Ethyl 2-bromo-2-cyclohexylacetate

Base Information

• Chemical Name: Ethyl 2-bromo-2-cyclohexylacetate
• CAS No.: 42716-73-4
• Molecular Formula: C10H17BrO2
• Molecular Weight: 249.148
• Hs Code.: 2916209090
• DSSTox Substance ID: DTXSID50376424
• Nikkaji Number: J840.662F
• Mol file: 42716-73-4.mol

Synonyms:ethyl 2-bromo-2-cyclohexylacetate;42716-73-4;bromo-cyclohexyl-acetic acid ethyl ester;ETHYL ALPHA-BROMOCYCLOHEXANEACETATE;SCHEMBL197612;ethyl alpha-bromocyclohexylacetate;ethyl2-bromo-2-cyclohexylacetate;DTXSID50376424;FTYNNRHJKRDCEJ-UHFFFAOYSA-N;AMY31941;Cyclohexylbromoacetic acid ethyl ester;AKOS016011805;ethyl alpha-bromo-alpha-cyclohexylacetate;BROMO-CYCLOHEXYL-ACETICACIDETHYLESTER;FT-0626161;Y11378

Chemical Property of Ethyl 2-bromo-2-cyclohexylacetate

Chemical Property:

• Vapor Pressure: 0.00615mmHg at 25°C
• Refractive Index: 1.492
• Boiling Point: 272.3 °C at 760 mmHg
• Flash Point: 137.3 °C
• PSA: 26.30000
• Density: 1.299 g/cm³
• LogP: 2.89330
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 248.04119
• Heavy Atom Count: 13
• Complexity: 164

Purity/Quality:

99% ^*data from raw suppliers

MC002502:Bromo-cyclohexyl-aceticacidethylester 96 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(C1CCCCC1)Br

Technology Process of Ethyl 2-bromo-2-cyclohexylacetate

There total 7 articles about Ethyl 2-bromo-2-cyclohexylacetate 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: 12.0%

diazoacetic acid ethyl ester (623-73-4) + cyclohexane (110-82-7,25012-93-5) → ethyl 2-bromo-2-cyclohexylacetate (42716-73-4)

Guidance literature:

diazoacetic acid ethyl ester; With N-Bromosuccinimide; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; at 0 ℃; for 0.0833333h;

cyclohexane; With dirhodium(II) tetrakis(triphenylacetate); at 0 - 20 ℃; regioselective reaction;

DOI:10.1055/s-0028-1083272

Reference yield:

Cyclohexylacetic acid (5292-21-7) → ethyl 2-bromo-2-cyclohexylacetate (42716-73-4)

Guidance literature:

With thionyl chloride; bromine; anschliessend Behandeln mit Aethanol;

DOI:10.1021/ja01191a026

Reference yield:

ethyl dibromoacetate (617-33-4) + tricyclohexylborane (1088-01-3) → ethyl 2-bromo-2-cyclohexylacetate (42716-73-4)

Guidance literature:

With potassium tert-butylate; In tetrahydrofuran; tert-butyl alcohol;

DOI:10.1021/ja01009a048

upstream raw materials:

Cyclohexylacetic acid

ethyl dibromoacetate

tricyclohexylborane

cyclohexane

Downstream raw materials:

cyclohexyl-(4-hydroxycarbamimidoyl-phenoxy)-acetic acid ethyl ester

[2-(4-chloro-phenyl)-benzoimidazol-1-yl]-cyclohexyl-acetic acid

[2-(4-chloro-phenyl)-5,6-difluoro-benzoimidazol-1-yl]-cyclohexyl-acetic acid

2-[2-(4-chloro-phenyl)-5,6-difluoro-benzoimidazol-1-yl]-2-cyclohexyl-N-[2-fluoro-4-(1H-tetrazol-5-yl)-phenyl]-acetamide

Refernces

• 1、 Bonge, Hanne Therese,Hansen, Tore. "Intermolecular C-H and Si-H insertion reactions with halodiazoacetates". experimental part. p. 91 - 96. Retrieved 2009/06/24.