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205354

Sigma-Aldrich

(Chloromethyl)trimethylsilane

98%

Sinónimos:

(Trimethylsilyl)methyl chloride

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About This Item

Fórmula lineal:
(CH3)3SiCH2Cl
Número de CAS:
2344-80-1
Peso molecular:
122.67
Beilstein/REAXYS Number:
906705
EC Number:
219-058-5
MDL number:
MFCD00000878
UNSPSC Code:
12352103
PubChem Substance ID:
24852326
NACRES:
NA.22

vapor pressure

~25 mmHg ( 20 °C)

Quality Level

100

assay

98%

form

liquid

refractive index

n20/D 1.418 (lit.)

bp

98-99 °C (lit.)

density

0.879 g/mL at 25 °C (lit.)

SMILES string

C[Si](C)(C)CCl

InChI

1S/C4H11ClSi/c1-6(2,3)4-5/h4H2,1-3H3

InChI key

OOCUOKHIVGWCTJ-UHFFFAOYSA-N

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Application

(Chloromethyl)trimethylsilane can be treated with aldehydes or ketones in the presence of triphenylphosphine to synthesize terminal alkenes. It can also be used in the preparation of a reagent, trimethylsilylmethyl magnesium chloride, commonly used in Peterson methylenation.

Packaging

The 25 mL Sure/Seal™ bottle is recommended as a single-use bottle. Repeated punctures will likely result in decreased performance of product.

Legal Information

Sure/Seal is a trademark of Sigma-Aldrich Co. LLC

pictograms

FlameExclamation mark
GHS02,GHS07

signalword

Danger

Hazard Classifications

Eye Irrit. 2 - Flam. Liq. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

3 - Flammable liquids

wgk_germany

WGK 3

flash_point_f

24.8 °F - closed cup

flash_point_c

-4 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Visite la Librería de documentos

Methylenation of Perfluoroalkyl Ketones using a Peterson Olefination Approach.
Hamlin T A, et al.
The Journal of Organic Chemistry, 79(3), 1145-1155 (2014)
Synthesis of alkenes from carbonyl compounds and carbanions alpha to silicon. III. Full report and a synthesis of the sex pheromone of gypsy moth.
Chan T H and Chang E
The Journal of Organic Chemistry, 39(22), 3264-3268 (1974)
Direct synthesis of terminal olefins from ketones. Application of (chloromethyl) trimethylsilane to a Wittig reaction.
Sekiguchi A and Ando W
The Journal of Organic Chemistry, 44(3), 413-415 (1979)

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