Diphenylacetylene - ≥99% , CAS No.501-65-5

CAS: 501-65-5 Cat. No.: D106402 Molecular Weight: 178.23 Beilstein Registry Number: 606478 EC Number: 207-926-6

GRADE & PURITY ≥99%

Synonyms

diphenyl acetylene | InChI=1/C14H10/c1-3-7-13(8-4-1)11-12-14-9-5-2-6-10-14/h1-10 | BDBM50476289 | (Phenylethynyl)benzene # | CHEBI:51579 | EN300-19945 | Benzene,1'-(1,2-ethynediyl)bis- | DIPHENYLACETYLENE-D 10 | Q902100 | Y70JA8HB75 | 1,2-diphenylethyne |

Storage

Store at 2-8°C

Shipped In

Wet ice

Specifications

Synonyms

diphenyl acetylene | InChI=1/C14H10/c1-3-7-13(8-4-1)11-12-14-9-5-2-6-10-14/h1-10 | BDBM50476289 | (Phenylethynyl)benzene # | CHEBI:51579 | EN300-19945 | Benzene, 1'-(1, 2-ethynediyl)bis- | DIPHENYLACETYLENE-D 10 | Q902100 | Y70JA8HB75 | 1, 2-diphenylethyne |

Specifications & Purity

≥99%

Storage

Store at 2-8°C

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥99%

Names and Identifiers

• Pubchem Sid: 504751939
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504751939
• Canonical Smiles: C1=CC=C(C=C1)C#CC2=CC=CC=C2
• IUPAC Name: 2-phenylethynylbenzene
• InChIKey: JRXXLCKWQFKACW-UHFFFAOYSA-N
• INCHI: 1S/C14H10/c1-3-7-13(8-4-1)11-12-14-9-5-2-6-10-14/h1-10H
• Isomeric SMILES: C1=CC=C(C=C1)C#CC2=CC=CC=C2
• WGK Germany: 3
• Molecular Weight: 178.23
• Beilstein: 606478
• Reaxy-Rn: 606478
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=606478&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Benzene and substituted derivatives

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Benzene and substituted derivatives
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Benzene and substituted derivatives
• Alternative Parents: Aromatic hydrocarbons Acetylenes
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Monocyclic benzene moiety - Aromatic hydrocarbon - Unsaturated hydrocarbon - Acetylene - Hydrocarbon - Aromatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as benzene and substituted derivatives. These are aromatic compounds containing one monocyclic ring system consisting of benzene.
• External Descriptors: alkyne - arylacetylene

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

APP Tclin Amyloid-beta A4 protein (1 Activities)

Discover Target: APP

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Miscible with ether and hot alcohol. Immiscible with water.
• Boil Point(°C): 170°C
• Melt Point(°C): 58-61°C
• Molecular Weight: 178.230 g/mol
• XLogP3: 4.800
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 178.078 Da
• Monoisotopic Mass: 178.078 Da
• Topological Polar Surface Area: 0.000 Ų
• Heavy Atom Count: 14
• Formal Charge: 0
• Complexity: 193.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Hanfeng Jin, Weiye Chen, Lili Ye, Hao Lou, Qiang Xu, Beibei Feng, Zhandong Wang, Aamir Farooq.  (2022)  Reaction kinetics of phenyl + phenylacetylene at combustion-relevant intermediate temperatures.  COMBUSTION AND FLAME,      [PMID:] [10.1016/j.combustflame.2022.112014]

2. Xingwang Lan, Juan Wang, Qing Li, Aiqing Wang, Yize Zhang, Xianheng Yang, Guoyi Bai.  (2021)  Acetylene/Vinylene-Bridged π-Conjugated Covalent Triazine Polymers for Photocatalytic Aerobic Oxidation Reactions under Visible Light Irradiation.  ChemSusChem,  15  (4): (e202102455).  [PMID:34962075] [10.1002/cssc.202102455]

3. Lingqi Huang, Kecheng Hu, Ganggang Ye, Zhibin Ye.  (2021)  Highly selective semi-hydrogenation of alkynes with a Pd nanocatalyst modified with sulfide-based solid-phase ligands.  Molecular Catalysis,      [PMID:] [10.1016/j.mcat.2021.111535]

4. Zhou Junjie, Huang Yu, Shen Jialu, Liu Xiang.  (2021)  Pd/C-Catalyzed H2 Evolution from Tetrahydroxydiboron Hydrolysis.  CATALYSIS LETTERS,  151  (10): (3004-3010).  [PMID:] [10.1007/s10562-021-03547-2]

5. Yan Liang.  (2018)  Core-modified of fluoranthene with “propeller” structure for highly sensitive detection of nitroaromatic compounds.  SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY,      [PMID:30172876] [10.1016/j.saa.2018.08.046]

6. Xueliang Niu, Lijun Yan, Zuorui Wen, Xiaobao Li, Yanyan Niu, Yaping Lu, Wei Sun.  (2017)  Voltammetric Determination of Metol on a Gold Nanoparticle Modified Carbon Molecular Wire Electrode.  ANALYTICAL LETTERS,      [PMID:] [10.1080/00032719.2016.1177536]

7. Kaixuan Yang, Xiao Chen, Lei Wang, Liangliang Zhang, Shaohua Jin, Changhai Liang.  (2017)  SBA-15-Supported Metal Silicides Prepared by Chemical Vapor Deposition as Efficient Catalysts Towards the Semihydrogenation of Phenylacetylene.  ChemCatChem,  9  (7): (1337-1342).  [PMID:] [10.1002/cctc.201601653]

8. Fan Shi, Shixing Gong, Li Xu, Huanhuan Zhu, Zhenfan Sun, Wei Sun.  (2013)  Application of graphene-ionic liquid-chitosan composite-modified carbon molecular wire electrode for the sensitive determination of adenosine-5′-monophosphate.  Materials Science & Engineering C-Materials for Biological Applications,      [PMID:24094155] [10.1016/j.msec.2013.07.005]

9. Chengxiang Ruan, Li Xu, Xiuzhen Wang, Jin Lou, Weimin Gao, Wei Sun.  (2012)  Graphene Functionalized Graphite Electrode with Diphenylacetylene for Sensitive Electrochemical Determination of Adenosine-5′-triphosphate.  ELECTROANALYSIS,  24  (2): (286-292).  [PMID:] [10.1002/elan.201100680]

10. Xilun Zhang, Hongliang Liang, Fei Chang.  (2024)  Magnesium oxide-supported potassium hydride as a transition-metal-free catalyst for the selective hydrogenation of alkynes.  JOURNAL OF CATALYSIS,      [PMID:] [10.1016/j.jcat.2024.115851]

11. Hanfeng Jin, Jiuzhong Yang, Aamir Farooq.  (2020)  Determination of absolute photoionization cross-sections of some aromatic hydrocarbons.  RAPID COMMUNICATIONS IN MASS SPECTROMETRY,  34  (21): (e8899).  [PMID:32677075] [10.1002/rcm.8899]

12. Yuan Ren, Ruiyun Guo, Yanan Li, Zixin Ge, Yaohui Zhao, Jiapeng Huang, Qian Wang, Junhao Lu, Mingshang Jin.  (2025)  Carbon-Doped Lattice Interstitial Sites Enable Water-Driven Electrocatalytic Alkyne Semihydrogenation by Suppressing Subsurface Hydrogen.  ACS Catalysis,      [PMID:] [10.1021/acscatal.5c05096]