Name | 1,1-Diphenylethylene |
Synonyms | DDNU Diphenylethylene 1,1-Diphenylethene ethene,1,1-diphenyl- 1,1-Diphenylethylene ethylene,1,1-diphenyl- Unsym.-Diphenylethylene (1-phenylvinyl)benzene 1,1-diphenylethylene (asym.) 1,1-DIPHENYLETHYLENE (ASYM.) benzene,1,1'-ethenylidenebis- Benzene, 1,1'-ethenylidenebis- |
CAS | 530-48-3 |
EINECS | 208-482-6 |
InChI | InChI=1/C14H12/c1-12(13-8-4-2-5-9-13)14-10-6-3-7-11-14/h2-11H,1H2 |
InChIKey | ZMYIIHDQURVDRB-UHFFFAOYSA-N |
Molecular Formula | C14H12 |
Molar Mass | 180.25 |
Density | 1.021 g/mL at 25 °C (lit.) |
Melting Point | 6 °C (lit.) |
Boling Point | 270-271 °C (lit.) |
Flash Point | 221°F |
Water Solubility | Miscible with methanol, chloroform and ether. Insoluble in water. |
Appearance | Transparent liquid |
Color | Clear colorless to golden |
Merck | 14,3323 |
BRN | 1099062 |
Storage Condition | 2-8°C |
Refractive Index | n20/D 1.608(lit.) |
MDL | MFCD00008583 |
Safety Description | S23 - Do not breathe vapour. S24/25 - Avoid contact with skin and eyes. |
UN IDs | UN 3082 9 / PGIII |
WGK Germany | 3 |
TSCA | Yes |
HS Code | 29029090 |
Reference Show more | Wen Chunxia. Study on regioselective cyanoalkylation and cyanoalkylation of 8-aminoquinoline derivatives [D]. Jilin University, 2020. |
NIST chemical information | Information provided by: webbook.nist.gov (external link) |
EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
Uses | 1,1-stilbene is used in polyethylene glycol-supported bioxazoline as a ligand for enantioselective synthesis. It is also used to prepare ABC hybrid terpolymers. |
Production method | 1. It is prepared by reacting phenylmagnesium bromide with ethyl acetate in ether, and then treating it with sodium chloride solution. 2. Preparation method: 18g(0.74mol) of magnesium chips, a grain of iodine, 30mL of bromobenzene (2)120g(0.76mol) and 350mL of anhydrous ether are added to a 2L reaction bottle equipped with a stirrer, a dropping funnel and a reflux condenser. After the reaction starts (it can be judged by the mixture becoming turbid and hot, if the reaction is not triggered, it can be slowly heated), start stirring, and drop the rest of the bromobenzene solution. The drop acceleration is controlled to maintain the micro-reflux of the reaction system. After adding, continue stirring and reflux for 1.5h to completely react magnesium. Cool to 6~7 ℃, add 30g(0.34mol) of dry ethyl acetate and 50mL of ether dropwise within 15min under constant stirring. After adding a few drops, the reaction proceeds violently. The reaction is exothermic. After adding, continue to stir for 10~20min. Cold to 5 ℃, drop 35g of ammonium chloride solution dissolved in 150mL of water within 20min to precipitate white precipitate. The ether layer was poured out and the remainder was extracted with 150mL benzene. Combine the organic layers to obtain a benzene-ether solution of methyl diphenylmethanol. Ether and benzene are steamed out, 100g of 20% sulfuric acid is added after cooling, and heated and refluxed for 1h. Pour out of the water layer, the residue is distilled under reduced pressure, and the fraction of 156~163 ℃/3.325KPa is collected to obtain grass yellow liquid. Distillate under reduced pressure and collect the fraction at 136~137 ℃/1.73KPa to obtain 42g of colorless oily liquid 1,1-diphenylethylene (1) with a yield of 69% (calculated as ethyl acetate). [1] |