Benzoic acid, 3-chloro-, 1,1-dimethylethyl ester

Base Information

• Chemical Name: Benzoic acid, 3-chloro-, 1,1-dimethylethyl ester
• CAS No.: 16537-17-0
• Molecular Formula: C11H13ClO2
• Molecular Weight: 212.676
• DSSTox Substance ID: DTXSID90474413
• Nikkaji Number: J2.566.946K
• Wikidata: Q82304419
• Mol file: 16537-17-0.mol

Synonyms:Tert-butyl 3-chlorobenzoate;16537-17-0;Benzoic acid, 3-chloro-, 1,1-dimethylethyl ester;Tert-butyl3-chlorobenzoate;DTXSID90474413;AKOS013210647

Chemical Property of Benzoic acid, 3-chloro-, 1,1-dimethylethyl ester

Chemical Property:

• Melting Point: 46 °C
• Boiling Point: 271.4±13.0 °C(Predicted)
• PSA: 26.30000
• Density: 1.126±0.06 g/cm3(Predicted)
• LogP: 3.29530
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 212.0604073
• Heavy Atom Count: 14
• Complexity: 208

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)C1=CC(=CC=C1)Cl

Technology Process of Benzoic acid, 3-chloro-, 1,1-dimethylethyl ester

There total 10 articles about Benzoic acid, 3-chloro-, 1,1-dimethylethyl ester 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: 99.0%

1-bromo-3-chlorobenzene (108-37-2) + di-tert-butyl dicarbonate (24424-99-5) → 3-chlorobenzoic acid tert-butyl ester (16537-17-0)

Guidance literature:

1-bromo-3-chlorobenzene; With n-butyllithium; butyl magnesium bromide; In tetrahydrofuran; hexane; toluene; at -10 ℃;

di-tert-butyl dicarbonate; In tetrahydrofuran; hexane; toluene; at -10 ℃;

With citric acid; In tetrahydrofuran; hexane; toluene; Further stages.;

DOI:10.1016/j.tetlet.2007.12.134

Reference yield: 85.0%

tert-butyl alcohol (75-65-0) + 3-chlorobenzoate (535-80-8) → 3-chlorobenzoic acid tert-butyl ester (16537-17-0)

Guidance literature:

With tetrachlorosilane; for 8h; Heating;

DOI:10.1055/s-2003-42406

Reference yield: 84.0%

3-chloro-benzoic acid ethyl ester (1128-76-3) + tert-butyl alcohol (75-65-0) → 3-chlorobenzoic acid tert-butyl ester (16537-17-0)

Guidance literature:

With K5; In toluene; at 85 ℃; for 12h;

DOI:10.1055/s-2006-942456

upstream raw materials:

tert-butyl tert-butanethiosulfinate

tert-Butyl iodide

di-tert-butyl disulfide

tert-butyl alcohol

Downstream raw materials:

tert-butyl 3-(morpholin-4-ylcarbonyl)benzoate

tert-butyl 3-aminobenzoate