66952-36-1

Basic information

• Product Name: 1-broMo-3-(prop-1-ynyl)benzene
• Synonyms: 1-broMo-3-(prop-1-ynyl)benzene;1-Bromo-3-(prop-1-yn-1-yl)benzene
• CAS NO: 66952-36-1
• Molecular Formula: C₉H₇Br
• Molecular Weight: 195.05588
• Mol File: 66952-36-1.mol
• Article Data: 10

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1-broMo-3-(prop-1-ynyl)benzene(CAS DataBase Reference)
• NIST Chemistry Reference: 1-broMo-3-(prop-1-ynyl)benzene(66952-36-1)
• EPA Substance Registry System: 1-broMo-3-(prop-1-ynyl)benzene(66952-36-1)

Safety Data

• Hazardous Substances Data: 66952-36-1(Hazardous Substances Data)

Usage

Description

1-Bromo-3-(prop-1-ynyl)benzene, with the molecular formula C9H7Br, is an aromatic chemical compound that features a benzene ring with a bromine atom at the 1-position and a prop-1-ynyl group at the 3-position. 1-broMo-3-(prop-1-ynyl)benzene is known for its versatility in chemical reactions and its applications across various industries.

Uses

Used in Organic Synthesis:
1-Bromo-3-(prop-1-ynyl)benzene is utilized as a building block in organic synthesis for the creation of a wide range of chemical compounds. Its unique structure allows for various chemical reactions, making it a valuable component in the synthesis process.
Used in Pharmaceutical Industry:
In the pharmaceutical sector, 1-Bromo-3-(prop-1-ynyl)benzene serves as a starting material for the synthesis of biologically active compounds. Its properties contribute to the development of new drugs and medicinal agents.
Used in Agrochemical Industry:
Similarly, in the agrochemical industry, this compound is employed as a starting material for synthesizing biologically active substances. It plays a role in the production of pesticides, herbicides, and other agrochemical products.
Used as a Ligand in Coordination Chemistry:
1-Bromo-3-(prop-1-ynyl)benzene can also function as a ligand in coordination chemistry. Its ability to form complexes with metal ions is useful in the study and application of coordination compounds.
Used as a Reagent in Organic Compound Synthesis:
Furthermore, this compound acts as a reagent in the synthesis of various organic compounds. Its reactivity and structural features make it suitable for use in multiple reaction types, contributing to the formation of diverse organic molecules.

Upstream product

• 75-20-7 calcium carbide 
• 591-18-4 1-Bromo-3-iodobenzene 
• 6224-95-9 diphenyl(1-propynyl)phosphine oxide 
• 766-81-4 3-bromophenylacetylene 
• 74-88-4 methyl iodide 
• 6224-91-5 trimethyl(prop-1-ynyl)silane 
• 37595-74-7 N,N-phenylbistrifluoromethane-sulfonimide 
• 21906-32-1 3-bromophenylacetone 

Downstream Products

• 928837-84-7 cis-3-bromo-β-methylstyrene 
• 1428540-95-7 (E)-ethyl 4-(1-(3-bromophenyl)-1-(((trifluoromethyl)sulfonyl)oxy)prop-1-en-2-yl)benzoate 
• 1383982-90-8 (1r,4r)-4-methoxy-5''-methyl-6'-[3-(prop-1-yn-1-yl)phenyl]-3'H-dispiro[cyclohexane-1,2'-indene-1',2''-imidazol]-4''-amine 
• 1189373-19-0 3-(prop-1-ynyl)phenylboronic acid 

Relevant articles and documents

Rh-Catalyzed Asymmetric Hydrogenation of α,β- and β,β-Disubstituted Unsaturated Boronate Esters

A highly enantioselective hydrogenation of α,β-unsaturated boronate esters catalyzed by Rh-(S)-DTBM-Segphos complex has been developed. Both (Z)-α,β- and β,β-disubstituted substrates can be successfully hydrogenated to afford chiral boronates with excellent enantioselectivities, up to 98 % ee. Furthermore, the obtained chiral boronate esters, as important versatile synthetic intermediates are successfully transformed to the corresponding chiral alcohols, amines and other important derivatives with maintained enantioselectivities.

Controlled Single and Double Iodofluorination of Alkynes with DIH- and HF-Based Reagents

A novel protocol for the regio- and stereoselective iodofluorination of internal and terminal alkynes using 1,3-diiodo-5,5,-dimethylhydantoin and HF-based reagents is disclosed. This approach is used to prepare a fluorinated tamoxifen derivative in two steps from commercially available starting materials. A facile method enabling controlled regioselective double iodofluorination of terminal alkynes is also presented.

Engineering P450 Peroxygenase to Catalyze Highly Enantioselective Epoxidation of cis-β-Methylstyrenes

P450 119 peroxygenase and its site-directed mutants are discovered to catalyze the enantioselective epoxidation of methyl-substituted styrenes. Two new site-directed P450 119 mutants, namely T213Y and T213M, which were designed to improve the enantioselectivity and activity for the epoxidation of styrene and its methyl substituted derivatives, were studied. The T213M mutant is found to be the first engineered P450 peroxygenase that shows highly enantioselective epoxidation of cis-β-methylstyrenes, with up to 91 % ee. Molecular modeling studies provide insights into the different catalytic activity of the T213M mutant and the T213Y mutant in the epoxidation of cis-β-methylstyrene. The results of the calculations also contribute to a better understanding of the substrate specificity and configuration control for the regio- and stereoselective peroxygenation catalyzed by the T213M mutant.