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495492

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

Quality Level

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

Signal Word

Warning

Hazard Statements

Precautionary Statements

Hazard Classifications

Flam. Liq. 3

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

101.8 °F

Flash Point(C)

38.8 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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An Enantioselective Synthesis of (R)-5,6-Octadecadienoic Acid.
Yu Q and Ma S.
European Journal of Organic Chemistry, 2015(7), 1596-1601 (2015)
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)

Articles

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

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

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

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

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