1,4-Dibromo-2,3-butanedione

Base Information

• Chemical Name: 1,4-Dibromo-2,3-butanedione
• CAS No.: 6305-43-7
• Molecular Formula: C4H4 Br2 O2
• Molecular Weight: 243.883
• Hs Code.: 2914700090
• European Community (EC) Number: 228-615-1
• NSC Number: 75722,41130
• UNII: NHZ2FG6JE3
• DSSTox Substance ID: DTXSID9064219
• Nikkaji Number: J42.099I
• Wikidata: Q81991348
• Mol file: 6305-43-7.mol

Synonyms:1,4-dibromobutanedione;DBBD

Chemical Property of 1,4-Dibromo-2,3-butanedione

Chemical Property:

• Vapor Pressure: 0.168mmHg at 25°C
• Melting Point: 117-119°C
• Refractive Index: 1.5220 (estimate)
• Boiling Point: 213°C at 760 mmHg
• Flash Point: 86°C
• PSA: 34.14000
• Density: 2.117g/cm³
• LogP: 0.91440
• Water Solubility.: Insoluble in water.
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 243.85576
• Heavy Atom Count: 8
• Complexity: 96.6

Purity/Quality:

97% ^*data from raw suppliers

1,4-Dibromo-2,3-butanedione 99% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39-37/39-27

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Halogenated Ketones
• Canonical SMILES: C(C(=O)C(=O)CBr)Br

Technology Process of 1,4-Dibromo-2,3-butanedione

There total 4 articles about 1,4-Dibromo-2,3-butanedione 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%

dimethylglyoxal (431-03-8) → 1,4-Dibromo-butane-2,3-dione (6305-43-7)

Guidance literature:

With sodium bromate; hydrogen bromide; In chloroform; at 25 - 35 ℃; for 14.5h;

Reference yield:

bromopyruvic acid (1113-59-3) → 2,3-dibromosuccinic acid (526-78-3,608-35-5,608-36-6,1114-00-7) + succinic acid (110-15-6) + bromoacetic acid (79-08-3) + 1,4-Dibromo-butane-2,3-dione (6305-43-7)

Guidance literature:

With potassium bromate; ammonium cerium(IV) nitrate; sulfuric acid; at 15 ℃; Further Variations:; Temperatures; Reagents; concentration of reagents; Kinetics;

DOI:10.1002/(SICI)1097-4601(2000)32:7<408::AID-KIN3>3.0.CO;2-7

Reference yield:

2,3-bis(trimethylsilyloxy)-2-butene (6884-26-0) → 1,4-Dibromo-butane-2,3-dione (6305-43-7)

Guidance literature:

With bromine; In chloroform;

upstream raw materials:

diazomethane

Oxalyl bromide

dimethylglyoxal

2,3-bis(trimethylsilyloxy)-2-butene

Downstream raw materials:

2-amino-6,7-bis-bromomethyl-3H-pteridin-4-one

(4,4'-bithiazole)-2,2'-diamine

2,3-bis(bromomethyl)quinoxaline

N²,N^2'-diphenyl-6H,6'H-[5,5']bi[1,3,4]thiadiazinyl-2,2'-diyldiamine