Basic information
- CAS
501-65-5- Standard SMILES
C(#Cc1ccccc1)c1ccccc1- InChIKey
JRXXLCKWQFKACW-UHFFFAOYSA-N- Molecular formula
- C14H10
- Average molar mass
- 178.23 g/mol
- Monoisotopic mass
- 178.07825032
Overview
Biphenylacetylene is an arylacetylene that is acetylene in which the hydrogens are replaced by phenyl groups. It has a role as a fluorochrome. It is a member of benzenes and an arylacetylene.
Names & identifiers
- Preferred name
- Diphenylacetylene
- IUPAC
- 2-phenylethynylbenzene
- English name
- Diphenylacetylene
- Molecular formula
- C14H10
- Molecular weight
- 178.23
Names & synonyms
DIPHENYLACETYLENE501-65-5TolanDiphenylethyneTolane1,2-Diphenylacetylene2-phenylethynylbenzeneBiphenylacetyleneBenzene, 1,1'-(1,2-ethynediyl)bis-1,1'-ethyne-1,2-diyldibenzeneY70JA8HB75CHEBI:51579
Show more names
Diphenilethyneethyne,diphenyl-1,2-DIPHENYL ETHYNE
DTXSID4060109NSC-5185RefChem:134661DTXCID3040778207-926-61,2-diphenylethynediphenyl acetyleneEthyne, diphenyl-
Database identifiers
- CAS
501-65-5- PubChem CID
- 10390
- DTXSID
DTXSID4060109- ChEMBL
CHEMBL223309- ChEBI
CHEBI:51579- UNII
- Y70JA8HB75
- EC Number
- 207-926-6
- Nikkaji
- J6.193J
Properties
Computed structural properties
- XLogP
- 4.8
- Topological polar surface area
- 0 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 0
- Rotatable bonds
- 2
- Heavy atoms
- 14
- Formal charge
- 0
- Complexity
- 193
Experimental & physicochemical properties
Chemical ClassesOther Classes -> Aromatic Hydrocarbons
SpringerMaterials PropertiesSchoenflies notation
LogP4.78
Physical DescriptionSolid; [Merck Index] White crystalline powder; [Acros Organics MSDS]
Physicochemical properties
- Melting point
- 59 · 59-61 °C (lit.)
- Boiling point
- 170 °C/19 · 170 °C/19 mmHg (lit.)
- Density
- 0.99 g/mL · 0.99 g/mL at 25 °C (lit.)
- refractive index
- 1.6415 · 1.6415 (estimate)
- Flash point
- 170 °C/19mm · 170°C/19mm
- storage temp.
- 2 · Sealed in dry,2-8°C
- form
- Crystalline Powder and Chunks
- color
- Light yellow to brownish
Safety & regulation
GHS classification
GHS Classification
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)
The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.
Hazard information
Regulatory InformationBenzene, 1,1'-(1,2-ethynediyl)bis-: Does not have an individual approval but may be used under an appropriate group standard
Hazards SummaryMay cause irritation; [Acros Organics MSDS] See Phenylacetylene.
Hazard Classes and CategoriesSkin Irrit. 2 (100%)
CSL Reaction Information
CSL00138
NITROBENZENE + DIPHENYLACETYLENE + ALUMINUM CHLORIDE
Aluminum chloride-nitrobenzene mixtures explode with existence of diphenylacetylene
Explosive
M (up to 100g)
Dissolve aluminum chloride in nitrobenzene in the presence of an oxidizable organic component should always be conducted initially on a small scale and with proper shielding in the event of an explosion.
Safety data
- PPE
- Eyeshields, Gloves, type N95 (US)
- wgk
- 3
- tsca
- TSCA listed
- hs_code
- 29029090
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- safety_code
- 24/25-22
Chemistry & industry
Uses & manufacturing
UsesUsed as a starting material for polymerizations; [REPROTOX]
General Manufacturing InformationBenzene, 1,1'-(1,2-ethynediyl)bis-: ACTIVE
Applications
UsesOrganic synthesis, purified grade, primary fluor or wavelength shifter in soluble scintillators.
UsesDiphenylacetylene is often used as a building block in organic and organometallic chemistry. It acts as dienophile and under goes Diels-Alder reaction with tetraphenylcyclopentadienone to prepare hexaphenylbenzene. It acts as a precursor in the preparation of 3-alkoxycyclopropene by reacting with benzal chloride in the presence of potassium t-butoxide.
Upstream & downstream products
Upstream raw materials
Related reactions
75 records
Compound notes
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