This article needs additional citations for
verification. (November 2023) |
Names | |
---|---|
IUPAC name
cis-1,2-Diphenylethylene
| |
Preferred IUPAC name
(Z)-1,2-Diphenylethene | |
Other names
cis-Stilbene
| |
Identifiers | |
3D model (
JSmol)
|
|
1616739 | |
ChEBI | |
ChEMBL | |
ChemSpider | |
ECHA InfoCard | 100.010.406 |
EC Number |
|
4380 | |
PubChem
CID
|
|
UNII | |
CompTox Dashboard (
EPA)
|
|
| |
| |
Properties | |
C14H12 | |
Molar mass | 180.250 g·mol−1 |
Appearance | Liquid |
Melting point | 5 to 6 °C (41 to 43 °F; 278 to 279 K) |
Boiling point | 307 °C (585 °F; 580 K) at 1 atm (82°C to 84°C at 0.4 mmHg) |
Practically insoluble | |
Hazards [1] | |
GHS labelling: | |
Warning | |
H315, H319 | |
P264, P280, P302+P352, P305+P351+P338, P321, P332+P313, P337+P313, P362 | |
Safety data sheet (SDS) | Oxford MSDS |
Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
|
(Z)-Stilbene is a diarylethene, that is, a hydrocarbon consisting of a cis ethene double bond substituted with a phenyl group on both carbon atoms of the double bond. The name stilbene was derived from the Greek word stilbos, which means shining.
Stilbene exists as two possible isomers known as (E)-stilbene and (Z)-stilbene. (Z)-Stilbene is sterically hindered and less stable because the steric interactions force the aromatic rings 43° out-of-plane and prevent conjugation. [2] (Z)-Stilbene has a melting point of 5–6 °C (41–43 °F), while (E)-stilbene melts around 125 °C (257 °F), illustrating that the two compounds are quite different.
Many stilbene derivatives ( stilbenoids) are present naturally in plants. An example is resveratrol and its cousin, pterostilbene.
This article needs additional citations for
verification. (November 2023) |
Names | |
---|---|
IUPAC name
cis-1,2-Diphenylethylene
| |
Preferred IUPAC name
(Z)-1,2-Diphenylethene | |
Other names
cis-Stilbene
| |
Identifiers | |
3D model (
JSmol)
|
|
1616739 | |
ChEBI | |
ChEMBL | |
ChemSpider | |
ECHA InfoCard | 100.010.406 |
EC Number |
|
4380 | |
PubChem
CID
|
|
UNII | |
CompTox Dashboard (
EPA)
|
|
| |
| |
Properties | |
C14H12 | |
Molar mass | 180.250 g·mol−1 |
Appearance | Liquid |
Melting point | 5 to 6 °C (41 to 43 °F; 278 to 279 K) |
Boiling point | 307 °C (585 °F; 580 K) at 1 atm (82°C to 84°C at 0.4 mmHg) |
Practically insoluble | |
Hazards [1] | |
GHS labelling: | |
Warning | |
H315, H319 | |
P264, P280, P302+P352, P305+P351+P338, P321, P332+P313, P337+P313, P362 | |
Safety data sheet (SDS) | Oxford MSDS |
Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
|
(Z)-Stilbene is a diarylethene, that is, a hydrocarbon consisting of a cis ethene double bond substituted with a phenyl group on both carbon atoms of the double bond. The name stilbene was derived from the Greek word stilbos, which means shining.
Stilbene exists as two possible isomers known as (E)-stilbene and (Z)-stilbene. (Z)-Stilbene is sterically hindered and less stable because the steric interactions force the aromatic rings 43° out-of-plane and prevent conjugation. [2] (Z)-Stilbene has a melting point of 5–6 °C (41–43 °F), while (E)-stilbene melts around 125 °C (257 °F), illustrating that the two compounds are quite different.
Many stilbene derivatives ( stilbenoids) are present naturally in plants. An example is resveratrol and its cousin, pterostilbene.