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Home > Product > Organic Building Blocks > Alkynes > 2-[(Trimethylsilyl)ethynyl]toluene

2-[(Trimethylsilyl)ethynyl]toluene

Catalog Number
ACM3989159
Product Name
2-[(Trimethylsilyl)ethynyl]toluene
Structure
CAS Number
3989-15-9
IUPAC Name
trimethyl-[2-(2-methylphenyl)ethynyl]silane
Synonyms
2-[(Trimethylsilyl)ethynyl]toluene; 1-(2-methylphenyl)-2-trimetylsilylethyne; 1-methyl-2-(1-trimethylsilylethynyl)benzene; trimethylsilyl(o-tolyl)acetylene; Trimethyl-o-tolylethynyl-silane; 1-methyl-2-[(2-trimethylsilyl)ethynyl]benzene; 2,6-BIS(P-TOLYL)PYRIDINE; Benzene,1-methyl-2-[2-(trimethylsilyl)ethynyl]; (2-(2-methylphenyl)ethynyl)trimethylsilane; trimethyl [(2-methylphenyl)ethynyl]silane; 1-trimethylsilyl-2-(2-methylphenyl)ethyne;
Category
Organic Building Blocks
Molecular Formula
C12H14O
Molecular Weight
188.34
Exact Mass
188.10200
Boiling Point
50-60ºC0.5 mm Hg(lit.)
Flash Point
195 °F
Density
0.880 g/mL at 25ºC(lit.)
Purity
95%+
Appearance
Transparent liquid
SMILES
CC1=CC=CC=C1C#C[Si](C)(C)C
InChIKey
POJCCZAVVWWXNS-UHFFFAOYSA-N
Symbol
GHS07
Safty Description
26-36
Hazard Statements
H315-H319-H335
RIDADR
UN 1993C 3 / PGIII
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1The first radical method for the introduction of an ethynyl group using a silicon tether and its application to the synthesis of 2'-deoxy-2'-C-ethynylnucleosides.

Sukeda M1, Ichikawa S, Matsuda A, Shuto S.

J Org Chem. 2003 May 2;68(9):3465-75.

A novel radical method for the stereoselective introduction of an ethynyl group has been developed. When a solution of ethynyldimethylsilyl (EDMS) or [2-(trimethylsilyl)ethynyl]dimethylsilyl (TEDMS) ethers of trans-2-iodoindanol was treated with Et(3)B followed by tetrabutylammonium fluoride in toluene, atom transfer 5-exo-cyclization and subsequent elimination occurred to give cis-2-ethynylindanol in high yield. Read More

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Email:
Tel:1-201-478-8534
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Fax: 1-516-927-0118
Address: 2200 Smithtown Avenue, Room 1 Ronkonkoma, NY 11779-7329 USA