35086-87-4

Basic information

• Product Name: (E)-2-METHYL-3-PHENYL-ACRYLOYL CHLORIDE
• Synonyms: 2-METHYL-3-PHENYLPROP-2-ENOYL CHLORIDE;(E)-2-METHYL-3-PHENYL-ACRYLOYL CHLORIDE;2-METHYL-3-PHENYLACRYLOYL CHLORIDE
• CAS NO: 35086-87-4
• Molecular Formula: C₁₀H₉ClO
• Molecular Weight: 180.63
• Mol File: 35086-87-4.mol
• Article Data: 54

Chemical Properties

• Melting Point: 24-26°C
• Boiling Point: 266.6°C at 760 mmHg
• Flash Point: 117.6°C
• Appearance: /
• Density: 1.163g/cm³
• Vapor Pressure: 0.00858mmHg at 25°C
• Refractive Index: 1.577
• CAS DataBase Reference: (E)-2-METHYL-3-PHENYL-ACRYLOYL CHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-2-METHYL-3-PHENYL-ACRYLOYL CHLORIDE(35086-87-4)
• EPA Substance Registry System: (E)-2-METHYL-3-PHENYL-ACRYLOYL CHLORIDE(35086-87-4)

Safety Data

• Statements: 34
• Safety Statements: 26-36/37/39-45
• RIDADR: 3261
• Hazardous Substances Data: 35086-87-4(Hazardous Substances Data)

Usage

General Description

(E)-2-Methyl-3-phenyl-acryloyl chloride, also known by its IUPAC name 2-chloro-3-phenylprop-2-enoyl chloride, is a chemical compound with the formula C10H9ClO. It is a colorless to light yellow liquid with a pungent odor, and is primarily used in the synthesis of pharmaceutical and agrochemical products. The compound is a key intermediate in the production of various pharmaceuticals, including anti-cancer drugs and antihistamines. It also has applications in the production of perfumes and other fine chemicals. Due to its acryloyl functionality, it is a useful building block for the creation of polymers and materials with specific properties. (E)-2-Methyl-3-phenyl-acryloyl chloride is a potentially hazardous chemical and should be handled with care, as it can cause irritation to the skin, eyes, and respiratory system.

InChI:InChI=1/C10H9ClO/c1-8(10(11)12)7-9-5-3-2-4-6-9/h2-7H,1H3/b8-7+

Upstream product

• 100-52-7 benzaldehyde 
• 100-44-7 benzyl chloride 
• 1199-77-5 α-methylcinnamic acid 
• 7042-33-3 ethyl (E)-2-methyl-3-phenyl-2-propenoate 
• 704-80-3 (E)-3-phenyl-2-butenoic acid 
• 1895-97-2 2-methyl-3-phenylacrylic acid 

Downstream Products

• 108838-39-7 (E)-1-(2,4-dihydroxyphenyl)-2-methyl-3-phenylprop-2-en-1-one 
• 49659-75-8 3-methyl-2-((E)-2-methyl-3-phenyl-acryloylamino)-pentanoic acid 
• 138173-40-7 3-<(1-oxo-2-methyl-3-phenyl)-2-propenyl>-4-methoxy-furan-2(5H)-one 
• 49659-72-5 2-((E)-2-Methyl-3-phenyl-acryloylamino)-3-phenyl-propionic acid 
• 848872-74-2 N-(E-2-methyl-3-phenylprop-2-enoyl)trimethylacetamide 
• 1080637-12-2 methyl 5-hydroxy-6-methyl-7-phenyl-3-oxohepta-4,6-dienoate 
• 92508-32-2 C₁₄H₁₉NO 
• 71099-84-8 α-Methylzimtsaeureanilid 
• 121825-49-8 N-benzyl-2-methyl-3-phenylacrylamide 
• 1380708-29-1 (Z)-3-(3-bromophenyl)-N,N-diisopropyl-2-methyl-3-phenylacrylamide 
• 1380708-33-7 (Z)-3-(4-bromophenyl)-N,N-diisopropyl-2-methyl-3-phenylacrylamide 
• 1380708-55-3 (Z)-3-(3,4-dibromophenyl)-N,N-diisopropyl-2-methyl-3-phenylacrylamide 
• 134485-67-9 (E)-N,N-Diisopropyl-2-methyl-3-phenylpropenamide 
• 1448548-02-4 (Z)-3-bromo-N,N-diisopropyl-2-methyl-3-phenylacrylamide 

Relevant articles and documents

Catalytic Enantioselective Synthesis of 3,4-Polyfused Oxindoles with Quaternary All-Carbon Stereocenters: A Rh-Catalyzed C-C Activation Approach

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Photoredox Cyclization of N-Arylacrylamides for Synthesis of Dihydroquinolinones

Metal- and additive-free photoredox cyclization of N-arylacrylamides is herein reported that provides a concise access to the formation of dihydroquinolinones. In this protocol, sustainable visible light was used as the energy source, and the organic light-emitting molecule 4CzIPN served as the efficient photocatalyst. This reaction system features exclusive 6-endo-trig cyclization selectivity with a generally good yield of a range of functionalized dihydroquinolinones and dihydrobenzoquinolinones. Mechanistical studies reveal the feasibility of both 1,3-H shift and intersystem crossing of the diradical intermediate.

Palladium-Catalyzed Tandem Dehydrogenative [4 + 2] Annulation of Terminal Olefins with N-Sulfonyl Amides via C-H Activations

A palladium-catalyzed tandem dehydrogenative [4 + 2] annulation of terminal olefins with N-sulfonyl amides via C(sp2)-H activation, allylic C(sp3)-H activation, and homoallylic C(sp3)-H elimination processes has been developed. Promoted by the DMSO ligand, various benzamides, heterocyclic arylamides, alkenyl carboxamides, and commercial olefins are found to be efficient substrates to construct important heterocyclic compounds bearing a vinyl substituent with high E stereoselectivity. Using air as the terminal oxidant also provides a great advantage regarding environmental friendliness.

Synthesis method and applications of N heteroatom polysubstituted benzoquaternary cycloketone

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