1504-71-8

Basic information

• Product Name: (E)-3-(2-CHLORO-PHENYL)-PROP-2-EN-1-OL
• Synonyms: (E)-3-(2-CHLORO-PHENYL)-PROP-2-EN-1-OL
• CAS NO: 1504-71-8
• Molecular Formula: C₉H₉ClO
• Molecular Weight: 168.62016
• Mol File: 1504-71-8.mol
• Article Data: 7

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (E)-3-(2-CHLORO-PHENYL)-PROP-2-EN-1-OL(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-3-(2-CHLORO-PHENYL)-PROP-2-EN-1-OL(1504-71-8)
• EPA Substance Registry System: (E)-3-(2-CHLORO-PHENYL)-PROP-2-EN-1-OL(1504-71-8)

Safety Data

• Hazardous Substances Data: 1504-71-8(Hazardous Substances Data)

Usage

General Description

(E)-3-(2-chloro-phenyl)-prop-2-en-1-ol is a chemical compound that belongs to the class of propenols. It is a colorless to pale yellow liquid with a faint odor. (E)-3-(2-CHLORO-PHENYL)-PROP-2-EN-1-OL is primarily used as an intermediate in the synthesis of pharmaceuticals and other organic compounds. It is also used as a building block in the production of fragrances, flavors, and agrochemicals. Additionally, (E)-3-(2-chloro-phenyl)-prop-2-en-1-ol is used as a reagent in organic synthesis and as a solvent in various industrial processes. It is important to handle this compound with caution, as it can cause skin and eye irritation and may be harmful if ingested or inhaled.

Upstream product

• 58824-52-5 α-vinyl-o-chlorobenzyl alcohol 
• 89-98-5 2-chloro-benzaldehyde 
• 75-07-0 acetaldehyde 
• 24393-51-9 ethyl 3-(2-chlorophenyl)acrylate 
• 42174-97-0 3-(2-chloro-phenyl)-acrylic acid methyl ester 
• 1794-45-2 2-chlorocinnamaldehyde 

Downstream Products

• 58187-85-2 C₉H₈BrCl 
• 1186634-64-9 o-chlorophenylallyl methyl carbonate 
• 15542-32-2 (2E,4E)-5-(2-chlorophenyl)penta-2,4-dienoic acid 

Relevant articles and documents

In Situ Acetaldehyde Synthesis for Carboligation Reactions

The enzyme 4-oxalocrotonate tautomerase (4-OT) can promiscuously catalyze various carboligation reactions using acetaldehyde as a nucleophile. However, the highly reactive nature of acetaldehyde requires intricate handling, which can impede its usage in practical synthesis. Therefore, we investigated three enzymatic routes to synthesize acetaldehyde in situ in one-pot cascade reactions with 4-OT. Two routes afforded practical acetaldehyde concentrations, using an environmental pollutant, trans-3-chloroacrylic acid, or a bio-renewable, ethanol, as starting substrate. These routes can be combined with 4-OT catalyzed Michael-type additions and aldol condensations in one pot. This modular systems biocatalysis methodology provides a stepping stone towards the development of larger artificial metabolic networks for the practical synthesis of important chemical synthons.

Boron-Catalyzed C?C Functionalization of Allyl Alcohols

Tris(pentafluorophenyl)borane-catalyzed C?C bond functionalization of arylallyl alcohols using donor-acceptor carbenes is presented. The allylic hydroxyl group is found to assist the product formation by neighboring group participation providing a clue towards mechanistic understanding. This method can also be employed to effect homologation of allyl alcohols to homoallyl alcohols. Overall, this metal-free transformation presents a novel disconnection strategy towards carbon-carbon bond scission and formation. (Figure presented.).

Gold-Catalyzed [2,3]-Sigmatropic Rearrangement: Reaction of Aryl Allyl Alcohols with Diazo Compounds

A gold-catalyzed [2,3]-sigmatropic rearrangement reaction has been developed. The intermolecular rearrangement occurs between in situ generated donor-acceptor gold-carbenes and cinnamyl alcohols via tandem oxonium ylide formation. The desired rearranged product has been accomplished selectively over more conventional O-H insertion, cyclopropanation, cycloaddition, and C-H functionalization products under mild, open-air conditions. The scope of the work has been illustrated by synthesizing a new class of substrates that can be used for constructing complex molecular targets.