18495-26-6

Basic information

• Product Name: 1-bromohept-2-yne
• Synonyms: 1-bromohept-2-yne
• CAS NO: 18495-26-6
• Molecular Formula: C₇H₁₁Br
• Molecular Weight: 175.07
• Mol File: 18495-26-6.mol
• Article Data: 13

Chemical Properties

• Boiling Point: 178.72°C (estimate)
• Flash Point: 63.2°C
• Appearance: /
• Density: 1.4129 (rough estimate)
• Vapor Pressure: 1.36mmHg at 25°C
• Refractive Index: 1.4878
• CAS DataBase Reference: 1-bromohept-2-yne(CAS DataBase Reference)
• NIST Chemistry Reference: 1-bromohept-2-yne(18495-26-6)
• EPA Substance Registry System: 1-bromohept-2-yne(18495-26-6)

Safety Data

• Hazardous Substances Data: 18495-26-6(Hazardous Substances Data)

Usage

Uses

2-Heptynyl Bromide is an intermediate in the synthesis of 2-(2-Heptynylthio)phenol Acetate (H288500), which is an O-acetyl, S-alkyl thio ether of 2-thio phenol. It is a potent inhibitor of both COX-1 and COX-2, with IC50 values of 17 and 0.8uM for human recombinant COX-1 and COX-2 respectively. APHS exhibits 20-fold selectivity toward the inhibition of COX-2, yet it is still more potent than aspirin in the inhibition of COX-1.

InChI:InChI=1/C7H11Br/c1-2-3-4-5-6-7-8/h2-4,7H2,1H3

Upstream product

• 32359-01-6 hexenylmagnesium bromide 
• 693-02-7 hex-1-yne 
• 110-86-1 pyridine 
• 60-29-7 diethyl ether 
• 1002-36-4 hep-2-yn-1-ol 
• 7789-60-8 phosphorus tribromide 
• 53799-91-0 tetra-N-methyl-phosphorodiamidic acid hept-2-ynyl ester 

Downstream Products

• 1846-67-9 hept-2-ynal 
• 70490-77-6 Hept-2-ynyl-(4-nitro-phenyl)-amine 
• 7499-20-9 hept-2-ynyl-malonic acid 
• 210350-98-4 2-hydroxyphenyl hept-2-ynyl sulfide 
• 5665-73-6 2-butyl-2,3-butadienoic acid 
• 132105-66-9 2-(3-butyl-2-methyl-4-oxo-cyclopent-2-enylidene)-hexanoic acid 
• 425386-34-1 N-allyl-N-(hept-2-yn-1-yl)-4-methylbenzenesulfonamide 
• 529409-43-6 N-(p-toluenesulfonyl)-N-(tert-butoxycarbonyl)-hept-2-yn-amine 
• 1002-36-4 hep-2-yn-1-ol 
• 35281-62-0 2-butyl-1-phenylbuta-2,3-dien-1-ol 
• 18476-57-8 4,5-dimethyl-2,6-octadiene 
• 2384-90-9 1,2-Heptadiene 
• 51255-61-9 5,9-tetradecadiyne 
• 70490-79-8 N-(hept-2-ynyl)-N-methylbenzenamine 

Relevant articles and documents

Palladium(II)-catalyzed carbocyclization: Vinylpalladium in 1,4-oxidation of conjugated dienes

Palladium-catalyzed 1,4-oxidation of conjugated dienes involving carbon-carbon bond formation has been realized. The reaction is performed with both acyclic and cyclic dienes with a carbon chain containing a terminal or internal triple bond. A vinylpalladium species formed by chloropalladation of the alkyne inserts one of the double bonds of the diene in a Heck-type reaction. The addition of palladium and chloride over the triple bond is non-stereoselective while the overall 1,4-addition by carbon and chloride over the diene is highly stereoselective and occurs anti. The stereoselectivity of the chloropalladation is dependent on the chloride concentration and varies with the substrate.

Iodocyclization of hydroxylamine derivatives based on the control of oxidative aromatization leading to 2,5-dihydroisoxazoles and isoxazoles

An efficient method for the synthesis of 2,5-dihydroisoxazoles and isoxazoles using iodocyclization of N-alkoxycarbonyl O-propargylic hydroxylamines has been developed. 2,5-Dihydro-4-iodoisoxazole underwent the cross-coupling reactions without aromatization to afford polyfunctionalized 2,5-dihydroisoxazoles. This process was applied to the preparation of valdecoxib and its 2,5-dihydro-derivative.

Efficient control for the cationic platinum(II)-catalyzed concise synthesis of two types of fused carbocycles with angular oxygen functionality

Double trouble: An efficient method for the preparation of two types of synthetically useful bicyclo[5.4.0]undecanes with an angular oxygen functionality was realized starting from easily available substrates; this method was based on the [3+2] cycloaddit