235113
Trimethylsilyl bromoacetate
98%
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About This Item
Linear Formula:
BrCH2CO2Si(CH3)3
CAS Number:
Molecular Weight:
211.13
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
242-165-3
Beilstein/REAXYS Number:
1927560
MDL number:
Product Name
Trimethylsilyl bromoacetate, 98%
InChI key
ZCHHFMWUDHXPFN-UHFFFAOYSA-N
InChI
1S/C5H11BrO2Si/c1-9(2,3)8-5(7)4-6/h4H2,1-3H3
SMILES string
C[Si](C)(C)OC(=O)CBr
vapor density
>1 (vs air)
assay
98%
form
liquid
refractive index
n20/D 1.442 (lit.)
bp
57-58 °C/9 mmHg (lit.)
density
1.284 g/mL at 25 °C (lit.)
Quality Level
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Application
Trimethylsilyl bromoacetate has been used:
- in the preparation of new imidazolium salts functionalized with the trimethylsilyl ester group
- as 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
signalword
Danger
hcodes
Hazard Classifications
Flam. Liq. 3 - Skin Corr. 1B
Storage Class
3 - Flammable liquids
wgk
WGK 3
flash_point_f
116.6 °F - closed cup
flash_point_c
47 °C - closed cup
ppe
Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
Regulatory Information
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The [1, 2]-thio-Wittig rearrangement: evidence for a radical mechanism and its suppression.
Bertolli P, et al.
Tetrahedron Letters, 47(45), 7939-7942 (2006)
Jae Wook Lee et al.
Bioorganic & medicinal chemistry, 10(7), 2397-2414 (2002-05-02)
A series of Taxol derivatives tethered at C2' and C-7 to glutamate and folate have been synthesized for evaluation as prodrugs which release Taxol via hydrolytic lability of their alpha-alkoxy and alpha-amino esters. The half-time for hydrolysis of these materials
Copper and palladium complexes with N-heterocyclic carbene ligands functionalised with carboxylate groups.
Danopoulos AA, et al.
Journal of Organometallic Chemistry, 693(21), 3369-3374 (2008)
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