Ethyl cyclohex-3-ene-1-carboxylate

Base Information

• Chemical Name: Ethyl cyclohex-3-ene-1-carboxylate
• CAS No.: 15111-56-5
• Molecular Formula: C9H14 O2
• Molecular Weight: 154.209
• Hs Code.: 2916209090
• European Community (EC) Number: 239-161-9
• UNII: G0CLB7H7AT
• DSSTox Substance ID: DTXSID90864557
• Nikkaji Number: J208.232B
• Wikidata: Q27278453
• Mol file: 15111-56-5.mol

Synonyms:15111-56-5;Ethyl cyclohex-3-ene-1-carboxylate;3-Cyclohexene-1-carboxylic Acid Ethyl Ester;Ethyl 3-cyclohexene-1-carboxylate;3-Cyclohexene-1-carboxylic acid, ethyl ester;Ethyl 3-cyclohexenecarboxylate;UNII-G0CLB7H7AT;G0CLB7H7AT;EINECS 239-161-9;AI3-33091;3-Cyclhexene-1-carboxylic acid, ethyl ester;3-CYCLOHEXENE-1-CARBOXYLICACIDETHYLESTER;Ethyl 3-cyclohexencarboxylate;SCHEMBL472121;ethyl 3-cyclohexenylcarboxylate;DTXSID90864557;Ethyl-3-cyclohexene-1-carboxylate;Ethyl 3-cyclohexene-1-carboxylate #;MFCD00037158;BS-21533;ethyl ester3-cyclohexene-1-carboxylic acid;CS-0446969;FT-0626024;D89336;ethyl cyclohex - 3 - ene - 1 - carboxylate;Q27278453

Chemical Property of Ethyl cyclohex-3-ene-1-carboxylate

Chemical Property:

• Vapor Pressure: 0.396mmHg at 25°C
• Refractive Index: 1.4550-1.4580
• Boiling Point: 195 °C
• Flash Point: 63°C
• PSA: 26.30000
• Density: 0,99 g/cm3
• LogP: 1.90580
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 154.099379685
• Heavy Atom Count: 11
• Complexity: 161

Purity/Quality:

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

Ethyl 3-Cyclohexene-1-carboxylate >95.0%(GC) ^*data from reagent suppliers

Safty Information:

• Statements: 10
• Safety Statements: 16

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1CCC=CC1

Technology Process of Ethyl cyclohex-3-ene-1-carboxylate

There total 13 articles about Ethyl cyclohex-3-ene-1-carboxylate 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: 97.0%

buta-1,3-diene (106-99-0,130983-70-9,29406-96-0,9003-17-2) + ethyl acrylate (140-88-5,9003-32-1) → ethyl-3-cyclohexene-1-carboxylate (15111-56-5)

Guidance literature:

With erbium(III) triflate; at 20 ℃; for 3h; regioselective reaction; Ionic liquid;

DOI:10.1016/j.apcata.2009.10.020

Reference yield: 84.0%

4-bromo-buta-1,2-diene (18668-68-3) + ethyl acrylate (140-88-5,9003-32-1) → ethyl-3-cyclohexene-1-carboxylate (15111-56-5)

Guidance literature:

4-bromo-buta-1,2-diene; With indium; In N,N-dimethyl-formamide; at 20 ℃; for 0.5h; Inert atmosphere;

ethyl acrylate; In N,N-dimethyl-formamide; at 80 ℃; for 2h; Inert atmosphere;

With water; sodium hydrogencarbonate; In N,N-dimethyl-formamide; Inert atmosphere;

DOI:10.1021/ol902530k

Reference yield:

Ethyl (R)-3-cyclohexene-1-carboxylate (1228540-49-5) → ethyl-3-cyclohexene-1-carboxylate (15111-56-5)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In N,N-dimethyl-formamide; at 20 - 120 ℃; for 18h;

upstream raw materials:

buta-1,3-diene

ethyl acrylate

1,2,5,6-tetrahydrobenzoic acid

ethanol

Downstream raw materials:

4-(α-chloro-isopropyl)-cyclohexene

(1S)-3-cyclohexenecarboxylic acid

(1S)-3-cyclohexene-1-carboxylic acid (R)-(+)-α-methylbenzylamine salt

1,2,5,6-tetrahydrobenzoic acid

Refernces

• 1、 Wilcox,Chibber. "-". . p. 2210. Retrieved 1962.
• 2、 -. "PROCESS FOR PRODUCING OPTICALLY ACTIVE CARBOXYLIC ACID". . . Retrieved 2011/10/12.
• 3、 Mo, Juntae,Kim, Sung Hong,Lee, Phil Ho. "Tandem Diels-Alder/cross-coupling reactions of generated in situ organoindium reagents in a one-pot process". supporting information; experimental part. p. 424 - 427. Retrieved 2010/04/24.