Ethyl 2,3-dichloropropionate

Base Information

• Chemical Name: Ethyl 2,3-dichloropropionate
• CAS No.: 6628-21-3
• Molecular Formula: C5H8 Cl2 O2
• Molecular Weight: 171.023
• Hs Code.: 2915900090
• European Community (EC) Number: 229-607-0
• NSC Number: 60553
• DSSTox Substance ID: DTXSID50871166
• Nikkaji Number: J298.018E
• Mol file: 6628-21-3.mol

Synonyms:6628-21-3;Ethyl 2,3-dichloropropionate;Ethyl-2,3-Dichloropropionate;Ethyl 2,3-dichloropropanoate;Ethyl 2,3-dichloro propionate;Propanoic acid, 2,3-dichloro-, ethyl ester;Ethyl alpha,beta-dichloropropionate;EINECS 229-607-0;NSC 60553;Propionic acid, 2,3-dichloro-, ethyl ester;SCHEMBL7662336;Ethyl 2,3-dichloropropanoate #;DTXSID50871166;NSC60553;Ethyl 2,3-dichloropropionate, 97%;MFCD00018932;NSC-60553;AKOS015915784;2,3-Dichloropropanoic acid ethyl ester;FS-4593;Ethyl .alpha.,.beta.-dichloropropionate;2,3-dichloro-propionic acid ethyl ester;Propanoic acid,3-dichloro-, ethyl ester;Propionic acid,3-dichloro-, ethyl ester;CS-0204507;FT-0636206

Chemical Property of Ethyl 2,3-dichloropropionate

Chemical Property:

• Vapor Pressure: 7.97E-10mmHg at 25°C
• Refractive Index: n20/D 1.4480(lit.)
• Boiling Point: 164-165 °C(lit.)
• Flash Point: 183 °F
• PSA: 26.30000
• Density: 1.241 g/mL at 25 °C(lit.)
• LogP: 1.39570
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 169.9901349
• Heavy Atom Count: 9
• Complexity: 95

Purity/Quality:

99% ^*data from raw suppliers

Ethyl 2,3-dichloropropionate 97% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCOC(=O)C(CCl)Cl

Technology Process of Ethyl 2,3-dichloropropionate

There total 20 articles about Ethyl 2,3-dichloropropionate 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: 51.0%

diazoacetic acid ethyl ester (623-73-4) + dichloromethane (75-09-2) → ethyl 2,3-dichloropropionate (6628-21-3)

Guidance literature:

With bis(μ₂-2,2,2',2'-tetramethyl-1,3-benzene-di(propanoato-O,O'))rhodium-bismuth; at 59.84 ℃; for 5h; Inert atmosphere;

DOI:10.1021/jacs.8b08384

Reference yield: 35.0%

diazoacetic acid ethyl ester (623-73-4) + dichloromethane (75-09-2) + 1,3,5-trimethyl-benzene (108-67-8) → ethyl 2,3-dichloropropionate (6628-21-3) + ethyl 1,3,5-trimethylcyclohepta-1,3,5-triene-7-carboxylate + 3-(3,5-dimethyl-phenyl)-propionic acid ethyl ester

Guidance literature:

[HB(3,5-(CF₃)2Pz)3]^(1-) derivative; In dichloromethane; at 20 ℃;

DOI:10.1016/j.tetlet.2005.02.052

Reference yield: 20.0%

styrene (100-42-5,25038-60-2,25247-68-1,28213-80-1,28325-75-9,79637-11-9,9003-53-6) + diazoacetic acid ethyl ester (623-73-4) + dichloromethane (75-09-2) → ethyl 2,3-dichloropropionate (6628-21-3) + ethyl 2-phenylcyclopropylcarboxylate (946-38-3,946-39-4,34702-96-0,34702-97-1,34703-00-9,34716-60-4,63038-62-0,63038-63-1,97-71-2)

Guidance literature:

With bis(μ₂-2,2,2',2'-tetramethyl-1,3-benzene-di(propanoato-O,O'))rhodium-bismuth; at 40 ℃; for 5h; Inert atmosphere;

DOI:10.1021/jacs.8b08384

upstream raw materials:

formaldehyd

ethanol

Trichloroethylene

2,3-dichloropropanoic acid

Downstream raw materials:

malic acid

(2E)-but-2-enedioic acid

ethyl 2-chloroacrylate

Refernces

• 1、 Rull, Silvia G.,Olmos, Andrea,Pérez, Pedro J.. "Gold-catalyzed ethylene cyclopropanation". . p. 67 - 71. Retrieved 2019/01/28.
• 2、 Briones, John F.,Davies, Huw M. L.. "Silver triflate-catalyzed cyclopropenation of internal alkynes with donor-/acceptor-substituted diazo compounds". supporting information; experimental part. p. 3984 - 3987. Retrieved 2011/09/16.