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Sodium chloroacetate

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Name

Sodium chloroacetate

EINECS 223-498-3
CAS No. 3926-62-3 Density 1.399 g/cm3
PSA 40.13000 LogP -1.02490
Solubility 440 g/L (20 °C) in water Melting Point 199 °C (dec.)(lit.)
Formula C2H3ClO2Na Boiling Point 189 °C at 760 mmHg
Molecular Weight 116.479 Flash Point 71.5 °C
Transport Information UN 2659 6.1/PG 3 Appearance white crystalline powder
Safety 22-37-45-61 Risk Codes 25-38-50
Molecular Structure Molecular Structure of 3926-62-3 (Chloroacetic acid sodium salt) Hazard Symbols ToxicT, DangerousN
Synonyms

Aceticacid, chloro-, sodium salt (8CI,9CI);Chloroacetic acid sodium salt;Monochloroacetic acid sodium salt;SMA;SMA (herbicide);Sodium2-chloroacetate;Sodiummonochloroacetate;Sodium a-chloroacetate;

Article Data 16

Sodium chloroacetate Synthetic route

79-11-8

chloroacetic acid

3926-62-3

sodium monochloroacetic acid

Conditions
ConditionsYield
With KB-4P-2(Na) Equilibrium constant; exchange equilibrium constant;
With sodium carbonate In water at 45℃;
With sodium carbonate In water
79-11-8

chloroacetic acid

1310-73-2

sodium hydroxide

3926-62-3

sodium monochloroacetic acid

Conditions
ConditionsYield
In water
3926-62-3

sodium monochloroacetic acid

(R)-ethyl 2-((tert-butyldimethylsilyl)oxy)propanoate

832151-92-5

(R)-1-chloro-3-(tert-butyldimethylsilyloxy)butan-2-one

Conditions
ConditionsYield
Stage #1: sodium monochloroacetic acid; (R)-ethyl 2-((tert-butyldimethylsilyl)oxy)propanoate With tert-butylmagnesium chloride; triethylamine In tetrahydrofuran at 0℃; for 4h;
Stage #2: With hydrogenchloride In tetrahydrofuran; water at 25℃; for 2h; pH=6.0;
100%

C13H23NO4

3926-62-3

sodium monochloroacetic acid

(3S,4S)-trans-3-(2-chloroacetyl)-4-methyl-pyrrolidine-1-carboxylic acid tert-butyl ester

Conditions
ConditionsYield
With tert-butylmagnesium chloride; triethylamine In tetrahydrofuran at -5 - 10℃; Inert atmosphere;100%
53008-65-4

methyl 2,3,4-tri-O-benzyl-D-glucopyranoside

3926-62-3

sodium monochloroacetic acid

methyl 2,3,4‐tri-O-benzyl‐6‐O‐(carboxymethyl)‐α-D‐glucopyranoside

Conditions
ConditionsYield
Stage #1: methyl 2,3,4-tri-O-benzyl-D-glucopyranoside With sodium hydride In N,N-dimethyl-formamide at 0℃;
Stage #2: sodium monochloroacetic acid at 0 - 20℃; for 0.166667h;
100%
1288985-04-5

C15H19F15N2O2S

3926-62-3

sodium monochloroacetic acid

1288985-12-5

C17H21F15N2O4S

Conditions
ConditionsYield
In ethanol; water at 78℃; for 24h; Inert atmosphere;99%
105198-38-7, 106513-42-2

ethyl (S)-2-(tert-butyldimethylsilyloxy)propanoate

3926-62-3

sodium monochloroacetic acid

156093-90-2

(S)-3-[(tert-butyldimethyl)silyloxy]-1-chlorobutan-2-one

Conditions
ConditionsYield
Stage #1: ethyl (S)-2-(tert-butyldimethylsilyloxy)propanoate; sodium monochloroacetic acid With tert-butylmagnesium chloride; triethylamine In tetrahydrofuran at 0℃; for 4h;
Stage #2: With hydrogenchloride In tetrahydrofuran; water pH=6.0;
98%
96-29-7

ethyl methyl ketone oxime

3926-62-3

sodium monochloroacetic acid

98548-96-0

2-[(butan-2-ylideneamino)oxy]ethanoic acid

Conditions
ConditionsYield
With potassium hydroxide In water; acetone at 20 - 60℃; for 2.25h; Solvent; Temperature;98%

C43H15F73N2O15

3926-62-3

sodium monochloroacetic acid

C45H17F73N2O17

Conditions
ConditionsYield
In ethanol; diethylperfluoroethylamine at 70 - 78℃; for 4h;97.5%
216659-47-1

(3-dimethylamino-propyl)-carbamic acid 1,1-dimethylethyl ester

3926-62-3

sodium monochloroacetic acid

918106-95-3

C12H24N2O4

Conditions
ConditionsYield
In water; tert-butyl alcohol at 80℃; for 8h;97.3%

Sodium chloroacetate Chemical Properties

Molecular Structure of Sodium chloroacetate (CAS NO.3926-62-3):

IUPAC Name: sodium 2-chloroacetate
Molecular formula: C2H2ClNaO2
Molecular Weight: 116.48
EINECS: 223-498-3
Merck: 14,2112
BRN: 3597157
Boiling Point: 189 °C at 760 mmHg
Flash Point: 71.5 °C
Enthalpy of Vaporization: 46.87 kJ/mol
Vapour Pressure: 0.259 mmHg at 25°C
Water Solubility: 440 g/L (20°C)
Melting point: 199 °C (dec.)(lit.)
Sensitive: Hygroscopic
InChI
InChI=1/C2H3ClO2.Na/c3-1-2(4)5;/h1H2,(H,4,5);/q;+1/p-1
Smiles
[O-]C(CCl)=O.[Na+]
Stability: Stable. Incompatible with strong oxidizing agents.
Classification Code: Agricultural Chemical; Growth regulator / Fertilizer; Herbicide; Out-dated pesticide

Sodium chloroacetate Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
bird - domestic LDLo oral 100mg/kg (100mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: COMA

GASTROINTESTINAL: OTHER CHANGES
Acta Pharmacologica et Toxicologica. Vol. 18, Pg. 179, 1961.
chicken LD50 oral 81mg/kg (81mg/kg)   Pesticide Chemicals Official Compendium, Association of the American Pesticide Control Officials, Inc., 1966. Vol. -, Pg. 1047, 1966.
guinea pig LD50 intraperitoneal 115mg/kg (115mg/kg)   Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 31(12), Pg. 53, 1987.
guinea pig LD50 oral 99mg/kg (99mg/kg)   Journal of Industrial Hygiene and Toxicology. Vol. 23, Pg. 78, 1941.
mammal (species unspecified) LDLo oral 150mg/kg (150mg/kg) BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)

GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
Nordisk Veterinaermedicin Danske Udgave. Vol. 13, Pg. 271, 1961.
mouse LD50 oral 165mg/kg (165mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 86, Pg. 336, 1946.
rabbit LD50 oral 156mg/kg (156mg/kg)   Pesticide Chemicals Official Compendium, Association of the American Pesticide Control Officials, Inc., 1966. Vol. -, Pg. 1047, 1966.
rat LD50 oral 95mg/kg (95mg/kg)   Journal of Industrial Hygiene and Toxicology. Vol. 23, Pg. 78, 1941.

Sodium chloroacetate Consensus Reports

Reported in EPA TSCA Inventory.

Sodium chloroacetate Safety Profile

Poison by ingestion and intraperitoneal routes. When heated to decomposition it emits toxic fumes of Cl and Na2O. Used as an herbicide.
The Hazard Codes:   T, 
HazardClass: 6.1
Risk Statements information:
25:  Toxic if swallowed  
38:  Irritating to the skin 
50:  Very Toxic to aquatic organisms  
Safety Statements information:
22:  Do not breathe dust 
37:  Wear suitable gloves 
45:  In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) 
61:  Avoid release to the environment. Refer to special instructions safety data sheet 
RIDADR: UN 2659 6.1/PG 3
RTECS: AG1400000
PackingGroup: III
HS Code: 29154000
WGK Germany: 2

Sodium chloroacetate Standards and Recommendations

DOT Classification:  6.1; Label: KEEP AWAY FROM FOOD

Sodium chloroacetate Specification

  Sodium chloroacetate , with CAS number of 3926-62-3, can be called Caswell No. 755A ; Chloroacetic acid sodium salt ; Chloroctan sodny ; Monoxone ; Sodium monochloroacetate . Sodium chloroacetate (CAS NO.3926-62-3) is used for pesticide, medicine and other organic synthesis.

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