50405-39-5

Basic information

• Product Name: 1-Bromo-1-butyne
• Synonyms: 1-Bromo-1-butyne;1-Butynyl bromide
• CAS NO: 50405-39-5
• Molecular Formula: C₄H₅Br
• Molecular Weight: 132.988
• Mol File: 50405-39-5.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 104.256°C at 760 mmHg
• Flash Point: 21.683°C
• Appearance: /
• Density: 1.461g/cm³
• Vapor Pressure: 36.1mmHg at 25°C
• Refractive Index: 1.4704 (20℃)
• CAS DataBase Reference: 1-Bromo-1-butyne(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Bromo-1-butyne(50405-39-5)
• EPA Substance Registry System: 1-Bromo-1-butyne(50405-39-5)

Safety Data

• Hazardous Substances Data: 50405-39-5(Hazardous Substances Data)

Usage

General Description

1-Bromo-1-butyne is a chemical compound with the molecular formula C4H5Br. It is a haloalkyne, which means it contains both a halogen (bromine) and a triple bond between two carbon atoms. 1-Bromo-1-butyne is commonly used in organic synthesis and as a reagent in chemical reactions. It is a colorless liquid with a strong, unpleasant odor, and it is highly flammable. 1-Bromo-1-butyne is known for its ability to undergo various chemical reactions, including nucleophilic substitution and addition reactions, making it a versatile compound in the field of organic chemistry. It is important to handle and store this compound with caution due to its flammability and potential health hazards.

InChI:InChI=1/C4H5Br/c1-2-3-4-5/h2H2,1H3

Upstream product

• 107-00-6 but-1-yne 
• 73383-24-1 1,1-dibromo-3-methylprop-1-ene 
• 51207-09-1 1-butynyl magnesium bromide 

Downstream Products

• 33189-72-9 (E)-tetradec-11-en-1-yl acetate 
• 120569-51-9 hepta-2,4-diyn-1-ol 
• 17229-76-4 2-propylbenzo[d]thiazole 
• 10508-66-4 hexa-1,3-diyn-1-ylbenzene 
• 71673-31-9 1,1-diethoxy-11,13-hexadecadiyne 
• 71-36-3 butan-1-ol 

Relevant articles and documents

Synthesis of 1,3-Diynes via Cadiot-Chodkiewicz Coupling of Volatile, in Situ Generated Bromoalkynes

A convenient Cadiot-Chodkiewicz protocol that facilitates the use of low molecular weight alkyne coupling partners is described. The method entails an in situ elimination from a dibromoolefin precursor and immediate subjection to copper-catalyzed conditions, circumventing the hazards of volatile brominated alkynes. The scope of this method is described, and the internal 1,3-diyne products are preliminarily evaluated in ruthenium-catalyzed azide-alkyne cycloadditions.

SYNTHETIC NAVEL ORANGEWORM PHEROMONE COMPOSITION AND METHODS RELATING TO PRODUCTION OF SAME

One or more embodiments of the invention are directed to the synthetic methods for making lepidopteran pheromones including navel orangeworm pheromones. The synthetic methods involve novel, efficient, and environmentally benign steps and procedures.

A comparative study of the synthetic paths from 1-butyne to 2E,4Z-heptadien-1-ol

2E,4Z-Heptadien-1-ol (1), the key intermediate in the synthesis of the grapevine moth sex pheromone, was obtained from 1-butyne by a number of alternative procedures, including various variants of the stereocontrolled building of the conjugated E,Z-diene system (Cadiot-Chodkiewicz cross-coupling, alkyne-vinyl halide cross-coupling catalyzed by palladium complexes, anionotropic allylic rearrangement, partial cis- and trans-reduction of the triple bond).None of them could provide for configurational uniformity of 1.The most acceptable path to obtain 1 in multigram amounts appears to be that which proceeds via the conjugated diynol and enynol intermediates with subsequent catalytic cis-hydrogenation.