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235113

Trimethylsilyl bromoacetate

Name: Trimethylsilyl bromoacetate
Brand: ALDRICH

98%

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About This Item

Linear Formula:

BrCH₂CO₂Si(CH₃)₃

CAS Number:

18291-80-0

Molecular Weight:

211.13

UNSPSC Code:

12352100

NACRES:

NA.22

PubChem Substance ID:

24854080

EC Number:

242-165-3

Beilstein/REAXYS Number:

1927560

MDL number:

MFCD00000187

Assay:

98%

Form:

liquid

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Properties

vapor density

>1 (vs air)

Quality Level

200

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.)

SMILES string

C[Si](C)(C)OC(=O)CBr

InChI

1S/C5H11BrO2Si/c1-9(2,3)8-5(7)4-6/h4H2,1-3H3

InChI key

ZCHHFMWUDHXPFN-UHFFFAOYSA-N

Description

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

pictograms

GHS02,GHS05

signalword

Danger

hcodes

H226,H314

pcodes

P210 - P233 - P240 - P280 - P303 + P361 + P353 - P305 + P351 + P338

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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Synthesis and evaluation of taxol-folic acid conjugates as targeted antineoplastics.

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)

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)

Global Trade Item Number

SKU	GTIN
235113-25G	04061838347626