Phenylpropiolic Acid

HCID 69475CAS 637-44-5
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Basic information

Standard SMILES
O=C(O)C#Cc1ccccc1
InChIKey
XNERWVPQCYSMLC-UHFFFAOYSA-N
Molecular formula
C9H6O2
Average molar mass
146.14 g/mol
Monoisotopic mass
146.03677943

Overview

Phenylpropiolic acid is an acetylenic compound that is propynoic acid in which the acetylenic hydrogen is replaced by a phenyl group. It is a member of benzenes, an acetylenic compound and an alpha,beta-unsaturated monocarboxylic acid. It is functionally related to a propynoic acid.

Names & identifiers

Preferred name
Phenylpropiolic Acid
IUPAC
3-phenylprop-2-ynoic acid
English name
Phenylpropiolic acid
Molecular formula
C9H6O2
Molecular weight
146.14

Names & synonyms

Phenylpropiolic acid637-44-53-Phenylpropiolic acid3-phenylprop-2-ynoic acidPhenylpropynoic acid3-Phenyl-2-propynoic acid3-Phenylpropynoic acid2-Propynoic acid, 3-phenyl-Propiolic acid, phenyl-Phenylacetylene monocarboxylic acid4KE28XZ9GXNSC-13669
Show more names
Benzenepropiolic acidPhenylpropiolic acid,97%RARECHEM AL BE 0668phenylpropanic acid3-phenyl-2-propynoatePhenylpropioplic Acid
DTXSID7060918CHEBI:90355RefChem:861817DTXCID2044058211-285-8Phenylacetylenecarboxylic acidMFCD00004361Propiolic acid, 3-phenyl-

Database identifiers

CAS
637-44-5
PubChem CID
69475
DTXSID
DTXSID7060918
ChEMBL
CHEMBL4059878
ChEBI
CHEBI:90355
UNII
4KE28XZ9GX
EC Number
211-285-8
Nikkaji
J134.378E

Properties

Computed structural properties

XLogP
2
Topological polar surface area
37.3 Ų
Hydrogen bond donors
1
Hydrogen bond acceptors
2
Rotatable bonds
1
Heavy atoms
11

Experimental & physicochemical properties

SpringerMaterials PropertiesCrystal structure
Melting Point136 - 139 °C
Physical DescriptionSolid
Collision Cross Section121.2 Ų [M+H-H2O]+ [CCS Type: DT; Method: single field calibrated with Agilent tune mix (Agilent)]

Physicochemical properties

Melting point
135 · 135-137 °C (lit.)
Boiling point
225.74 °C · 225.74°C (rough estimate)
Density
1.1674 · 1.1674 (rough estimate)
refractive index
1.555 · 1.5550 (estimate)
storage temp.
2 · 2-8°C
form
Fine Crystalline Powder

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 50 reports by companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory Information · 2 items

Chemical: 2-Propynoic acid, 3-phenyl-

Phenylacetylenecarboxylic acid: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationEvaluation - Chemicals not considered for in depth evaluation - Not commercially active in Australia
Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Safety data

PPE
dust mask type N95 (US), Eyeshields, Gloves
wgk
3
tsca
TSCA listed
hs_code
29163900
risk_code
36/37/38
Signal word
Warning

Chemistry & industry

Pharmacology

Cellular LocationsMembrane

Uses & manufacturing

General Manufacturing Information2-Propynoic acid, 3-phenyl-: INACTIVE
Applications · 1 item

UsesPhenylpropiolic Acid is used as a reagent in the high yield synthesis of 3,3-diphenylpropanoic acid derivatives via hydrophenylation and ionic hydrogenation with strong Lewis acids. It is also used in the synthesis of highly substituted aromatic rings via the alkyne-mediated approach which serve as templates for drug design.

Upstream & downstream products

Suppliers50 total

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
武汉欣扬瑞和化学科技有限公司13720274133 · [email protected]
武汉欣扬瑞和化学科技有限公司153-07155313 15307155313 · [email protected]
INTATRADE GmbH+49 3493/605464 · [email protected]

Additional notes

DefinitionChEBI: An acetylenic compound that is propynoic acid in which the acetylenic hydrogen is replaced by a phenyl group.

Related reactions

40 records
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Linked notes

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