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P31205

Sigma-Aldrich

Phenylpropiolic acid

99%

Sinónimos:

Phenylpropynoic acid

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About This Item

Fórmula lineal:
C6H5C≡CCOOH
Número de CAS:
637-44-5
Peso molecular:
146.14
Beilstein/REAXYS Number:
742587
EC Number:
211-285-8
MDL number:
MFCD00004361
UNSPSC Code:
12352100
PubChem Substance ID:
24898391
NACRES:
NA.22

Quality Level

100

assay

99%

form

crystals

mp

135-137 °C (lit.)

storage temp.

2-8°C

SMILES string

OC(=O)C#Cc1ccccc1

InChI

1S/C9H6O2/c10-9(11)7-6-8-4-2-1-3-5-8/h1-5H,(H,10,11)

InChI key

XNERWVPQCYSMLC-UHFFFAOYSA-N

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Application

Phenylpropiolic acid can:
  • React with 2-tert-butoxypyridine in the presence of boron trifluoride·diethyl etherate to form the corresponding tert-butyl ester.
  • Undergo decarboxylative coupling with aryl halides such as p-chloroiodobenzene and 1-chloro-4-iodobenzene.
  • Undergo halodecarboxylation to form 1-haloalkynes.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Elizabeth Joubert et al.
Food chemistry, 136(2), 1078-1085 (2012-11-06)
Z-2-(β-d-glucopyranosyloxy)-3-phenylpropenoic acid (PPAG), a compound postulated to contribute to the taste and mouthfeel of fermented rooibos tea (Aspalathus linearis), was isolated from unfermented rooibos plant material. Its structure was unequivocally confirmed by LC-MS, -MS(2), FT-IR and NMR of the underivatised
Y Q Feng et al.
Se pu = Chinese journal of chromatography, 18(3), 224-228 (2003-01-25)
Glycine derivatized beta-cyclodextrin bonded silica (GCDS) has been prepared for high performance liquid chromatography through the reactions of beta-cyclodextrin bonded silica with tosyl chloride and glycine in sequence. The separation performance of GCDS for positional isomers, dansyl amino acids and
A fast and practical synthesis of tert-butyl esters from 2-tert-butoxypyridine using boron trifluoride? diethyl etherate under mild conditions.
La M T and Kim H K
Tetrahedron, 74(27), 3748-3754 (2018)
Kun Li et al.
Ying yong sheng tai xue bao = The journal of applied ecology, 21(7), 1779-1784 (2010-10-01)
Taking the tissue-cultured seedlings of grape cultivar Red Globe as test objects, this paper examined the effects of their root aqueous extracts on seedling's growth, with the allelochemicals identified by LC-MS. The results showed that 0.02 g x ml(-1) (air-dried
Rocío Gómez-Vásquez et al.
Annals of botany, 94(1), 87-97 (2004-05-18)
Control of diseases in the key tropical staple, cassava, is dependent on resistant genotypes, but the innate mechanisms are unknown. The aim was to study phenylpropanoids and associated enzymes as possible defence components. Phenylalanine ammonia-lyase (PAL), phenylpropanoids and peroxidases (POD)
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