Methyl dichloroacetate

Base Information

• Chemical Name: Methyl dichloroacetate
• CAS No.: 116-54-1
• Molecular Formula: C3H4Cl2O2
• Molecular Weight: 142.97
• Hs Code.: 29154000
• European Community (EC) Number: 204-146-8
• NSC Number: 2882
• UN Number: 2299
• UNII: HG7W497BZU
• DSSTox Substance ID: DTXSID2059433
• Nikkaji Number: J38.900E
• Wikidata: Q63408678
• Mol file: 116-54-1.mol

Synonyms:METHYL DICHLOROACETATE;116-54-1;Methyl 2,2-dichloroacetate;Dichloroacetic acid methyl ester;Acetic acid, dichloro-, methyl ester;Acetic acid, 2,2-dichloro-, methyl ester;CCRIS 7740;NSC 2882;EINECS 204-146-8;UN2299;HG7W497BZU;AI3-18187;DichloroaceticAcidMethylEster-d1;NSC-2882;methyl dichloroethanoate;MDC (CHRIS Code);Dichloroacetic acid methyl;WLN: GYGVO1;UNII-HG7W497BZU;SCHEMBL270012;Dichloroacetic acid-methyl ester;DTXSID2059433;NSC2882;ACETATE, DICHLORO-, METHYL;MFCD00000843;NA2299;STL281852;1,1-Dichloro-2-methoxy-2-oxoethane;AKOS009028820;UN 2299;ACETIC ACID,DICHLORO,METHYL ESTER;Methyl dichloroacetate [UN2299] [Poison];D0309;FT-0624701;Methyl dichloroacetate [UN2299] [Poison];EN300-19203;E78802;W-108580;Q63408678;F1908-0134;Methyl dichloroacetate, PESTANAL(R), analytical standard;Dichloroacetic acid-methyl ester 1000 microg/mL in Methyl-tert-butyl ether

Chemical Property of Methyl dichloroacetate

Chemical Property:

• Appearance/Colour: Clear colorless liquid
• Vapor Pressure: 5.5mmHg at 25°C
• Melting Point: -52 °C
• Refractive Index: n20/D 1.442(lit.)
• Boiling Point: 142.8 °C at 760 mmHg
• Flash Point: 142.8 °C at 760 mmHg
• PSA: 26.30000
• Density: 1.365 g/cm³
• LogP: 0.96310
• Storage Temp.: room temp
• Solubility.: 4g/l
• Water Solubility.: Slightly soluble
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 141.9588348
• Heavy Atom Count: 7
• Complexity: 71.3
• Transport DOT Label: Poison

Purity/Quality:

99% , ^*data from raw suppliers

DichloroaceticAcidMethylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi,F
• Hazard Codes: Xn,Xi,F
• Statements: 20-36/37/38-40-38-11
• Safety Statements: 26-36-37/39-16-24-9

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Halogenated Esters
• Canonical SMILES: COC(=O)C(Cl)Cl
• Uses: Organic intermediate. Dichloroacetic Acid Methyl Ester is used in the preparation of telechelics and block copolymers through living radical polymerization. Methyl dichloroacetate may be used:in the diastereoselctive synthesis of bicyclic chlorocyclopropaneas difunctional initiator during atom transfer radical polymerization of methyl or n-butyl acrylateas reagent during CrCl2-induced olefination of aldehydes

Technology Process of Methyl dichloroacetate

There total 31 articles about Methyl dichloroacetate 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: 94.3%

dichloroacethyl chloride (79-36-7) → dichloroacetic acid methyl ester (116-54-1)

Guidance literature:

In hydrogenchloride;

Reference yield: 85.4%

methanol (67-56-1) + pentachloroacetone (1768-31-6) → chloroform (67-66-3,8013-54-5) + dichloroacetic acid methyl ester (116-54-1)

Guidance literature:

With calcinated sodium carbonate; for 2h; Heating;

Reference yield: 80.0%

n-hexan-2-one (591-78-6) + Methyl trichloroacetate (598-99-2) → dichloroacetic acid methyl ester (116-54-1) + dimethyl tetrachlorosuccinate (3875-95-4) + methyl 3-methyl-2-chlorohept-2-enoate

Guidance literature:

With iodine; iron pentacarbonyl; In benzene; for 2h; Heating;

DOI:10.1007/BF02496013

upstream raw materials:

methanol

dichloro-acetic acid

chloral hydrate

potassium cyanide

Downstream raw materials:

dichloro-acetic acid-(α'-hydroxy-bibenzyl-α-ylamide)

dichloro-acetic acid-[(4-isopropyl-benzyl)-methyl-amide]

dichloro-acetic acid-(4-nitro-benzylamide)

2,2-dichloro-N-(3-phenylpropyl)acetamide

Refernces

• 1、 Sarrion,Santos,Galceran. "In situ derivatization/solid-phase microextraction for the determination of haloacetic acids in water". . p. 4865 - 4873. Retrieved 2000.
• 2、 Tanaka,Wien. "". . p. 41,48. Retrieved 1976.
• 3、 Gazizov,Gaisin,Khairullin,Safina,Karimova,Petrova. "Reactions of trialkyl phosphites with mono- and diacylals of halo-substituted acetic acids". . p. 1738 - 1741. Retrieved 2007/10/03.