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About This Item
Linear Formula:
C6H5C≡CCOOH
CAS Number:
Molecular Weight:
146.14
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
211-285-8
Beilstein/REAXYS Number:
742587
MDL number:
Product Name
Phenylpropiolic acid, 99%
InChI key
XNERWVPQCYSMLC-UHFFFAOYSA-N
InChI
1S/C9H6O2/c10-9(11)7-6-8-4-2-1-3-5-8/h1-5H,(H,10,11)
SMILES string
OC(=O)C#Cc1ccccc1
assay
99%
form
crystals
mp
135-137 °C (lit.)
storage temp.
2-8°C
Quality Level
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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.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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Priya Ranjan et al.
Planta, 219(4), 694-704 (2004-05-18)
A PCR-based suppression subtractive hybridization (SSH) technique was used to identify differentially expressed genes in developing tissues of control and transgenic aspen (Populus tremuloides Michx.) with down-regulated 4CL1 (4-coumarate:coenzyme A ligase) expression and enhanced growth. A total of 11,308 expressed
Iwona Morkunas et al.
Journal of plant physiology, 168(5), 424-433 (2010-11-09)
This study investigated the effects of cross-talk interactions of sucrose and infection caused by a pathogenic fungus Fusarium oxysporum f.sp. lupini on the regulation of the phenylpropanoid pathway, i.e. the level of expression of genes encoding enzymes participating in flavonoid
Palladium-catalyzed decarboxylative cross-coupling of alkynyl carboxylic acids with arylboronic acids.
Feng C and Loh T P
Chemical Communications (Cambridge, England), 46(26), 4779-4781 (2010)
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
1-Haloalkynes from propiolic acids: a novel catalytic halodecarboxylation protocol.
Naskar D and Roy S
The Journal of Organic Chemistry, 64(18), 6896-6897 (1999)
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