tert-Butyl chloroacetate

Base Information

• Chemical Name: tert-Butyl chloroacetate
• CAS No.: 107-59-5
• Molecular Formula: C6H11ClO2
• Molecular Weight: 150.605
• Hs Code.: 29154000
• European Community (EC) Number: 203-506-1
• NSC Number: 87891
• UNII: 05TMW98298
• DSSTox Substance ID: DTXSID7059351
• Nikkaji Number: J5.060A
• Wikidata: Q27236139
• Mol file: 107-59-5.mol

Synonyms:tert-Butyl chloroacetate;107-59-5;tert-butyl 2-chloroacetate;Chloroacetic acid tert-butyl ester;Acetic acid, chloro-, 1,1-dimethylethyl ester;t-Butyl chloroacetate;Acetic acid, chloro-, tert-butyl ester;EINECS 203-506-1;NSC 87891;AI3-39154;1,1-Dimethylethyl chloroacetate;UNII-05TMW98298;chloro-acetic acid tert-butyl ester;NSC-87891;05TMW98298;2-Chloroacetic acid 1,1-dimethylethyl ester;MFCD00000930;tert-BUTYLCHLOROACETATE;t-butylchloroacetate;tert-butylchloracetat;t-butyl-chloroacetate;CHLOROACETIC ACID T-BUTYL ESTER;tert.butyl chloroacetate;tert.-butyl chloroacetate;tert-butyl monochloroacetate;Chloroacetic acid tert-butyl;ClCH2C(O)OC(CH3)3;tert-butyl alpha-chloroacetate;SCHEMBL140252;tert-Butyl chloroacetate, 97%;DTXSID7059351;KUYMVWXKHQSIAS-UHFFFAOYSA-;chloroacetic acid-tert-butyl ester;BCP26835;NSC87891;CCG-40517;STL185662;TERT-BUTYL CHLOROACETATE [MI];AKOS001358596;Chloroacetic acid 1,1-dimethylethyl ester;chloroacetic acid, 1,1-dimethylethyl ester;FT-0623629;EN300-05988;Acetic acid, 2-chloro-, 1,1-dimethylethyl ester;W-108742;Q27236139;Z56915921;F0001-0144

Chemical Property of tert-Butyl chloroacetate

Chemical Property:

• Appearance/Colour: clear colorless to yellow liquid
• Vapor Pressure: 2.75mmHg at 25°C
• Refractive Index: n20/D 1.423(lit.)
• Boiling Point: 157.5 °C at 760 mmHg
• Flash Point: 41.4 °C
• PSA: 26.30000
• Density: 1.053 g/cm³
• LogP: 1.56690
• Storage Temp.: Flammables area
• Water Solubility.: <0.1 g/L (20℃)
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 150.0447573
• Heavy Atom Count: 9
• Complexity: 104

Purity/Quality:

99% ^*data from raw suppliers

tert-Butyl Chloroacetate >97.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,N
• Hazard Codes: C,N,Xn,Xi,F
• Statements: 20/21/22-34-50/53-36/37/38-10
• Safety Statements: 26-36/37/39-45-61-60-16-7/9

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)CCl
• Uses: In the glycidic ester condensation. tert-Butyl chloroacetate is used in the synthesis of imidazol-1-yl-acetic acid hydrochloride, cis-disubstituted aziridine ester via aza-Darzens reaction and 1,10-diaza-18-crown-6 based sensors bearing a coumarin fluorophore.

Technology Process of tert-Butyl chloroacetate

There total 5 articles about tert-Butyl chloroacetate 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: 95.0%

chloroacetic acid (79-11-8) + tert-butyl alcohol (75-65-0) → tert-Butyl chloroacetate (107-59-5)

Guidance literature:

With dmap; bis-2-propyl carbonate; scandium tris(trifluoromethanesulfonate); In dichloromethane; at -8 - 20 ℃; for 2h;

DOI:10.1021/jo981161c

Reference yield: 92.4%

chloroacetyl chloride (79-04-9) + tert-butyl alcohol (75-65-0) → tert-Butyl chloroacetate (107-59-5)

Guidance literature:

With triethylamine; In dichloromethane; at 5 - 10 ℃; for 2h;

Reference yield:

chloroacetic acid (79-11-8) + isobutene (115-11-7,15220-85-6) → tert-Butyl chloroacetate (107-59-5)

Guidance literature:

With sulfuric acid;

upstream raw materials:

chloroacetic acid

isobutene

chloroacetyl chloride

tert-butyl alcohol

Downstream raw materials:

t-butyl trimethylsilyl-α-chloroacetate

3-Phenyl-3-cyan-valeriansaeure-t-butylester

3-Phenyl-3-cyan-capronsaeure-t-butylester

3,4-Diphenyl-3-cyan-buttersaeure-tert.-butylester

Refernces

• 1、 -. "(meth)acrylate compound". Paragraph 0036-0038. . Retrieved 2021/03/11.
• 2、 -. "Double-modified mesoporous molecular sieve catalytic SBA method for preparing carboxylic acid T-butyl ester". Paragraph 0044; 0045. . Retrieved 2016/11/21.