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543985

Sigma-Aldrich

Propargyl benzoate

98%

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About This Item

Linear Formula:
C6H5CO2CH2C≡CH
CAS Number:
6750-04-5
Molecular Weight:
160.17
MDL number:
MFCD00996341
UNSPSC Code:
12352100
PubChem Substance ID:
24878282
NACRES:
NA.22

Quality Level

100

assay

98%

form

liquid

refractive index

n20/D 1.5320 (lit.)

bp

225-226 °C (lit.)

density

1.106 g/mL at 25 °C (lit.)

functional group

ester
phenyl

SMILES string

O=C(OCC#C)c1ccccc1

InChI

1S/C10H8O2/c1-2-8-12-10(11)9-6-4-3-5-7-9/h1,3-7H,8H2

InChI key

NBDHEMWCIUHARG-UHFFFAOYSA-N

Related Categories

General description

Propargyl benzoate is an aromatic ester containing a terminal acetylene group. It can be synthesized by reacting propargyl bromide and benzoyl chloride.

Application

Propargyl benzoate may be used in the preparation of amphiphilic graft copolymers of poly(ε-caprolactone) (PCL).

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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Certificates of Analysis (COA)

Lot/Batch Number
MKCN7863
MKCN6142
MKBK4179V
MKBJ9926V
MKBF6500V

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Nickel-Catalyzed Tandem Coupling of ?,?-Enones, Alkynes, and Alkynyltins for the Regio-and Stereoselective Synthesis of Conjugated Enynes.
Ikeda S, et al.
The Journal of Organic Chemistry, 61(23), 8248-8255 (1996)
Combination of ring-opening polymerization and ?click chemistry?: toward functionalization and grafting of poly (?-caprolactone).
Riva R, et al.
Macromolecules, 40(4), 796-803 (2007)

Articles

New Aromatic Terminal Alkynes

The terminal alkyne functionality has a wide range of applications including most recently the synthesis of spiropyran substituted 2,3-dicyanopyrazines and (±)-asteriscanolide, as well as conversion to enamines using resin-bound 2° amines.

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