1794-51-0

Basic information

• Product Name: ((E)-3-CHLORO-1-METHYL-PROPENYL)-BENZENE
• Synonyms: ((E)-3-CHLORO-1-METHYL-PROPENYL)-BENZENE
• CAS NO: 1794-51-0
• Molecular Formula: C₁₀H₁₁Cl
• Molecular Weight: 166.64734
• Mol File: 1794-51-0.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• CAS DataBase Reference: ((E)-3-CHLORO-1-METHYL-PROPENYL)-BENZENE(CAS DataBase Reference)
• NIST Chemistry Reference: ((E)-3-CHLORO-1-METHYL-PROPENYL)-BENZENE(1794-51-0)
• EPA Substance Registry System: ((E)-3-CHLORO-1-METHYL-PROPENYL)-BENZENE(1794-51-0)

Safety Data

• Hazardous Substances Data: 1794-51-0(Hazardous Substances Data)

Usage

Description

((E)-3-CHLORO-1-METHYL-PROPENYL)-BENZENE, with the molecular formula C10H11Cl, is an organic compound characterized by a benzene ring with a chloromethyl group and a methyl-propenyl group. ((E)-3-CHLORO-1-METHYL-PROPENYL)-BENZENE is known for its reactivity due to the presence of the chloro and methyl-propenyl groups, which make it a versatile building block in various chemical processes and industries.

Uses

Used in Chemical Synthesis:
((E)-3-CHLORO-1-METHYL-PROPENYL)-BENZENE is used as an intermediate in the synthesis of pharmaceuticals and agrochemicals, contributing to the development of new and improved products in these industries.
Used in Polymer and Resin Production:
((E)-3-CHLORO-1-METHYL-PROPENYL)-BENZENE is utilized in the production of polymers and resins, which are essential materials in various applications, including coatings, adhesives, and plastics.
Used in Chemical Processes:
Due to its reactivity, ((E)-3-CHLORO-1-METHYL-PROPENYL)-BENZENE is employed in various chemical processes, where it can be further transformed into other valuable chemical products.

Upstream product

• 54976-37-3 3-phenylbut-2-en-1-ol 
• 54976-37-3 (Z)-3-phenyl-2-buten-1-ol 
• 6051-52-1 2-phenylbut-3-en-2-ol 
• 98-86-2 acetophenone 
• 20883-16-3 1-acetoxy-3-phenylbut-2-ene 
• 98-83-9 isopropenylbenzene 
• 945-93-7 ethyl (E)-3-phenylbut-2-enoate 

Downstream Products

• 768392-48-9 (R)-(-)-3-methyl-3-phenyl-1-pentene 
• 20247-89-6 cis/trans-2-phenyl-hex-2-ene 
• 935997-79-8 C₁₀H₁₁N₃ 
• 64932-10-1 (4-methyl-4-phenyl-5,6-dihydro-4H-[1,3]thiazin-2-yl)-phenyl-amine 
• 6051-52-1 2-phenylbut-3-en-2-ol 
• 54976-37-3 (Z)-3-phenyl-2-buten-1-ol 
• 749154-60-7 1-phenyl-2-(3-phenyl-but-2-enyl)-isothiourea 
• 102553-04-8 Bis-<3-phenyl-buten-(2)-yl-(1)>-ether 
• 121898-02-0 (Z)-N-Methyl-N-(3-phenyl-2-butenyl)<(trimethylsilyl)methyl>amine 
• 121898-01-9 (E)-N-Methyl-N-(3-phenyl-2-butenyl)<(trimethylsilyl)methyl>amine 
• 20883-16-3 1-acetoxy-3-phenylbut-2-ene 

Relevant articles and documents

The role of ion-molecule pairs in solvolysis reactions. Nucleophilic addition of water to a tertiary allylic carbocation

The acid-catalyzed solvolysis of 2-methoxy-2-phenyl-3-butene (1-OMe) in 9.09 vol % acetonitrile in water provides 2-hydroxy-2-phenyl-3-butene (1-OH) as the predominant product under kinetic control along with the rearranged alcohol 1-hydroxy-3-phenyl-2-butene (2-OH) and a small amount of the rearranged ether 2-OMe. The more stable isomer 2-OH is the predominant product after long reaction time, Keq = [2-OH]eq/[1-OH]eq = 16. The ether 2-OMe reacts to give 2-OH and a trace of 1-OH. Solvolysis of 1-OMe in 18O-labeled water/acetonitrile shows complete incorporation of 18O in the product 1-OH, confirming that the reaction involves cleavage of the carbon-oxygen bond to the allylic carbon. A completely solvent-equilibrated allylic carbocation is not formed since the solvolysis of the corresponding chloride 1-chloro-3-phenyl-2-butene (2-C1) yields a larger fraction of 1-OH. This may be attributed to a shielding effect from the chloride leaving group. Quantum chemical calculations of the geometry and charge distribution show that the cation should rather be described as a vinyl-substituted benzyl cation than as an allyl cation, which is in accord with its higher reactivity at the tertiary carbon.