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Merck
CN

376310

trans-3-(Trimethylsilyl)allyl alcohol

96%

Synonym(s):

trans-(3-Hydroxy-2-propen-1-yl)trimethylsilane, trans-3-(Trimethylsilyl)-2-propen-1-ol

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About This Item

Linear Formula:
(CH3)3SiCH=CHCH2OH
CAS Number:
59376-64-6
Molecular Weight:
130.26
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24863433
MDL number:
MFCD00077889
Beilstein/REAXYS Number:
1902497

Key Documents

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Product Name

trans-3-(Trimethylsilyl)allyl alcohol, 96%

InChI

1S/C6H14OSi/c1-8(2,3)6-4-5-7/h4-5,7H,6H2,1-3H3/b5-4+

SMILES string

C[Si](C)(C)C\C=C\O

InChI key

JKKTXDCTGMUFBS-SNAWJCMRSA-N

assay

96%

form

liquid

impurities

<3.5% 3-trimethylsilyl-1-propanol

refractive index

n20/D 1.444 (lit.)

bp

166-168 °C (lit.)

density

0.848 g/mL at 25 °C (lit.)

functional group

aldehyde

storage temp.

−20°C

Quality Level

100

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Application

trans-3-(Trimethylsilyl)allyl alcohol is suitable for use in the preparation of 1-iodo-3-trimethylsilyl-2-propene, via mesylation followed by iodide displacement.

General description

trans-3-(Trimethylsilyl)allyl alcohol is a 3-silyl allyl alcohol.

pictograms

FlameExclamation mark
GHS02,GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

3 - Flammable liquids

wgk

WGK 3

flash_point_f

136.4 °F - closed cup

flash_point_c

58 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
MKBX4664V
MKBW8723V
MKBW3697V
MKBJ4074V
MKBG2593V

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Minh Pham et al.
The Journal of organic chemistry, 73(2), 741-744 (2007-12-22)
In the presence of indium metal, 3-iodo-2-[(trimethylsilyl)methyl]propene (1) reacts with sequentially added aldehydes to provide cis-2,6-disubstituted tetrahydropyrans in good yields. Evidence suggests that InI, formed upon aldehyde (R1CHO) allylation in aqueous media, acts as a promoter for the silyl-Prins reaction

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