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Tetraphenylethylene

HCID 69437
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Basic information

CAS
632-51-9
Standard SMILES
c1ccc(C(=C(c2ccccc2)c2ccccc2)c2ccccc2)cc1
InChIKey
JLZUZNKTTIRERF-UHFFFAOYSA-N
Molecular formula
C26H20
Average molar mass
332.4 g/mol
Monoisotopic mass
332.15650064

Overview

a fluorescent dye; structure in first source

Names & identifiers

Preferred name
Tetraphenylethylene
IUPAC
1,2,2-triphenylethenylbenzene
English name
Tetraphenylethylene
Molecular formula
C26H20
Molecular weight
332.44

Names & synonyms

Tetraphenylethylene632-51-9TetraphenyletheneEthylene, tetraphenyl-Benzene, 1,1',1'',1'''-(1,2-ethenediylidene)tetrakis-MT243CE29PNSC-40472NSC-52243DTXSID1060895RefChem:188839DTXCID1043752211-179-1
Show more names
SKL135JACS-632-51-9Nylon 612 resinTetraphenylethleneTetraphenyl$thylen
1,1,2,2-Tetraphenylethene1,1,2,2-Tetraphenylethylene1,2,2-triphenylethenylbenzene632-35-9MFCD00004764NSC 522431,1',1'',1'''-(1,2-Ethenediylidene)tetrakisbenzene(1,2,2-Triphenylvinyl)benzene

Database identifiers

CAS
632-51-9
PubChem CID
69437
DTXSID
DTXSID1060895
UNII
MT243CE29P
EC Number
211-179-1
Nikkaji
J103.650E

Properties

Computed structural properties

XLogP
8
Topological polar surface area
0 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
0
Rotatable bonds
4
Heavy atoms
26
Formal charge
0
Complexity
353

Experimental & physicochemical properties

Chemical ClassesOther Classes -> Aromatic Hydrocarbons
SpringerMaterials Properties13C nuclear magnetic resonance spectrum
Endocrine DisruptorsPotential endocrine disrupting compound
Physical DescriptionSlightly beige powder; [Acros Organics MSDS]

Physicochemical properties

Melting point
222 · 222-224 °C (lit.)
Boiling point
420 °C · 420 °C (lit.)
Density
1.155 · 1.1550
refractive index
1.48 · 1.4800 (estimate)
Flash point
420 °C · 420°C
storage temp.
Sealed in dry,Room Temperature
solubility
Soluble in hot toluene
form
Solid

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

Hazard information

Regulatory Information · 2 items

Chemical: Benzene, 1,1',1'',1'''-(1,2-ethenediylidene)tetrakis-

Benzene, 1,1',1'',1'''-(1,2-ethenediylidene)tetrakis-: Does not have an individual approval but may be used under an appropriate group standard

Hazards SummaryMay cause irritation; [Acros Organics MSDS] See Triphenylethylene.

Safety data

PPE
Eyeshields, Gloves, type N95 (US)
wgk
3
tsca
TSCA listed
hs_code
2902909000
Signal word
Warning
Symbol(GHS)
GHS07
safety_code
22-24/25
Storage Class
11 - Combustible Solids
Hazard statements
H315-H319-H335
Precautionary statements
P261-P271-P280

Chemistry & industry

Uses & manufacturing

General Manufacturing InformationBenzene, 1,1',1'',1'''-(1,2-ethenediylidene)tetrakis-: ACTIVE
Applications · 1 item

Uses1,1,2,2-Tetraphenylethylene is used as a reagent in the synthesis of a dynamic covalent imine gel as a luminescent sensor. Studies show that 1,1,2,2-Tetraphenylethylene (TPE) can assemble into self-luminescent nanoparticles which are part of a drug delivery system that shows aggregation-induced emission and can be easily tracked in cells.

Upstream & downstream products

Downstream products

Benzil dihydrazone1,1-diphenyl-2,2-di(p-bromophenyl)ethylene

Related reactions

1 records
New reaction record
HRID 653804 reaction equation
HRID 653804As productuspto-grants-1992_07

Compound notes

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More actions
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color
White to Off-White
Water Solubility
insoluble
BRN
1913548 · 1913548
InChI
1S/C26H20/c1-5-13-21(14-6-1)25(22-15-7-2-8-16-22)26(23-17-9-3-10-18-23)24-19-11-4-12-20-24/h1-20H
InChIKey
JLZUZNKTTIRERF-UHFFFAOYSA-N
SMILES
c1ccc(cc1)\C(c2ccccc2)=C(\c3ccccc3)c4ccccc4
CAS DataBase Reference
632 · 632-51-9(CAS DataBase Reference)
FDA UNII
243 CE29P · MT243CE29P
NIST Chemistry Reference
1 · Benzene, 1,1',1'',1'''-(1,2-ethenediylidene)tetrakis-(632-51-9)
EPA Substance Registry System
1 · Benzene, 1,1',1'',1'''-(1,2-ethenediylidene)tetrakis- (632-51-9)
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-P271-P280
PPE
95 · Eyeshields, Gloves, type N95 (US)
Safety Statements
22 · 22-24/25
WGK Germany
3 · 3
TSCA
TSCA listed
HS Code
2902909000 · 2902909000
Storage Class
11 · 11 - Combustible Solids