate; Ethyltrans-2-phenylcyclopropane-1-carboxylate; Ethyltrans-2-phenylcyclopropanecarboxylate; NSC 74491; anti-Ethyl2-phenylcyclopropanecarboxylate; trans-2-Phenylcyclopropane-1-carboxylic acidethyl ester; trans-2-Phenylcyclopropanecarboxylic acid ethyl ester

Chemical Property of ETHYL TRANS-2-PHENYLCYCLOPROPANECARBOXYLATE

Chemical Property:

• Vapor Pressure: 0.00851mmHg at 25°C
• Melting Point: 38 °C
• Boiling Point: 266.7°Cat760mmHg
• Flash Point: 106.9°C
• PSA: 26.30000
• Density: 1.108g/cm³
• LogP: 2.35320
• Storage Temp.: 2-8°C

Purity/Quality:

98%,99%, ^*data from raw suppliers

trans,rel-Ethyl(1R,2R)-2-Phenylcyclopropane-1-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of ETHYL TRANS-2-PHENYLCYCLOPROPANECARBOXYLATE

There total 239 articles about ETHYL TRANS-2-PHENYLCYCLOPROPANECARBOXYLATE which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 87.0%

styrene (100-42-5,25038-60-2,25247-68-1,28213-80-1,28325-75-9,79637-11-9,9003-53-6) + diazoacetic acid ethyl ester (623-73-4) → ethyl 2-phenylcyclopropylcarboxylate (946-38-3,946-39-4,34702-96-0,34702-97-1,34703-00-9,34716-60-4,63038-62-0,63038-63-1,97-71-2) + diethyl Fumarate (623-91-6) + Diethyl maleate (141-05-9)

Guidance literature:

hexarhodium hexadecacarbonyl; at 25 ℃; for 7h;

DOI:10.1016/S0040-4039(01)90438-1

Reference yield: 72.0%

styrene (100-42-5,25038-60-2,25247-68-1,28213-80-1,28325-75-9,79637-11-9,9003-53-6) + diazoacetic acid ethyl ester (623-73-4) → ethyl rac-(1S,2S)-2-phenylcycloproanecarboxylate (946-39-4) + cis-1-ethoxycarbonyl-2-phenylcyclopropane (946-38-3) + diethyl Fumarate (623-91-6)

Guidance literature:

With dirhodium tetraacetate; In dichloromethane; at 20 ℃; for 1.58333h; Reagent/catalyst;

DOI:10.1002/ejoc.201800953

Reference yield: 42.0%

styrene (100-42-5,25038-60-2,25247-68-1,28213-80-1,28325-75-9,79637-11-9,9003-53-6) + diazoacetic acid ethyl ester (623-73-4) + methanol (67-56-1) → 2-methoxyethyl acetate (110-49-6) + ethyl rac-(1S,2S)-2-phenylcycloproanecarboxylate (946-39-4) + cis-1-ethoxycarbonyl-2-phenylcyclopropane (946-38-3) + diethyl Fumarate (623-91-6) + Diethyl maleate (141-05-9)

Guidance literature:

With (tetra-n-butylammonium)4-[γ-H2SiW10O36Cu(II)2(μ-1,1-N3)2]; at 59.84 ℃; under 760.051 Torr; optical yield given as %de; chemoselective reaction; Inert atmosphere;

DOI:10.1246/cl.2010.702

upstream raw materials:

styrene

diazoacetic acid ethyl ester

(1R,2S)-ethyl 2-phenylcyclopropane-1-carboxylate

ethanol

Downstream raw materials:

(+/-)-mesityl-(trans-2-phenyl-cyclopropyl)-ketone

trans-N-(n-Propyl)-2-phenylcyclopropanecarboxamide

ethyl (S,S)-2-phenylcyclopropane-1-carboxylate

(1R,2S)-2-phenylcyclopropane-1-carboxylic acid

Refernces

• 1、 Denney,Boskin. "-". . p. 6330. Retrieved 1959.
• 2、 Cheng, Shun-Cheung,Cheung, Wai-Man,Chong, Man-Chun,Ko, Chi-Chiu,Leung, Wa-Hung,Sung, Herman H.-Y.,Williams, Ian D.. "Synthesis, structure and reactivity of iridium complexes containing a bis-cyclometalated tridentate C^N^C ligand". . p. 8512 - 8523. Retrieved 2021/06/28.
• 3、 Aldin, Mohammed Zain,Delaude, Lionel,Zaragoza, Guillermo. "Synthesis of ruthenium–dithiocarbamate chelates bearing diphosphine ligands and their use as latent initiators for atom transfer radical additions". supporting information. . Retrieved 2021/08/03.