CAS 886-66-8 1,4-Diphenyl-1,3-butadiyne (HCID 70174)

Overview

1,4-diphenylbutadiyne is a member of benzenes and an arylacetylene. It has a role as a fluorochrome.

Names & identifiers

Preferred name: 1,4-Diphenyl-1,3-butadiyne
IUPAC: 4-phenylbuta-1,3-diynylbenzene
English name: 1,4-Diphenylbutadiyne
Molecular formula: C16H10
Molecular weight: 202.25

Names & synonyms

1,4-Diphenylbutadiyne886-66-8Diphenyldiacetylene1,4-Diphenyl-1,3-butadiyneDiphenyl-1,3-butadiyneBenzene, 1,1'-(1,3-butadiyne-1,4-diyl)bis-1,1'-buta-1,3-diyne-1,4-diyldibenzene84WV7G15RNCHEBI:51588NSC-529170DTXSID8061264RefChem:73342

Show more names

NSC 529170butadiyne,diphenyl-DiphenylbiacetyleneTIMTEC-BB SBB0087111,4-Diphenylsuccinyne

DTXCID90486411,4-DPB212-953-11,4-diphenylbuta-1,3-diyneDiphenylbutadiyneButadiyne, diphenyl-4-phenylbuta-1,3-diynylbenzene(4-Phenyl-1,3-butadiynyl)benzene

Database identifiers

CAS: 886-66-8
PubChem CID: 70174
DTXSID: DTXSID8061264
ChEBI: CHEBI:51588
UNII: 84WV7G15RN
EC Number: 212-953-1
Nikkaji: J7.157I

Properties

Computed structural properties

XLogP: 5.2
Topological polar surface area: 0 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 0
Rotatable bonds: 3
Heavy atoms: 16
Formal charge: 0
Complexity: 289

Experimental & physicochemical properties

Chemical ClassesOther Classes -> Aromatic Hydrocarbons

SpringerMaterials Properties13C nuclear magnetic resonance spectrum

Physical DescriptionWhite needles; [MSDSonline]

Physicochemical properties

Melting point: 86 · 86-87 °C (lit.)
Boiling point: 210 °C · 210 °C / 3mmHg
Density: 1.2615 · 1.2615 (estimate)
refractive index: 1.5 · 1.5000 (estimate)
storage temp.: Sealed in dry,Room Temperature
form: powder to crystal
color: White to Light yellow
Water Solubility: Sparingly soluble in water(5.5E-4 g/L) (25°C). Soluble in toluene almost transparency.
BRN: 1910105 · 1910105
InChI: InChI=1S/C16H10/c1-3-9-15(10-4-1)13-7-8-14-16-11-5-2-6-12-16/h1-6,9-12H
InChIKey: HMQFJYLWNWIYKQ-UHFFFAOYSA-N
SMILES: C(C1=CC=CC=C1)#CC#CC1=CC=CC=C1
CAS DataBase Reference: 886 · 886-66-8(CAS DataBase Reference)
FDA UNII: 84 WV7G15RN · 84WV7G15RN
EPA Substance Registry System: 1 · Benzene, 1,1'-(1,3-butadiyne-1,4-diyl)bis- (886-66-8)
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315-H319-H335
Precautionary statements: 261 · P261-P305+P351+P338-P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313
target organs: Respiratory system
PPE: 95 · dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes: Xi
Risk Statements: 36 · 36/37/38
Safety Statements: 26 · 26-37/39
WGK Germany: 3 · 3
TSCA: TSCA listed
HS Code: 29029090 · 29029090
Storage Class: 11 · 11 - Combustible Solids
Hazard Classifications: 2 Skin · Eye Irrit. 2Skin Irrit. 2STOT SE 3

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 45 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazards SummaryAn irritant; [MSDSonline] See Phenylacetylene.

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Safety data

PPE: dust mask type N95 (US), Eyeshields, Gloves
wgk: 3
tsca: TSCA listed
hs_code: 29029090
risk_code: 36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
safety_code: 26-37/39
Storage Class: 11 - Combustible Solids
target organs: Respiratory system
Hazard statements: H315-H319-H335
Hazard Classifications: Eye Irrit. 2Skin Irrit. 2STOT SE 3
Precautionary statements: P261-P305+P351+P338-P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313

Chemistry & industry

Uses & manufacturing

General Manufacturing InformationBenzene, 1,1'-(1,3-butadiyne-1,4-diyl)bis-: ACTIVE

Applications · 2 items

Uses1,4-Diphenylbutadiyne was used in the preparation of 7,8-dehydropurpurin dimers via two-fold Pd-catalyzed [3+2] annulation of meso-bromoporphyrin.

General Description1,4-Diphenylbutadiyne reacts with [WI2(CO)3(NCMe)2] in CH2Cl2 to give the iodo-bridged dimer [W(μ-I)I(CO)(NCMe)(η2PhC2C2Ph)]2. 1,4-Diphenylbutadiyne on UV irradiation with olefins such as 2,3-dimethyl-2-butene, 1,4-cyclohexadiene and dimethyl fumarate yields cross-cycloaddition products.