2-Trimethylsilylethyl bromoacetate

Base Information

• Chemical Name: 2-Trimethylsilylethyl bromoacetate
• CAS No.: 79414-13-4
• Molecular Formula: C7H15BrO2Si
• Molecular Weight: 239.184
• DSSTox Substance ID: DTXSID60508113
• Wikidata: Q82364823
• Mol file: 79414-13-4.mol

Synonyms:2-trimethylsilylethyl bromoacetate;79414-13-4;2-trimethylsilylethyl 2-bromoacetate;Acetic acid, bromo-, 2-(trimethylsilyl)ethyl ester;2-(TRIMETHYLSILYL)ETHYL 2-BROMOACETATE;SCHEMBL1555575;DTXSID60508113;RIJBFNIUGLGGEX-UHFFFAOYSA-N;2-(Trimethylsilyl)ethyl bromoacetate

Chemical Property of 2-Trimethylsilylethyl bromoacetate

Chemical Property:

• PSA: 26.30000
• LogP: 2.26270
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 238.00247
• Heavy Atom Count: 11
• Complexity: 131

Purity/Quality:

95.00% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C[Si](C)(C)CCOC(=O)CBr

Technology Process of 2-Trimethylsilylethyl bromoacetate

There total 5 articles about 2-Trimethylsilylethyl bromoacetate 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: 100.0%

2-(Trimethylsilyl)ethanol (2916-68-9) + 2-Bromoacetyl bromide (598-21-0) → trimethylsilylethyl bromoacetate (79414-13-4)

Guidance literature:

With pyridine; dmap; In dichloromethane; at 20 ℃; for 2h;

Reference yield: 89.0%

2-(Trimethylsilyl)ethanol (2916-68-9) + bromoacetic acid (79-08-3) → trimethylsilylethyl bromoacetate (79414-13-4)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 0 ℃; for 1h;

DOI:10.1002/hlca.19810640523

Reference yield: 89.0%

2-bromoacetyl chloride (22118-09-8) + 2-(Trimethylsilyl)ethanol (2916-68-9) → trimethylsilylethyl bromoacetate (79414-13-4)

Guidance literature:

In dichloromethane; at 0 ℃; for 0.333333h;

DOI:10.1016/S0040-4020(01)81980-3

upstream raw materials:

2-bromoacetyl chloride

2-(Trimethylsilyl)ethanol

bromoacetic acid

ethyl bromoacetate

Downstream raw materials:

2-(trimethylsilyl)ethyl <<4(S)-methyl-3(S)-<<2-<(triphenylmethyl)amino>-4-thiazolyl>acetamido>-2-oxo-1-azetidinyl>oxy>acetate

β-trimethylsilylethyl 3-benzylthio-7-(R)-t-butyldimethylsiloxyethyl-1-dethia-2-thia-3-cephemcarboxylate

{2-Benzenesulfonyloxymethyl-3-[(S)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-3-methoxy-4-oxo-azetidin-1-yl}-acetic acid 2-trimethylsilanyl-ethyl ester

β-trimethylsilylethyl 3-benzylthio-7-methoxy-7-t-butyldimethylsilyloxyethyl-1-dethia-2-thia-3-cephemcarboxylate

Refernces

• 1、 Norris, Jeremy L.,Porter, Ned A.,Caprioli, Richard M.. "Combination detergent/MALDI matrix: Functional cleavable detergents for mass spectrometry". . p. 5036 - 5040. Retrieved 2005.
• 2、 -. "Oxazolidinone compound as well as preparation method, application and pharmaceutical composition thereof". Paragraph 0097-0099. . Retrieved 2020/11/05.
• 3、 Chen, Rongxiang,Zhao, Yanwei,Sun, Hongmei,Shao, Ying,Xu, Yudong,Ma, Meihua,Ma, Liang,Wan, Xiaobing. "In Situ Generation of Quinolinium Ylides from Diazo Compounds: Copper-Catalyzed Synthesis of Indolizine". . p. 9291 - 9304. Retrieved 2017/09/22.