1,2-Dibromoethyl acetate

Base Information

• Chemical Name: 1,2-Dibromoethyl acetate
• CAS No.: 24442-57-7
• Molecular Formula: C4H6 Br2 O2
• Molecular Weight: 245.898
• Hs Code.: 2915390090
• European Community (EC) Number: 246-249-0
• UNII: VPD6FF59X8
• DSSTox Substance ID: DTXSID1066990
• Nikkaji Number: J26.246C
• Wikidata: Q27291949
• Mol file: 24442-57-7.mol

Synonyms:1,2-dibromoethyl acetate

Chemical Property of 1,2-Dibromoethyl acetate

Chemical Property:

• Vapor Pressure: 0.0621mmHg at 25°C
• Refractive Index: 1.517
• Boiling Point: 231.5 °C at 760 mmHg
• Flash Point: 93.8 °C
• PSA: 26.30000
• Density: 1.97 g/cm³
• LogP: 1.66540
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 245.87141
• Heavy Atom Count: 8
• Complexity: 84.1

Purity/Quality:

99%, ^*data from raw suppliers

Acetic acid 1,2-dibromoethyl ester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Halogenated Esters
• Canonical SMILES: CC(=O)OC(CBr)Br

Technology Process of 1,2-Dibromoethyl acetate

There total 5 articles about 1,2-Dibromoethyl acetate 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: 100.0%

vinyl acetate (108-05-4,9003-20-7) → 1,2-dibromoethyl acetate (24442-57-7)

Guidance literature:

With bromine; In tetrachloromethane;

DOI:10.1016/j.bmcl.2008.11.033

Reference yield: 65.0%

vinyl acetate (108-05-4,9003-20-7) → 1,2-dibromoethyl acetate (24442-57-7) + Acetic acid 2-[bis-(2,2-dimethyl-propoxy)-thiophosphorylsulfanyl]-1-bromo-ethyl ester

Guidance literature:

With (tBuCH₂O)2P(S)SBr; In toluene; at 0 - 15 ℃;

DOI:10.1039/c39820001362

Reference yield: 35.0%

vinyl acetate (108-05-4,9003-20-7) + di(neopentyloxy)thioxophosphoranesulphenyl bromide (81373-35-5) → 1,2-dibromoethyl acetate (24442-57-7) + bis-(O,O-2,2-dimethylpropylthiophosphoryl)disulfide (74895-06-0) + Acetic acid 2-[bis-(2,2-dimethyl-propoxy)-thiophosphorylsulfanyl]-1-bromo-ethyl ester

Guidance literature:

In toluene; at 0 - 15 ℃;

DOI:10.1039/c39820001362

upstream raw materials:

vinyl acetate

di(neopentyloxy)thioxophosphoranesulphenyl bromide

1,1,2-triacetoxy-ethane

Downstream raw materials:

1-bromo-2-propanol

acetoxy bromide of S-(+)-propane-1,2-diol

tert-butyl alcohol

(E)-1,2-diphenyl-ethene

Refernces

• 1、 Wiest, Johannes M.,P?thig, Alexander,Bach, Thorsten. "Pyrrole as a Directing Group: Regioselective Pd(II)-Catalyzed Alkylation and Benzylation at the Benzene Core of 2-Phenylpyrroles". supporting information. p. 852 - 855. Retrieved 2016/03/04.
• 2、 Jin, Yun-Zhou,Fu, Da-Xu,Ma, Nan,Li, Zhan-Cheng,Liu, Quan-Hai,Xiao, Lin,Zhang, Rong-Hua. "Synthesis and biological evaluation of 3-substituted-indolin-2-one derivatives containing chloropyrrole moieties". experimental part. p. 9368 - 9385. Retrieved 2012/01/05.