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Sodium iodoacetate

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Name

Sodium iodoacetate

EINECS 206-165-7
CAS No. 305-53-3 Density N/A
PSA 40.13000 LogP -0.82870
Solubility methanol: 0.1 M at 20 °C, clear, colorless Melting Point 208 °C (dec.)(lit.)
Formula C2H2IO2.Na Boiling Point 262.1 °C at 760 mmHg
Molecular Weight 207.931 Flash Point 112.3 °C
Transport Information UN 2811 6.1/PG 1 Appearance light yellow to yellow-brown powder
Safety 26-39-45-36 Risk Codes 25-37/38-41-20/21/22
Molecular Structure Molecular Structure of 305-53-3 (IODOACETIC ACID SODIUM SALT) Hazard Symbols ToxicT, HarmfulXn
Synonyms

Aceticacid, iodo-, sodium salt (8CI,9CI);Iodoacetic acid sodium salt;Sodium monoiodoacetate;

 

Sodium iodoacetate Synthetic route

870656-65-8

N,N'-bis(2-mercaptoethyl)-1,4-diazacycloheptane cobalt(II) dimer

305-53-3

monosodium iodoacetate

1,4-diazacycloheptane-1,4-diylbis(3-thiapentanoic)cobalt(II)

Conditions
ConditionsYield
In methanol at 20℃; for 24h; Inert atmosphere; Schlenk technique;98%
80735-94-0

1-Phenyl-3-buten-1-ol

305-53-3

monosodium iodoacetate

257949-88-5

4-Phenyl-3-oxahept-6-enoic acid

Conditions
ConditionsYield
Stage #1: 1-Phenyl-3-buten-1-ol With sodium hydride In tetrahydrofuran for 1h; Metallation;
Stage #2: monosodium iodoacetate for 2h; Alkylation; Esterification; Heating;
95%
1.) THF, 2.) reflux, 2 h; Yield given. Multistep reaction;
138750-71-7, 125877-82-9

(2'R,3'S)-<3'-(tert-butyldimethylsilyloxy)tetrahydropyran-2'-yl>methanol

305-53-3

monosodium iodoacetate

864719-87-9

2-{[(2R,3S)-3-(tert-butyldimethylsilyloxy)-tetrahydro-2H-pyran-2-yl]methoxy}acetic acid

Conditions
ConditionsYield
With sodium hydride In tetrahydrofuran at 0 - 20℃;95%
With sodium hydride In tetrahydrofuran95%
With sodium hydride In tetrahydrofuran
81028-03-7

(Z)-4-benzyloxy-but-2-en-1-ol

305-53-3

monosodium iodoacetate

861997-65-1

(Z)-(4-benzyloxybut-2-enyloxy)acetic acid

Conditions
ConditionsYield
With n-butyllithium In tetrahydrofuran; hexane at -78 - 20℃;95%
305-53-3

monosodium iodoacetate

740845-32-3

[(2R,3R)-3-(tert-butyldimethylsilyloxy)-tetrahydro-2H-pyran-2-yl]methanol

740845-35-6

2-{[(2R,3R)-3-(tert-butyldimethylsilyloxy)-tetrahydro-2H-pyran-2-yl]methoxy}acetic acid

Conditions
ConditionsYield
With sodium hydride In tetrahydrofuran at 0 - 20℃;94%
With sodium hydride In tetrahydrofuran94%
305-53-3

monosodium iodoacetate

212205-68-0

(3R,4R)-4-Methoxymethoxy-hexadec-1-en-3-ol

212205-62-4

((1R,2R)-2-Methoxymethoxy-1-vinyl-tetradecyloxy)-acetic acid

Conditions
ConditionsYield
With sodium hydride In tetrahydrofuran at 0 - 20℃;92%
67-56-1

methanol

928-95-0

(E)-2-Hexen-1-ol

305-53-3

monosodium iodoacetate

256394-12-4

[((E)-Hex-2-enyl)oxy]-acetic acid methyl ester

Conditions
ConditionsYield
Stage #1: (E)-2-Hexen-1-ol; monosodium iodoacetate With n-butyllithium In tetrahydrofuran at -78 - 20℃;
Stage #2: methanol With dmap; dicyclohexyl-carbodiimide In dichloromethane at 0℃; for 0.5h;
92%
129964-91-6

(N,N'-bis(2-mercaptoethyl)-N,N'-diazacyclooctane)nickel(II)

305-53-3

monosodium iodoacetate

1,5-diazaoctane-1,5-diylbis(3-thiapentanoato)nickel(II)

Conditions
ConditionsYield
In methanol; acetonitrile addn. of ICH2CO2Na dissolved in CH3OH to a soln. of (C6H12N2)Ni(C2H4S)2 in CH3CN at 60°C under stirring; filtration of the soln. after 4 h, slow evapn. of the solvent, elem. anal.;90%
305-53-3

monosodium iodoacetate

233670-03-6

2-Benzyloxybut-3-en-1-ol

257949-96-5

5-Benzyloxy-3-oxahept-6-enoic acid

Conditions
ConditionsYield
Stage #1: 2-benzyloxy-3-buten-1-ol With n-butyllithium In tetrahydrofuran; hexane for 0.166667h; Metallation;
Stage #2: monosodium iodoacetate In tetrahydrofuran; hexane for 2h; Alkylation; Heating;
89%
67-56-1

methanol

928-94-9

(Z)-2-hexen-1-ol

305-53-3

monosodium iodoacetate

301659-67-6

[((Z)-Hex-2-enyl)oxy]-acetic acid methyl ester

Conditions
ConditionsYield
Stage #1: (Z)-2-hexen-1-ol; monosodium iodoacetate With n-butyllithium In tetrahydrofuran at -78 - 20℃;
Stage #2: methanol With dmap; dicyclohexyl-carbodiimide In dichloromethane at 0℃; for 0.5h;
87%

Sodium iodoacetate Chemical Properties

IUPAC Name: Sodium 2-iodoacetate
Synonyms: Sodium iodoacetate ; Acetic acid, 2-iodo-, sodium salt (1:1) ; Acetic acid, iodo-, sodium salt ; Iodoacetate, sodium salt ; Iodoacetic acid Sodium salt ; Sodium monoiodoacetate
Molecular Structure of Sodium monoiodoacetate (CAS NO:305-53-3) :
Molecular Formula of Sodium monoiodoacetate (CAS NO:305-53-3) : C2H2IO2.Na
Molecular Weight of Sodium monoiodoacetate (CAS NO:305-53-3) : 207.93
CAS NO: 305-53-3
EINECS : 206-165-7
Mol File: 305-53-3.mol
Flash Point: 112.3 °C
Enthalpy of Vaporization: 55.03 kJ/mol
Boiling Point: 262.1 °C at 760 mmHg
Vapour Pressure: 0.00329 mmHg at 25°C
Melting point: 208 °C (dec.)(lit.)
Storage temp: -20°C
Solubility: methanol: 0.1 M at 20 °C, clear, colorless
Appearance:light yellow to yellow-brown powder

Sodium iodoacetate Uses

 Sodium monoiodoacetate (CAS NO:305-53-3) is used in  pharmaceutical industry.

Sodium iodoacetate Toxicity Data With Reference

1.    

dni-hmn:lyms 10 mmol/L

    STBIBN    Studia Biophysica. 50 (1975),97.
2.    

ipr-rat LDLo:30 mg/kg

    JPPMAB    Journal of Pharmacy and Pharmacology. 17 (1965),814.
3.    

orl-mus LD50:63 mg/kg

    JPETAB    Journal of Pharmacology and Experimental Therapeutics. 86 (1946),336.
4.    

ipr-mus LD50:75 mg/kg

    NTIS**    National Technical Information Service. (Springfield, VA 22161) (Formerly U.S. Clearinghouse for Scientific and Technical Information) AD277-689 .

Sodium iodoacetate Consensus Reports

Reported in EPA TSCA Inventory.

Sodium iodoacetate Safety Profile

Poison by ingestion and intraperitoneal routes. Experimental reproductive effects. Human mutation data reported. When heated to decomposition it emits toxic fumes of I and Na2O.
Hazard Codes ToxicT,HarmfulXn
Risk Statements 25-37/38-41-20/21/22
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed. 
R37/38:Irritating to respiratory system and skin. 
R25 :Toxic if swallowed. 
R41:Risk of serious damage to the eyes.
Safety Statements 26-39-45-36 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36:Wear suitable protective clothing. 
S39:Wear eye / face protection. 
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
RIDADR UN 2811 6.1/PG 1
WGK Germany 3
RTECS AI3675000
F 3-8-10
HazardClass 6.1(b)
PackingGroup III

Sodium iodoacetate Specification

General Information: As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear.
Extinguishing Media: In case of fire, use water, dry chemical, chemical foam, or alcohol-resistant foam.

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