948-98-1

Basic information

• Product Name: (E)-1,2-Diphenyl-1-chloroethene
• Synonyms: (E)-1,2-Diphenyl-1-chloroethene;(E)-1-Chloro-1,2-diphenylethene;(E)-α-Chlorostilbene
• CAS NO: 948-98-1
• Molecular Formula: C₁₄H₁₁Cl
• Molecular Weight: 0
• Mol File: 948-98-1.mol
• Article Data: 15

Chemical Properties

• Melting Point: 53.5°C
• Boiling Point: 278.18°C (rough estimate)
• Appearance: /
• Density: 1.1475 (rough estimate)
• Refractive Index: 1.6281 (estimate)
• CAS DataBase Reference: (E)-1,2-Diphenyl-1-chloroethene(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-1,2-Diphenyl-1-chloroethene(948-98-1)
• EPA Substance Registry System: (E)-1,2-Diphenyl-1-chloroethene(948-98-1)

Safety Data

• Hazardous Substances Data: 948-98-1(Hazardous Substances Data)

Upstream product

• 100-34-5 benzene diazonium chloride 
• 536-74-3 phenylacetylene 
• 13440-24-9 anti-1,2-dibromo-1,2-diphenylethane 
• 14447-41-7 (E)-1-bromo-1,2-diphenylethene 
• 98-88-4 benzoyl chloride 
• 15951-99-2 meso-1,2-dichloro-1,2-diphenylethane 
• 947-90-0 2,2-diphenyl-vinylamine 
• 948-99-2 α-chloro-(Z)-stilbene 
• 67-56-1 methanol 
• 501-65-5 diphenyl acetylene 
• 109391-85-7 C₂₀H₁₇Cl₃Se 
• 5963-49-5 meso-1,2-dichloro-1,2-diphenylethane 
• 39600-82-3 erythro-1-Chloro-2-fluoro-1,2-diphenylethane 
• 15951-99-2 1,2-dichloro-1,2-diphenylethane 

Downstream Products

• 501-65-5 diphenyl acetylene 
• 3947-92-0 1-deutero-cis-1,2-diphenylethylene 
• 35684-26-5 (E)-(ethene-1,2-diyl-1-d)dibenzene 
• 588-59-0 stilbene 
• 645-49-8 cis-stilben 

Relevant articles and documents

Regioselective Synthesis of α-Functional Stilbenes via Precise Control of Rapid cis- trans Isomerization in Flow

The rapid cis-trans isomerization of α-anionic stilbene was regioselectively controlled by using flow microreactors, and its reaction with various electrophiles was conducted. The reaction time was precisely controlled within milliseconds to seconds at -50 °C to selectively give the cis- or trans-isomer in high yields. This synthetic method in flow was well-applied to synthesize precursors of commercial drug compound, (E)- and (Z)-tamoxifen with high regioselectivity and productivity.

Iridium-Catalyzed Hydrochlorination and Hydrobromination of Alkynes by Shuttle Catalysis

Described herein are two different methods for the synthesis of vinyl halides by a shuttle catalysis based iridium-catalyzed transfer hydrohalogenation of unactivated alkynes. The use of 4-chlorobutan-2-one or tert-butyl halide as donors of hydrogen halides allows this transformation in the absence of corrosive reagents, such as hydrogen halides or acid chlorides, thus largely improving the functional-group tolerance and safety profile of these reactions compared to the state-of-the-art. This method has granted access to alkenyl halide compounds containing acid-sensitive groups, such as tertiary alcohols, silyl ethers, and acetals. The synthetic value of those methodologies has been demonstrated by gram-scale synthesis where low catalyst loading was achieved.

Selective Ruthenium-Catalyzed Hydrochlorination of Alkynes: One-Step Synthesis of Vinylchlorides

An unprecedented ruthenium-catalyzed direct and selective alkyne hydrochlorination is reported and leads to vinylchlorides in excellent yields with atom economy. The reaction proceeds at room temperature from terminal alkynes and provides a variety of chloroalkenes. Only the regioisomer resulting from the formal Markovnikov addition is selectively formed. Mechanistic studies show the stereoselective syn addition of HCl to alkynes at room temperature and suggest a chloro hydrido RuIV species as a key intermediate of the reaction.