Methyl 2-bromo-2-cyclohexylacetate

Base Information

• Chemical Name: Methyl 2-bromo-2-cyclohexylacetate
• CAS No.: 58851-63-1
• Molecular Formula: C₉H₁₅BrO₂
• Molecular Weight: 235.121
• Hs Code.: 2916209090
• European Community (EC) Number: 654-314-3
• NSC Number: 165640
• DSSTox Substance ID: DTXSID90304408
• Mol file: 58851-63-1.mol

Synonyms:methyl 2-bromo-2-cyclohexylacetate;58851-63-1;(2-bromo-cyclohexyl)-acetic acid methyl ester;A-BROMO-CYCLOHEXANEACETIC ACID METHYL ESTER;NSC165640;methyl bromo(cyclohexyl)acetate;SCHEMBL1605366;DTXSID90304408;FVRCRECNPNQSKL-UHFFFAOYSA-N;AKOS024332533;NSC-165640;(2-Bromocyclohexyl)acetic acid methyl ester;CS-0331700;FT-0731743;alpha-Bromo-cyclohexaneacetic acid methyl ester;C78328;A1-44692

Chemical Property of Methyl 2-bromo-2-cyclohexylacetate

Chemical Property:

• Vapor Pressure: 0.0175mmHg at 25°C
• Boiling Point: 254.2°C at 760 mmHg
• Flash Point: 126.9°C
• PSA: 26.30000
• Density: 1.341g/cm³
• LogP: 2.50320
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 234.02554
• Heavy Atom Count: 12
• Complexity: 153

Purity/Quality:

99.90% ^*data from raw suppliers

METHYL ALPHA-BROMO-1-CYCLOHEXANEACETATE Aldrich ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Methyl 2-bromo-2-cyclohexylacetate

There total 4 articles about Methyl 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:

Cyclohexylacetic acid (5292-21-7) → Brom-cyclohexylessigsaeure-methylester (58851-63-1)

Guidance literature:

Multi-step reaction with 3 steps

1: SOCl₂ / CH₂Cl₂

2: NBS; HBr / CH₂Cl₂

With N-Bromosuccinimide; thionyl chloride; hydrogen bromide; In dichloromethane;

DOI:10.1016/j.bmcl.2006.04.002

Reference yield:

cyclohexylacetic acid chloride (23860-35-7) → Brom-cyclohexylessigsaeure-methylester (58851-63-1)

Guidance literature:

Multi-step reaction with 2 steps

1: NBS; HBr / CH₂Cl₂

With N-Bromosuccinimide; hydrogen bromide; In dichloromethane;

DOI:10.1016/j.bmcl.2006.04.002

Reference yield:

methanol (67-56-1) + 2-bromocyclohexylacetylchloride (90085-61-3) → Brom-cyclohexylessigsaeure-methylester (58851-63-1)

Guidance literature:

DOI:10.1016/j.bmcl.2006.04.002

upstream raw materials:

methanol

2-bromocyclohexylacetylchloride

Cyclohexylacetic acid

cyclohexylacetic acid chloride

Downstream raw materials:

1-[(1-(4-chloro-benzyl)-2-{4-[1-cyclohexyl-2-(2,5-dioxo-pyrrolidin-1-yl)-ethyl]-piperazin-1-yl}-2-oxo-ethylcarbamoyl)-methyl]-1,3-dihydro-isoindole-2-carboxylic acid tert-butyl ester

1-[(1-(4-chloro-benzyl)-2-{4-[1-cyclohexyl-2-(ethyl-methanesulfonyl-amino)-ethyl]-piperazin-1-yl}-2-oxo-ethylcarbamoyl)-methyl]-1,3-dihydro-isoindole-2-carboxylic acid tert-butyl ester

1-{[2-{4-[2-(acetyl-ethyl-amino)-1-cyclohexyl-ethyl]-piperazin-1-yl}-1-(4-chloro-benzyl)-2-oxo-ethylcarbamoyl]-methyl}-1,3-dihydro-isoindole-2-carboxylic acid tert-butyl ester

1-({1-(4-chloro-benzyl)-2-[4-(1-cyclohexyl-2-methanesulfonylamino-ethyl)-piperazin-1-yl]-2-oxo-ethylcarbamoyl}-methyl)-1,3-dihydro-isoindole-2-carboxylic acid tert-butyl ester

Refernces