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212997

Sigma-Aldrich

2-Phenyl-3-butyn-2-ol

≥98%

Synonym(s):

α-Ethynyl-α-methylbenzenemethanol, 2-Hydroxy-2-phenyl-3-butyne, 2-Phenyl-2-hydroxy-3-butyne, 3-Hydroxy-3-phenyl-1-butyne, 3-Phenyl-1-butyn-3-ol, 3-Phenylbutyn-3-ol, Ethynylmethylphenylcarbinol, Methylphenylethynylcarbinol

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About This Item

Linear Formula:
C6H5C(CH3)(OH)C≡CH
CAS Number:
127-66-2
Molecular Weight:
146.19
Beilstein/REAXYS Number:
1100096
EC Number:
204-855-2
MDL number:
MFCD00004454
UNSPSC Code:
12352100
PubChem Substance ID:
24852760
NACRES:
NA.22

assay

≥98%

form

solid

bp

102-103 °C/12 mmHg (lit.)

mp

47-49 °C (lit.)

SMILES string

CC(O)(C#C)c1ccccc1

InChI

1S/C10H10O/c1-3-10(2,11)9-7-5-4-6-8-9/h1,4-8,11H,2H3

InChI key

KSLSOBUAIFEGLT-UHFFFAOYSA-N

Application

2-Phenyl-3-butyn-2-ol was used in the preparation of :
  • (3-methyl-5-isoxazolyl)(phenyl)-methanol
  • 1-(3-methyl-5-isoxazolyl)-1-phenyl-1-ethanol
  • α-methylene cyclic carbonates via reaction with CO2 catalyzed by transition metal salts in ionic liquid
  • copper (II)-promoted cycloaddtion to azides leading to triazoles

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

204.8 °F - closed cup

flash_point_c

96 °C - closed cup

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Synlett, 957-957 (2006)
New 5-(2-ethenylsubstituted)-3 (2H)-furanones with in vitro antiproliferative activity.
Chimichi S, et al.
Tetrahedron, 59(28), 5215-5223 (2003)
Yanlong Gu et al.
The Journal of organic chemistry, 69(2), 391-394 (2004-01-17)
Reactions of propargylic alcohols with CO(2) in a [BMIm][PhSO(3)]/CuCl catalytic system to produce the corresponding alpha-methylene cyclic carbonates were conducted with high yields. Mild reaction conditions, enhanced rates, improved yields, and recyclable ionic liquid catalyst systems are the remarkable features

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