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Sodium dichloroacetate
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Name

Sodium dichloroacetate

 EINECS 218-461-3
CAS No. 2156-56-1 Density N/A
PSA 40.13000 LogP -0.46000
Solubility soluble in cold water Melting Point 198 °C (dec.)(lit.)
Formula C2HCl2NaO2 Boiling Point 194 °C at 760 mmHg
Molecular Weight 150.925 Flash Point 75.6 °C
Transport Information UN 2811 Appearance white powder
Safety 26-37/39-36 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 2156-56-1 (Sodium dichloroacetate) Hazard Symbols IrritantXi
Synonyms

Aceticacid, dichloro-, sodium salt (8CI,9CI);CPC 211;Ceresine;Dichloroaceticacid sodium salt;

Article Data 2

Sodium dichloroacetate Synthetic route

79-43-6

dichloro-acetic acid

2156-56-1

sodium dichloroacetate

Conditions
ConditionsYield
With sodium hydroxide In water at 20℃; for 2h;96%
With sodium hydrogencarbonate In N,N-dimethyl-formamide
2156-56-1

sodium dichloroacetate

58529-40-1

1,2-dichloro-tetramethyl-distannane

(CH3)2Sn(OC(CHCl2)O)2Sn(CH3)2

Conditions
ConditionsYield
In water to stirred soln. of tin compd. in degassed H2O was slowly added soln. of Na- (or NH4-) CHCl2COO (50-100% excess); formed ppt. was filtered off, washed with water, then with a little MeOH and dried in vac. at room temp.; recrystn. from PE(40/60); elem. anal.;99%
15663-27-1

cisplatin

2156-56-1

sodium dichloroacetate

1421629-47-1

cis-[Pt(dichloroacetate)2(NH3)2]

Conditions
ConditionsYield
Stage #1: cisplatin With nitric acid; silver nitrate In water at 20℃; for 48h; Darkness;
Stage #2: sodium dichloroacetate In water		87%
72287-26-4, 95464-05-4

(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride

2156-56-1

sodium dichloroacetate

494828-95-4

[Pd(O2CHCl2)2(1,1'-bis(diphenylphosphino)ferrocene)]

Conditions
ConditionsYield
With AgNO3 In dichloromethane (Ar); mixing palladium complex, sodium and silver salts in CH2Cl2, stirring at room temp. for 16 h in the dark; filtration through celite column, concn., addn. of hexane; elem. anal.;84%
2156-56-1

sodium dichloroacetate

Sodium; 4-carbamoylmethoxy-3-chloro-benzenesulfinate

A

78843-06-8

2-chloro-4-chloromethylsulfonylphenoxyacetic acid

B

2-(2-Chloro-4-chloromethanesulfonyl-phenoxy)-acetamide

Conditions
ConditionsYield
In water at 95℃; for 8h;A n/a
B 82%
In water at 95℃; for 8h;A n/a
B 82%
2156-56-1

sodium dichloroacetate

sodium salt of 4-chloro-2-sulfinylphenoxyacetamide

A

(4-Chloro-2-chloromethanesulfonyl-phenoxy)-acetic acid

B

2-(4-Chloro-2-chloromethanesulfonyl-phenoxy)-acetamide

Conditions
ConditionsYield
In water at 95℃; for 8h;A n/a
B 80.3%
14752-66-0

sodium p-chlorobenzenesulphinate

2156-56-1

sodium dichloroacetate

5943-04-4

chloromethyl p-chlorophenyl sulfone

Conditions
ConditionsYield
In water at 90℃; for 7h;74%
2156-56-1

sodium dichloroacetate

Sodium; 4-carbamoylmethoxy-benzenesulfinate

A

78843-02-4

4-chloromethylsulfonylphenoxyacetic acid

B

2-(4-Chloromethanesulfonyl-phenoxy)-acetamide

Conditions
ConditionsYield
In water at 95℃; for 8h;A n/a
B 73.1%
2156-56-1

sodium dichloroacetate

Sodium; 4-carbamoylmethoxy-2-chloro-benzenesulfinate

A

(3-Chloro-4-chloromethanesulfonyl-phenoxy)-acetic acid

B

2-(3-Chloro-4-chloromethanesulfonyl-phenoxy)-acetamide

Conditions
ConditionsYield
In water at 95℃; for 8h;A n/a
B 72.8%
31588-18-8

3-hydroxy-2-phenyl-1H-quinolin-4-one

2156-56-1

sodium dichloroacetate

C17H11NO4

Conditions
ConditionsYield
Stage #1: 3-hydroxy-2-phenyl-1H-quinolin-4-one With potassium carbonate In N,N-dimethyl-formamide Reflux; Inert atmosphere;
Stage #2: sodium dichloroacetate In N,N-dimethyl-formamide for 1.83333h; Inert atmosphere;		72%

Sodium dichloroacetate Specification

The Sodium dichloroacetate, with the cas register number 2156-56-1, has its IUPAC name of sodium 2,2-dichloroacetate. This is a kind of white powder, and is soluble in cold water.

The characteristics of this chemical are as below: (1)H-Bond Acceptor: 2; (2)Rotatable Bond Count: 1; (3)Exact Mass: 149.925129; (4)MonoIsotopic Mass: 149.925129; (5)Topological Polar Surface Area: 40.1; (6)Heavy Atom Count: 7; (7)Formal Charge: 0; (8)Complexity: 64.7; (9)Covalently-Bonded Unit Count: 2.

Uses of Sodium dichloroacetate: Sodium dichloroacetate could react with ethane-1,2-diamine and 4-bromo-phenol to produce dibromo N,N'-ethylenebis[2-(o-hydroxyphenyl)glycines]. The reaction condition is below: reagent: 6 N NaOH; solution:H2O, methanol; reaction time: 24 hours; reaction temp.: 85 ℃; field: 30%.

You should be cautious while dealing with this chemical. Being a kind of irritant chemical, it is irritating to eyes, respiratory system and skin and may cause inflammation to the skin or other mucous membranes. So while using this, you should take the following instructions. Wear suitable protective clothing, gloves and eye/face protection, and if in case of contacting with eyes, rinse immediately with plenty of water and seek medical advice.

The following datas could be converted into the molecular structure:
(1)Canonical SMILES: C(C(=O)[O-])(Cl)Cl.[Na+]
(2)InChI: InChI=1S/C2H2Cl2O2.Na/c3-1(4)2(5)6;/h1H,(H,5,6);/q;+1/p-1 
(3)InChIKey: LUPNKHXLFSSUGS-UHFFFAOYSA-M 

Below are the toxicity information which have been tested:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal > 3gm/kg (3000mg/kg)   Journal of Agricultural and Food Chemistry. Vol. 10, Pg. 370, 1962.
mouse LD50 oral 4845mg/kg (4845mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 222, Pg. 501, 1982.
 
rat LD50 oral 5281mg/kg (5281mg/kg)   Journal of Industrial Hygiene and Toxicology. Vol. 23, Pg. 78, 1941.

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