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Sigma-Aldrich

tert-Butyldimethyl(2-propynyloxy)silane

97%

Synonym(s):

(1,1-Dimethylethyl)dimethyl(2-propyn-1-yloxy)silane, 1-(tert-Butyldimethylsilyloxy)-2-propyne, 3-(Dimethyl-tert-butylsiloxy)propyne, 3-(tert-Butyldimethylsilyloxy)-1-propyne, 3-(tert-Butyldimethylsilyloxy)propyne, 3-tert-Butyldimethylsiloxy-1-propyne, Dimethyl(2-Propynyloxy)(tert-butyl)silane

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About This Item

Linear Formula:
(CH3)3CSi(CH3)2OCH2C≡CH
CAS Number:
Molecular Weight:
170.32
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

assay

97%

refractive index

n20/D 1.429 (lit.)

bp

40 °C/8 mmHg (lit.)

density

0.84 g/mL at 25 °C (lit.)

SMILES string

CC(C)(C)[Si](C)(C)OCC#C

InChI

1S/C9H18OSi/c1-7-8-10-11(5,6)9(2,3)4/h1H,8H2,2-6H3

InChI key

ZYDKYFIXEYSNPO-UHFFFAOYSA-N

General description

tert-Butyldimethyl(2-propynyloxy)silane is an aliphatic terminal alkyne.

Application

tert-Butyldimethyl(2-propynyloxy)silane may be used in the synthesis of (R)-2,3-pentadecadien-1-ol and (S)-ethyl 5-(tert-butyldimethylsilyloxy)-2-hydroxy-2-phenylpent-3-ynoate.

pictograms

Flame

signalword

Warning

hcodes

pcodes

Hazard Classifications

Flam. Liq. 3

Storage Class

3 - Flammable liquids

wgk_germany

WGK 3

flash_point_f

101.8 °F

flash_point_c

38.8 °C

ppe

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


Certificates of Analysis (COA)

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Enantiocontrolled Synthesis of Tertiary α-Hydroxy-α-ynyl Esters by Dimethylzinc-Mediated Addition of Alkynes to α-Keto Esters.
Infante R, et al.
Advanced Synthesis & Catalysis, 354(14-15), 2797-2804 (2012)
An Enantioselective Synthesis of (R)-5,6-Octadecadienoic Acid.
Yu Q and Ma S.
European Journal of Organic Chemistry, 2015(7), 1596-1601 (2015)

Articles

Alkynes' versatility enables reactions like addition, metathesis, hydroboration, cleavage, coupling, and cycloadditions in synthetic chemistry.

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