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trans-Stilbene oxide

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trans-Stilbene oxide Basic information
Synthesis
Product Name:trans-Stilbene oxide
Synonyms:3-diphenyl-trans-oxiran;alpha’-epoxy-alphtrans-bibenzy;Bibenzyl, alpha,alpha'-epoxy-, trans-;Oxirane, 2,3-diphenyl-, trans-;Oxirane,trans-2,3-diphenyl-;trans-alpha,alpha’-epoxybibenzyl;trans-Stilbene epoxide;trans-stilbeneepoxide
CAS:1439-07-2
MF:C14H12O
MW:196.24
EINECS:215-877-7
Product Categories:Building Blocks;Chemical Synthesis;Oxiranes;Epoxides;Organic Building Blocks;Oxygen Compounds;chiral;Simple 3-Membered Ring Compounds
Mol File:1439-07-2.mol
trans-Stilbene oxide Structure
trans-Stilbene oxide Chemical Properties
Melting point 65-67 °C(lit.)
Boiling point 273.14°C (rough estimate)
density 1.0405 (rough estimate)
refractive index 1.4700 (estimate)
storage temp. 2-8°C
solubility soluble in Toluene
form Crystals
color White
BRN 82740
InChI1S/C14H12O/c1-3-7-11(8-4-1)13-14(15-13)12-9-5-2-6-10-12/h1-10,13-14H/t13-,14-/m1/s1
InChIKeyARCJQKUWGAZPFX-ZIAGYGMSSA-N
SMILESO1[C@@H]([C@H]1c2ccccc2)c3ccccc3
CAS DataBase Reference1439-07-2(CAS DataBase Reference)
EPA Substance Registry SystemOxirane, 2,3-diphenyl-, (2R,3R)-rel- (1439-07-2)
Safety Information
Hazard Codes F
Risk Statements 36/37/38
Safety Statements 22-24/25
WGK Germany 3
RTECS DT4391500
Hazard Note Flammable
HS Code 29109000
Storage Class11 - Combustible Solids
MSDS Information
ProviderLanguage
ACROS English
SigmaAldrich English
trans-Stilbene oxide Usage And Synthesis
SynthesisTo a magnetically stirred solution of trans-stilbene (0.724 g, 4.02 mmol) in 5 mL of acetone in a 125-mL stoppered Erlenmeyer flflask was added a solution of DMDO in acetone (0.062 M, 66 mL, 4.09 mmol) at room temperature (about 20 °C). The progress of the reaction was followed by GLC analysis, which indicated that transstilbene was converted into the oxide in 6 h. Removal of the excess acetone on a rotary evaporator (20 °C, 15 mm Hg) afforded a white crystalline solid. The solid was dissolved in CH2Cl2 (30 mL) and dried over anhydrous Na2SO4. The drying agent was removed by fifiltration and washed with CH2Cl2. The solution was concentrated on a rotary evaporator, and the remaining solvent was removed (20 °C, 15 mmHg) to give an analytically pure sample of the oxide (0.788 g, 100%).
Synthesis of trans-Stilbene Oxide
Reference: Murray, R. W.; Singh M. Org. Syn. 1998, Collective Volume 9, 288−293.
Chemical Propertieswhite to light yellow crystal powde
Usestrans-Stilbene Oxide is used in preparation method of metal complex covalent organic framework material.
DefinitionChEBI: R-trans-stilbene oxide is a trans-stilbene oxide. It is an enantiomer of a S-trans-stilbene oxide.
trans-Stilbene oxide Preparation Products And Raw materials
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