Trimethylsilyl bromoacetate

Base Information

• Chemical Name: Trimethylsilyl bromoacetate
• CAS No.: 18291-80-0
• Molecular Formula: C5H11BrO2Si
• Molecular Weight: 211.131
• Hs Code.: 29310099
• European Community (EC) Number: 242-165-3
• DSSTox Substance ID: DTXSID90171359
• Nikkaji Number: J266.098I
• Wikidata: Q83041435
• Mol file: 18291-80-0.mol

Synonyms:Trimethylsilyl bromoacetate;18291-80-0;trimethylsilyl 2-bromoacetate;Acetic acid, bromo-, trimethylsilyl ester;Acetic acid, 2-bromo-, trimethylsilyl ester;EINECS 242-165-3;Bromoacetic Acid Trimethylsilyl Ester;C5H11BrO2Si;C5-H11-Br-O2-Si;trimethylsilyl monobromoacetate;SCHEMBL3295212;Bromoacetic acid, TMS derivative;ZCHHFMWUDHXPFN-UHFFFAOYSA-;DTXSID90171359;Trimethylsilyl bromoacetate, 98%;MFCD00000187;AKOS015836012;B1578;CS-0204597;FT-0637672;D88831;J-011704

Chemical Property of Trimethylsilyl bromoacetate

Chemical Property:

• Appearance/Colour: Clear slightly yellow liquid
• Refractive Index: n20/D 1.442(lit.)
• Boiling Point: 173.7 °C at 760 mmHg
• Flash Point: 39.6 °C
• PSA: 26.30000
• Density: 1.291 g/cm³
• LogP: 1.75940
• Storage Temp.: Flammables area
• Sensitive.: Moisture Sensitive
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 209.97117
• Heavy Atom Count: 9
• Complexity: 108

Purity/Quality:

98% ^*data from raw suppliers

Trimethylsilyl bromoacetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 10-34
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Metals -> Metalloid Compounds (Silicon)
• Canonical SMILES: C[Si](C)(C)OC(=O)CBr
• Uses: Trimethylsilyl bromoacetate has been used:in the preparation of new imidazolium salts functionalized with the trimethylsilyl ester groupas alkylating agent in the synthesis of succinate fragment of pantocin B (antibiotic natural product)in the synthesis of taxol derivatives tethered at C2′ and C-7 to glutamate and folate

Technology Process of Trimethylsilyl bromoacetate

There total 4 articles about Trimethylsilyl 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: 20.0%

bromoacetic acid (79-08-3) + 1,1,1,3,3,3-hexamethyl-disilazane (999-97-3) → trimethylsilyl bromoacetate (18291-80-0) + 1,1',1''-tris<(trimethylsiloxy)carbonyl>trimethylamine (51407-32-0)

Guidance literature:

Heating;

Reference yield:

chloro-trimethyl-silane (75-77-4) + bromoacetic acid (79-08-3) → trimethylsilyl bromoacetate (18291-80-0)

Guidance literature:

With triethylamine; In benzene;

Reference yield:

bromoacetic acid (79-08-3) + 1,1,1,3,3,3-hexamethyl-disilazane (999-97-3) → trimethylsilyl bromoacetate (18291-80-0)

Guidance literature:

DOI:10.1016/S0022-328X(00)81837-9

upstream raw materials:

chloro-trimethyl-silane

bromoacetic acid

1,1,1,3,3,3-hexamethyl-disilazane

Downstream raw materials:

diethyl <<(trimethylsilyl)oxy>carbonyl>methanephosphonate

acide hydroxy-1 tertiobutyl-4 cyclohexane-acetique

C₂₇H₂₉N₃O₈

chloro-trimethyl-silane

Refernces

• 1、 Voronkov, M. G.,Vvedenskii, V. Yu.. "REACTIONS OF BROMOACETIC ACID WITH 2H-HEXAMETHYLDISILAZANE AND WITH (ALKYLAMINO)TRIMETHYLSILANES IN PRESENCE OF METHANOL". . p. 1397 - 1399. Retrieved 2007/10/02.