Carbonyl dibromide

Base Information

• Chemical Name: Carbonyl dibromide
• CAS No.: 593-95-3
• Molecular Formula: CBr2O
• Molecular Weight: 187.818
• UNII: MNU12QTS1I
• DSSTox Substance ID: DTXSID20208041
• Nikkaji Number: J462F
• Wikipedia: Carbonyl_bromide
• Wikidata: Q4115352
• Mol file: 593-95-3.mol

Synonyms:Carbonyl dibromide;Carbonyl bromide;Carbonic dibromide;bromoketone;593-95-3;UNII-MNU12QTS1I;MNU12QTS1I;Bromophosgene;bromo ketone;bromo-ketone;DIBROMOCARBONYL;CBr2O;C-Br2-O;SCHEMBL122037;DTXSID20208041;CARBON OXYBROMIDE (COBR2);Q4115352

Chemical Property of Carbonyl dibromide

Chemical Property:

• Vapor Pressure: 164mmHg at 25°C
• Melting Point: 65℃ [COT88]
• Refractive Index: 1.5610 (estimate)
• Boiling Point: 64.5°Cat760mmHg
• Flash Point: 40°C
• PSA: 17.07000
• Density: 2.74g/cm³
• LogP: 1.89620
• Water Solubility.: hydrolyzes in H2O to form CO2 and HBr [COT88]
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 187.82954
• Heavy Atom Count: 4
• Complexity: 29

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(=O)(Br)Br

Technology Process of Carbonyl dibromide

There total 28 articles about Carbonyl dibromide 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: 44.0%

carbon tetrabromide (558-13-4) → carbonyl dibromide (593-95-3) + carbon dioxide (124-38-9,18923-20-1) + carbon monoxide (201230-82-2)

Guidance literature:

With H₂SO₄; byproducts: SO2, HBr; addn. of concd. H2SO4 drop by drop to molten CBr4 at 150-170°C; distg. COBr2 contaminated by Br2, removing of Br2, addn. of Hg, cooling, distn., addn. of Sb;

Reference yield:

carbon tetrabromide (558-13-4) + uranium(VI) trioxide → UOBr3 + uranium pentabromide (13775-16-1) + carbonyl dibromide (593-95-3) + bromine (7726-95-6) + uranium(IV) bromide (13470-20-7)

Guidance literature:

In neat (no solvent); reaction of CBr4 with UO3; products depending on various conditions;;

Reference yield:

bromine (7726-95-6) → carbonyl dibromide (593-95-3)

Guidance literature:

With carbon monoxide; by sunlight; small yield;

upstream raw materials:

tetrachloromethane

carbon tetrabromide

phosgene

Bromoform

Downstream raw materials:

ethyl 1-bromoformate

bromocarbonic acid propyl ester

N,N'-bis-[4-(4-nitro-benzenesulfonyl)-phenyl]-urea

bromoformate benzyl ester

Refernces

10.1021/ja01495a074

The study investigates the reactions of tertiary phosphite esters with ortho-quinones and α,β-diketones to form 1:1 adducts. It explores the structure and reactivity of these adducts, which are significant in understanding the pentacovalency of phosphorus and have potential applications in biological chemistry. The researchers observed that these adducts react with oxygen to produce various compounds like anhydrides and phosphates. They also reacted with anhydrous hydrogen chloride and bromine, yielding different products such as monophosphates and bromoketones. The study provides insights into the mechanisms of these reactions and their potential for synthesizing biologically relevant compounds.

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