(2-phenylethenyl)benzene

• ChemBase ID: 104637
• Molecular Formular: C14H12
• Molecular Mass: 180.24508
• Monoisotopic Mass: 180.09390038
• SMILES: c1ccc(cc1)/C=C/c1ccccc1
• Canonical SMILES: c1ccc(cc1)/C=C/c1ccccc1
• InChI: InChI=1S/C14H12/c1-3-7-13(8-4-1)11-12-14-9-5-2-6-10-14/h1-12H
• InChIKey: PJANXHGTPQOBST-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2-phenylethenyl)benzene; [(E)-2-phenylethenyl]benzene
• IUPAC Traditional name: stilbene; trans-stilbene
• Synonyms: (2-phenylethenyl)benzene; trans-Stilbene; trans-1,2-Diphenylethylene; trans-STILBENE; Isostilbene; cis-STILBENE; trans-1,2-Diphenylethylene; (E)-Stilbene; trans-Stilbene; (E)-Stilbene; 反-1,2-二苯乙烯; 反-1,2-二苯乙烯; 反式-1,2-二苯乙烯

Database IDs

• CAS Number: 645-49-8; 103-30-0
• EC Number: 203-098-5; 211-445-7
• MDL Number: MFCD00064300; MFCD00004788
• Beilstein Number: 1616740
• Merck Index: 148817
• PubChem SID: 24848441; 162091759; 24888472
• PubChem CID: 638088
• CHEBI ID: 36007
• CHEMBL: 113028
• Chemspider ID: 553649
• Wikipedia Title: (E)-Stilbene

CALCULATED PROPERTIES

• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 4.313087
• LogD (pH = 7.4): 4.313087
• Log P: 4.313087
• Molar Refractivity: 61.5128 cm^3
• Polarizability: 23.676533 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Practically insoluble in water
• Apperance: Solid
• Melting Point: 122-125 °C; 122-125°C; 123-125 °C; 123-125 °C(lit.)
• Boiling Point: 305-307 °C; 305-307 °C/744 mmHg(lit.); 305-307°C
• Flash Point: >112 °C
• Density: 0.97 g/mL at 25 °C(lit.); 0.9707 g/cm^3; 1.14
• Hydrophobicity(logP): 4.434

Safety Information

• Storage Condition: 0°C, Protect from light; 2-8°C
• RTECS: WJ4926500
• European Hazard Symbols: Nature polluting (N); X
• UN Number: 3077; UN3077
• German water hazard class: 2
• Hazard Class: 9
• Packing Group: 3; III
• Risk Statements: 22-36-51/53
• Safety Statements: 26-36/37-61; 26-36-61
• TSCA Listed: 是
• GHS Pictograms: GHS07; GHS09
• GHS Signal Word: Warning
• NFPA704:
  

  1

  1

  0
• GHS Hazard statements: H302-H319-H411; H302-H319-H411-H401
• GHS Precautionary statements: P273-P305 + P351 + P338; P280F-P273-P305+P351+P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• RID/ADR: UN 3077 9/PG 3
• Storage Temperature: 2-8°C

Pharmacology Properties

• Gene Information: human ... ESR1(2099)rat ... Esr1(24890)

Product Information

• Purity: ~95%; ≥95.0% (UV); 95%; 96%; 98%
• Grade: purum
• Suitability: suitable for scintillation
• Linear Formula: C6H5CH=CHC6H5

DETAILS

MP Biomedicals - 02156672

Purity: 95%

MP Biomedicals - 02156671

(Isostilbene) Purity: 98%

MP Biomedicals - 05218588

MP Biomedicals Rare Chemical collection

MP Biomedicals - 05206772

MP Biomedicals Rare Chemical collection

MP Biomedicals - 05212063

MP Biomedicals Rare Chemical collection

Sigma Aldrich - 139939

Packaging
25, 100 g in poly bottle
Application
Commonly employed in transition metal catalyzed asymmetric epoxidation1,2 and dihydroxylation.3

REFERENCES

• Asymmetric dihydroxylation with N-methylmorpholine N-oxide, in the presence of osmium tetroxide and dihyroquinidine 4-chlorobenzoate, has been described: Org. Synth.Coll., 9, 383 (1998).
• Reaction with NBS in aqueous DMSO gives the bromohydrin: Org. Synth. Coll., 6, 184 (1988). Oxidation to benzil can be effected with iodine in DMSO: Synthesis, 131 (1991).