2,3-Dibromopropene

Base Information

• Chemical Name: 2,3-Dibromopropene
• CAS No.: 513-31-5
• Molecular Formula: C3H4 Br2
• Molecular Weight: 199.873
• Hs Code.: 29033036
• European Community (EC) Number: 208-155-8
• NSC Number: 6200
• UNII: 8DNE7K7Z6P
• DSSTox Substance ID: DTXSID9060152
• Nikkaji Number: J2.618B
• Wikidata: Q27270231
• Mol file: 513-31-5.mol

Synonyms:2,3-dibromopropene

Chemical Property of 2,3-Dibromopropene

Chemical Property:

• Appearance/Colour: clear light yellow liquid
• Vapor Pressure: 7.3mmHg at 25°C
• Refractive Index: n20/D 1.544(lit.)
• Boiling Point: 42-44 ºC (17 mmHg)
• Flash Point: 81 ºC
• PSA: 0.00000
• Density: 2.13
• LogP: 2.28990
• Storage Temp.: Freezer
• Sensitive.: Moisture Sensitive
• Water Solubility.: insoluble
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 199.86593
• Heavy Atom Count: 5
• Complexity: 40.2

Purity/Quality:

94% ^*data from raw suppliers

2,3-Dibromopropene ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn,Xi
• Statements: 20/22-41-36/37/38
• Safety Statements: 26-39-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Halogenated Aliphatics, Unsaturated
• Canonical SMILES: C=C(CBr)Br
• Uses: 2,3-Dibromopropene was used to test 2- and 3-carbon halogenated hydrocarbons for mutagenicity for Salmonella typhimurium strain TA 100 . It was used in the synthesis of N(Boc)-L-(2-Bromoallyl)-glycine.

Technology Process of 2,3-Dibromopropene

There total 12 articles about 2,3-Dibromopropene which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 90.0%

1,2,3-tribromopropane (96-11-7) → 2-bromoallyl bromide (513-31-5)

Guidance literature:

With sodium hydroxide; cetylpyridinium bromide; at 130 ℃; for 2h;

DOI:10.1055/s-1982-29852

Reference yield: 78.81%

propargyl alcohol (107-19-7) → bromoallene (10024-18-7) + propargyl bromide (106-96-7) + 1,3-dibromopropene (627-15-6) + 2-bromoallyl bromide (513-31-5)

Guidance literature:

With phosphorus tribromide; In toluene; at 0 - 50 ℃; for 3.25h; Product distribution / selectivity;

Reference yield: 64.37%

propargyl alcohol (107-19-7) → propargyl bromide (106-96-7) + 1,3-dibromopropene (627-15-6) + 2-bromoallyl bromide (513-31-5)

Guidance literature:

With phosphorus tribromide; In isopar C; at 6 - 50 ℃; for 3.71667h; Product distribution / selectivity;

upstream raw materials:

bromocyane

(2-bromo-allyl)-(2-chloro-allyl)-methyl-amine

1,2,3-tribromopropane

nemagon

Downstream raw materials:

4-methyl-7-<(β-bromoallyl)oxy>coumarin

5-(2-bromoallyl)-5-isopropylbarbituric acid

ethyl-(2-bromo-allyl)-amine

1-(2-bromo-allyloxy)-2-methoxy-benzene

Refernces

One-pot, two-step synthesis of 7-methylene-1,5-piperazine-fused 1,2,3-triazoles

10.1080/00397911.2020.1843178

The study presents a one-pot, two-step synthesis method for the creation of 7-methylene-1,5-piperazine-fused 1,2,3-triazole derivatives, which are important heterocyclic compounds with applications in pharmaceuticals and other industries. The process involves an N-allylation reaction using N-propargylated amines, 2,3-dibromopropene, and K2CO3 in DMSO, followed by a CuI-catalyzed [3+2] cycloaddition reaction with sodium azide. These chemicals serve as starting materials and catalysts to facilitate the formation of the desired triazole derivatives with high efficiency and good product yield (80–91%). The study's purpose is to develop a simple, efficient method for synthesizing these compounds, which could be practically useful given their potential broad bioactivities.