Methyl 2,3-dibromopropionate

Base Information

• Chemical Name: Methyl 2,3-dibromopropionate
• CAS No.: 1729-67-5
• Deprecated CAS: 131699-98-4
• Molecular Formula: C4H6Br2O2
• Molecular Weight: 245.898
• Hs Code.: 2915900090
• European Community (EC) Number: 217-044-3
• NSC Number: 9372
• UNII: 69GU2PIR6V
• DSSTox Substance ID: DTXSID2042145
• Nikkaji Number: J7.762C
• Wikidata: Q27264348
• ChEMBL ID: CHEMBL3183093
• Mol file: 1729-67-5.mol

Synonyms:Methyl 2,3-dibromopropionate;Methyl 2,3-dibromopropanoate;1729-67-5;Methyl dibromopropionate;Propanoic acid, 2,3-dibromo-, methyl ester;Propionic acid, 2,3-dibromo-, methyl ester;Caswell No. 561;UNII-69GU2PIR6V;Methyl .alpha.,.beta.-dibromopropionate;69GU2PIR6V;DTXSID2042145;NSC 9372;NSC-9372;EINECS 217-044-3;EPA Pesticide Chemical Code 077706;AI3-50603;Methyl2,3-dibromopropanoate;SCHEMBL296242;methyl 2,3-dibro-mopropanoate;CHEMBL3183093;DTXCID0022145;NSC9372;Tox21_301977;AB2902;MFCD00017882;AKOS000121389;AKOS022181546;2,3-dibromo-propionic acid methyl ester;NCGC00255961-01;Propanoic acid,3-dibromo-, methyl ester;Propionic acid,3-dibromo-, methyl ester;AS-44668;CAS-1729-67-5;CS-0187461;FT-0624676;M3182;EN300-16660;2,3-DIBROMOPROPANOIC ACID METHYL ESTER;2,3-DIBROMOPROPIONIC ACID METHYL ESTER;Methyl 2,3-dibromopropionate, >=97.0% (GC);J-010866;(+/-)-2,3-DIBROMOPROPIONIC ACID METHYL ESTER;Q27264348

Chemical Property of Methyl 2,3-dibromopropionate

Chemical Property:

• Appearance/Colour: Clear, colorless liquid.
• Vapor Pressure: 0.243mmHg at 25°C
• Melting Point: 8oC
• Refractive Index: n20/D 1.514
• Boiling Point: 206 °C at 760 mmHg
• Flash Point: 71.1 °C
• PSA: 26.30000
• Density: 1.97 g/cm³
• LogP: 1.31780
• Storage Temp.: 2-8°C
• Water Solubility.: 2.6g/L at 20℃
• XLogP3: 1.7
• 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:

99.9% ^*data from raw suppliers

Methyl 2,3-dibromopropionate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi, F
• Hazard Codes: Xi,F
• Statements: 36/37-40-36/37/38-38-11
• Safety Statements: 26-36-16-24-9

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Halogenated Esters
• Canonical SMILES: COC(=O)C(CBr)Br
• Uses: Methyl 2,3-dibromopropionate may be used in the preparation of methyl 2-azidoacrylate. It may be used in the preparation of methyl (+)-(1′R, 2R) and (-)-(1′R, 2S)-1-(2-phenylethanol)aziridine-2-carboxylates.

Technology Process of Methyl 2,3-dibromopropionate

There total 6 articles about Methyl 2,3-dibromopropionate 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%

acrylic acid methyl ester (292638-85-8,9003-21-8,96-33-3) → Methyl 2,3-dibromopropionate (1729-67-5)

Guidance literature:

With bromine; In dichloromethane; at 0 - 20 ℃; for 17h; Inert atmosphere;

DOI:10.1021/acs.orglett.9b01013

Reference yield:

trichloroisocyanuric acid (87-90-1) + acrylic acid methyl ester (292638-85-8,9003-21-8,96-33-3) → cyanuric acid (108-80-5,27026-93-3,27941-25-9) + Methyl 2,3-dibromopropionate (1729-67-5)

Guidance literature:

With potassium bromide; In water; acetone; at 25 ℃; Reagent/catalyst; Temperature; Solvent;

DOI:10.21577/0103-5053.20180023

Reference yield:

trichloroisocyanuric acid (87-90-1) + acrylonitrile (107-13-1,25014-41-9) → cyanuric acid (108-80-5,27026-93-3,27941-25-9) + Methyl 2,3-dibromopropionate (1729-67-5)

Guidance literature:

With potassium chloride; In water; acetone; at 28 ℃; Reagent/catalyst; Temperature; Solvent;

DOI:10.21577/0103-5053.20180023

upstream raw materials:

methanol

2,3-dibromopropionic acid

acrylic acid methyl ester

trichloroisocyanuric acid

Downstream raw materials:

3,5-pyrazoledicarboxylic acid

3,5-dicarbomethoxypyrazole

1-phenethyl-aziridine-2-carbohydroxamic acid

methyl (E)-3-((4-methylbenzene)sulfonyl)prop-2-enoate

Refernces

• 1、 Leibman,K.C.,Fellner,S.K.. "-". . p. 438 - 440. Retrieved 1962.
• 2、 Petracca, Rita,Bowen, Katherine A.,McSweeney, Lauren,O'Flaherty, Siobhan,Genna, Vito,Twamley, Brendan,Devocelle, Marc,Scanlan, Eoin M.. "Chemoselective Synthesis of N-Terminal Cysteinyl Thioesters via β,γ-C,S Thiol-Michael Addition". supporting information. p. 3281 - 3285. Retrieved 2019/05/10.
• 3、 Nilo, Marcela C. B. G.,Sim?es, Thais G.,Neto, Claudio Costa. "Using bar infrared spectra and coincidence indexes to study the diversity of solid cyanuric acid structures". . p. 1499 - 1515. Retrieved 2018/06/12.