1745-18-2

Basic information

• Product Name: 3-(4-CHLOROPHENYL)-1-PROPENE
• Synonyms: 3-(4-CHLOROPHENYL)-1-PROPENE;3-(4-CHLOROPHENYL)PROP-1-ENE;4-(PROP-2-EN-1-YL)CHLOROBENZENE
• CAS NO: 1745-18-2
• Molecular Formula: C₉H₉Cl
• Molecular Weight: 152.62
• Mol File: 1745-18-2.mol

Chemical Properties

• Boiling Point: 195°C at 760 mmHg
• Flash Point: 71.3°C
• Appearance: /
• Density: 1.046g/cm³
• Vapor Pressure: 0.602mmHg at 25°C
• Refractive Index: 1.53
• CAS DataBase Reference: 3-(4-CHLOROPHENYL)-1-PROPENE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(4-CHLOROPHENYL)-1-PROPENE(1745-18-2)
• EPA Substance Registry System: 3-(4-CHLOROPHENYL)-1-PROPENE(1745-18-2)

Safety Data

• Hazard Codes: Xi
• Hazardous Substances Data: 1745-18-2(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
3-(4-Chlorophenyl)-1-propene is used as a chemical intermediate for the synthesis of various pharmaceuticals. Its unique structure allows for the development of new drugs with potential therapeutic applications.
Used in Agrochemical Industry:
In the agrochemical industry, 3-(4-chlorophenyl)-1-propene serves as a precursor for the production of various agrochemicals, contributing to the development of effective pest control agents and other agricultural products.
Used in Dye Industry:
3-(4-Chlorophenyl)-1-propene is utilized as a starting material in the synthesis of dyes, enabling the creation of a wide range of colorants for various applications, including textiles, plastics, and printing inks.
Used in Polymer Resin Production:
3-(4-CHLOROPHENYL)-1-PROPENE is also used in the production of polymer resins, which are essential in the manufacturing of plastics and other polymer-based materials.
Used in Copolymer Synthesis:
3-(4-Chlorophenyl)-1-propene acts as a monomer in the synthesis of copolymers, which are used to create materials with specific properties tailored for various industrial applications.
As an Environmental Consideration:

InChI:InChI=1/C9H9Cl/c1-2-3-8-4-6-9(10)7-5-8/h2,4-7H,1,3H2

Upstream product

• 873-77-8 (4-chlorphenyl)magnesium bromide 
• 106-95-6 allyl bromide 
• 10152-76-8 allylmethyl sulfide 
• 2028-74-2 p-chlorobenzenediazonium chloride 
• 5296-64-0 allyl phenyl thioether 
• 106-39-8 bromochlorobenzene 
• 108-90-7 chlorobenzene 
• 762-72-1 allyl-trimethyl-silane 
• 106-46-7 para-dichlorobenzene 
• 107-05-1 3-chloroprop-1-ene 
• 637-87-6 1-Chloro-4-iodobenzene 
• 1679-18-1 4-Chlorophenylboronic acid 
• 107-18-6 allyl alcohol 
• 14064-15-4 (4-chlorophenyl)trimethylstannane 

Downstream Products

• 1076-99-9 4-allyl benzoic acid 
• 120295-34-3 (3S,5R)-4-[3-(4-Chloro-benzyl)-cyclobutyl]-3,5-dimethyl-morpholine 
• 120226-37-1 (3S,5R)-4-[3-(4-Chloro-benzyl)-cyclobutyl]-3,5-dimethyl-morpholine 
• 1879-52-3 cis-4-chloro-β-methylstyrene 
• 1879-53-4 E-1-(4-chlorophenyl)-1-propene 
• 106897-75-0 ethyl 2-(4-allylphenyl)propionate 
• 60691-90-9 3-bromo-1-(p-chlorophenyl)-1-propene 
• 36519-91-2 (4-chloro-benzyl)-oxirane 
• 28446-72-2 (2E)-3-(4-chlorophenyl)acrylonitrile 
• 1075-77-0 (E)-4-chlorocinnamic aldehyde 
• 870620-91-0 (E)-1-chloro-4-(3-phenyl-1-propen-1-yl)benzene 
• 1073-67-2 4-vinylbenzyl chloride 
• 6285-05-8 4'-chloropropiophenone 
• 42175-12-2 butyl (E)-4-chlorocinnamate 

Relevant articles and documents

A novel copper (I) mediated, symmetrical coupling procedure for alkyl, aryl, benzyl, and thiophenyl dihalides

A comparative study of Li2CuCl4 vs. Li2CuCl2 mediated mono-coupling reactions of dihalide substrates with allylmagnesium bromide is reported. Higher yields were obtained with Li2CuCl3 and the following trends in halide reactivity were observed. Br > Cl for alkyl, aryl, and thiophenyl dihalides; and benzyl halide > phenyl halide. Utilizing these trends, a symmetrical coupling procedure for alkyl, aryl, benzyl, and thiophenyl dihalides, simply carried out by combining the dihalide with metallic magnesium and Li2CuCl4 is reported.

MIDA boronate allylation-synthesis of ibuprofen

MIDA boronates are among the most useful reagents for the Suzuki-Miyaura reaction. This chemistry typically generates new bonds between two aromatic rings, thereby restricting access to important areas of chemical space. Here we demonstrate the coupling of MIDA boronates to allylic electrophiles, including a new synthesis of the well-known COX inhibitor ibuprofen. This journal is

Manganese catalyzed dehydrogenative silylation of alkenes: Direct access to allylsilanes

Dehydrogenative silylation of alkenes with silanes to produce allylsilanes is achieved through manganese catalysis with a wide scope of substrate tolerance. This transformation involves silane radicals initiated by manganese complex without additional oxidant additives. It offers a general, convenient and practical protocol with excellent functional group compatibility and gram-scale capacity for the modular synthesis of allylsilanes.

Palladium-catalyzed tandem isomerization/hydrothiolation of allylarenes

Herein we report a tandem olefin migration/hydrothiolation of allyl benzenes facilitated by an in situ generated palladium hydride. A catalyst system composed of palladium acetate and bidentate ligand dtbpx (1,2-bis(di-tert-butylphosphinomethyl)benzene in the presence of catalytic amounts of triflic acid led to the tandem transformation, which furnished benzylic thioethers. The reaction exhibits high regioselectivity and can be conducted under mild conditions. The robustness of the catalyst is displayed through reactions with coordinating thiols.

Palladium-catalyzed allylic C-H oxidation under simple operation and mild conditions

We discovered an effective and simple system (Pd/BQ/air/r.t.) for making allylic alcohols through Pd-catalyzed allylic C-H bond functionalization. This approach exhibits advantages due to its simple operation, mild conditions, and environmentally benign features. By modifying reaction conditions, it can be suitable for preparing unsaturated aldehydes, allylic esters, ethers, and amines.

Palladium-Catalyzed Oxidative Allylation of Sulfoxonium Ylides: Regioselective Synthesis of Conjugated Dienones

The first examples of palladium-catalyzed allylic C-H oxidative allylation of sulfoxonium ylides to afford the corresponding conjugated dienones with moderate to good yields have been established. The features of this novel conversion include mild reaction conditions, wide substrate scope, and excellent regioselectivity.

Palladium-catalyzed oxidative allylation of bis[(pinacolato)boryl]methane: Synthesis of homoallylic boronic esters

A palladium-catalyzed oxidative allylation of bis[(pinacolato)boryl]methane to afford the corresponding homoallylic organoboronic esters with moderate to excellent yields is reported. This novel transformation provides an efficient strategy for the construction of homoallylic organoboronic esters in one step with a broad substrate scope. It is proposed that the palladium-catalyzed oxidative allylic C-H bond activation process may be involved in the catalytic cycle.

Cross-Coupling Reactions of Aryldiazonium Salts with Allylsilanes under Merged Gold/Visible-Light Photoredox Catalysis

A method for the cross-coupling reactions of aryldiazonium salts with trialkylallylsilanes via merged gold/photoredox catalysis is described. The reaction is proposed to proceed through a photoredox-promoted generation of an electrophilic arylgold(III) intermediate that undergoes transmetalation with allyltrimethylsilane to form allylarenes.

Anti-Markovnikov rearrangement in sulfur mediated allylic C-H amination of olefins

Cationic rearrangement reactions usually follow Markovnikov's rule to give more substituted carbocations as stable intermediates. During our study on sulfur mediated allylic C-H amination of olefins, very rare cases of anti-Markovnikov rearrangement from secondary carbocations toward primary carbocations or primary triflates were observed.

Direct conversion of allyl arenes to aryl ethylketones via a TBHP-mediated palladium-catalyzed tandem isomerization-Wacker oxidation of terminal alkenes

A TBHP-mediated palladium-catalyzed tandem isomerization-Wacker oxidation of terminal alkenes was developed. This methodology provides a new efficient and simple route for conversion of a range of allyl arenes directly into aryl ethylketones in good yields with high chemoselectivity.