Ethyl dibromoacetate

Base Information

• Chemical Name: Ethyl dibromoacetate
• CAS No.: 617-33-4
• Molecular Formula: C4H6Br2O2
• Molecular Weight: 245.898
• Hs Code.: 2915900090
• European Community (EC) Number: 210-510-7
• NSC Number: 8830
• UNII: U57B34JKE5
• DSSTox Substance ID: DTXSID7060673
• Nikkaji Number: J134.575C
• Wikidata: Q81989154
• Mol file: 617-33-4.mol

Synonyms:Ethyl dibromoacetate;617-33-4;ethyl 2,2-dibromoacetate;Acetic acid, dibromo-, ethyl ester;ethyldibromoacetate;Dibromoacetic acid, ethyl ester;Acetic acid, 2,2-dibromo-, ethyl ester;dibromo-acetic acid ethyl ester;U57B34JKE5;NSC 8830;NSC-8830;EINECS 210-510-7;Ethyl dibromo acetate;UNII-U57B34JKE5;SCHEMBL297369;DTXSID7060673;NSC8830;MFCD00041718;AKOS028108567;AS-81595;FT-0745782;E78217;EN300-6481078

Chemical Property of Ethyl dibromoacetate

Chemical Property:

• Appearance/Colour: clear colorless to slighlty brown liquid
• Vapor Pressure: 0.519mmHg at 25°C
• Refractive Index: 1.492-1.502
• Boiling Point: 191.3 °C at 760 mmHg
• Flash Point: 69.5 °C
• PSA: 26.30000
• Density: 1.97 g/cm³
• LogP: 1.66540
• Solubility.: Soluble in hexane, ether, CH2Cl2, acetone, EtOAc, ethanol.
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 245.87141
• Heavy Atom Count: 8
• Complexity: 82.1

Purity/Quality:

99% ^*data from raw suppliers

ETHYL DIBROMOACETATE 95.00% ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(Br)Br
• Uses: Ethyl dibromoacetate can be used to produce diphenoxy-acetic acid ethyl ester. It is used in organic synthesis.

Technology Process of Ethyl dibromoacetate

There total 21 articles about Ethyl dibromoacetate 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: 85.0%

tribromofluoroethylene (430-84-2) + sodium ethanolate (141-52-6) → ethyl dibromoacetate (617-33-4)

Guidance literature:

In ethanol; at 75 - 80 ℃; for 40h;

DOI:10.1021/jo00064a036

Reference yield: 36.0%

diazoacetic acid ethyl ester (623-73-4) + diisopropoxyphosphorylsulfenyl bromide (138000-26-7) → ethyl dibromoacetate (617-33-4) + bis(O,O-diisopropylphosphoryl) disulfide (56341-78-7) + Bromo-(diisopropoxy-thiophosphoryloxy)-acetic acid ethyl ester (138000-21-2) + Bromo-(diisopropoxy-phosphorylsulfanyl)-acetic acid ethyl ester (138000-16-5)

Guidance literature:

In dichloromethane; for 0.333333h; Ambient temperature;

Reference yield: 33.0%

diazoacetic acid ethyl ester (623-73-4) + C6H14BrO3PS (138000-25-6) → bis(dipropoxyphosphinyl) disulfide (7369-37-1) + ethyl dibromoacetate (617-33-4) + Bromo-(dipropoxy-thiophosphoryloxy)-acetic acid ethyl ester (138000-20-1) + Bromo-(dipropoxy-phosphorylsulfanyl)-acetic acid ethyl ester (138000-15-4)

Guidance literature:

In dichloromethane; for 0.333333h; Ambient temperature;

upstream raw materials:

dibromoacetic acid

ethanol

bromal hydrate

dibromoacetyl bromide

Downstream raw materials:

dibromo-acetic acid-[(3,4-dichloro-benzyl)-(2-hydroxy-ethyl)-amide]

dibromo-acetic acid-[(2,4-dichloro-benzyl)-(2-hydroxy-ethyl)-amide]

hydrogen bromide

bromine

Refernces

• 1、 Mebane, Robert C.,Smith, Keegan M.,Rucker, Darlene R.,Foster, Michael P.. "Reaction of diethyl dibromomalonate with methoxide: Evidence for a novel bromophilic attack". . p. 1459 - 1462. Retrieved 2007/10/03.
• 2、 Khaskin, B. A.,Torgasheva, N. A.,Ishmuratov, A. S.. "REACTION OF DIALKOXYPHOSPHORYL- AND THIOPHOSPHORYLSULFENYL BROMIDES WITH DIAZO COMPOUNDS". . p. 989 - 993. Retrieved 2007/10/02.