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59-52-9

Basic Information
CAS No.: 59-52-9
Name: 2,3-Dimercapto-1-propanol
Article Data: 17
Molecular Structure:
Molecular Structure of 59-52-9 (2,3-Dimercapto-1-propanol)
Formula: C3H8OS2
Molecular Weight: 124.228
Synonyms: 1,2-Dimercapto-3-propanol;1,2-Dithioglycerol;2,3-Dimercapto-1-propanol;2,3-Dimercaptopropanol;2,3-Dithiopropan-1-ol;2,3-Dithiopropanol;3-Hydroxy-1,2-propanedithiol;Antoxol;BAL;British antilewisite;DMP;Dicaptol;Dimercaprol;Dimersol;Dithioglycerine;Dithioglycerol;NSC 39515;NSC 4646;Panobal;Sulfactin;a,b-Dithioglycerol;
EINECS: 200-433-7
Density: 1.194 g/cm3
Melting Point: 77 °C
Boiling Point: 223.4 °C at 760 mmHg
Flash Point: 89.1 °C
Solubility: 87 g/L (25 °C) in water
Appearance: colourless oily liquid with a typically offensive mercaptan smell
Hazard Symbols: IrritantXi
Risk Codes: 22-36/38
Safety: 23-24/25
Transport Information: UN 2810 6.1/PG 3
PSA: 97.83000
LogP: 0.20690
Synthetic route
poly(1-hydroxymethylethylenedisulfide)

poly(1-hydroxymethylethylenedisulfide)

lead acetate

lead acetate

A

584-04-3

1,3-dimercapto-2-propanol

B

59-52-9

2,3-dimercaptopropanol

Conditions
ConditionsYield
Stage #1: poly(1-hydroxymethylethylenedisulfide) With sodium hydroxide; hydrazine hydrate In water at 75℃; for 2h;
Stage #2: lead acetate In water
Stage #3: With hydrogen sulfide In diethyl ether
A n/a
B 64%
poly(2-hydroxypropylenedisulfide)

poly(2-hydroxypropylenedisulfide)

lead acetate

lead acetate

A

584-04-3

1,3-dimercapto-2-propanol

B

59-52-9

2,3-dimercaptopropanol

Conditions
ConditionsYield
Stage #1: poly(2-hydroxypropylenedisulfide) With sodium hydroxide; hydrazine hydrate In water at 75℃; for 2h;
Stage #2: lead acetate In water
Stage #3: With hydrogen sulfide In diethyl ether
A 62%
B n/a
96-13-9

2,3-Dibromopropan-1-ol

59-52-9

2,3-dimercaptopropanol

Conditions
ConditionsYield
Stage #1: With sulfur; ethanolamine; hydrazine In water at 70 - 73℃; for 2.5h;
Stage #2: 2,3-Dibromopropan-1-ol With ethanolamine; hydrazine In water at 45 - 50℃; for 2h;
Stage #3: With potassium hydroxide; hydrazine In water at 80℃; for 2h; Inert atmosphere;
58%
With sodium hydrogensulfide; ethanol at 25℃; im geschlossenen Gefaess;
With methanol; sodium hydrogensulfide; carbon dioxide at 60 - 70℃; under 5148.6 Torr;
poly(1-hydroxymethylethylenedisulfide)

poly(1-hydroxymethylethylenedisulfide)

59-52-9

2,3-dimercaptopropanol

Conditions
ConditionsYield
With sodium hydroxide; hydrazine hydrate In water at 75℃; for 2h;42%
poly(2-hydroxypropylenedisulfide)

poly(2-hydroxypropylenedisulfide)

A

584-04-3

1,3-dimercapto-2-propanol

B

59-52-9

2,3-dimercaptopropanol

Conditions
ConditionsYield
With sodium hydroxide; hydrazine hydrate In water at 75℃; for 2h;A 37%
B n/a
106-89-8

epichlorohydrin

A

27550-66-9

4-hydroxy-1,2-dithiolane

B

584-04-3

1,3-dimercapto-2-propanol

C

59-52-9

2,3-dimercaptopropanol

Conditions
ConditionsYield
Stage #1: With sulfur; ethanolamine; hydrazine In water at 60 - 65℃; for 2h;
Stage #2: epichlorohydrin With ethanolamine; hydrazine In water at 22℃; for 3h;
Stage #3: With potassium hydroxide; hydrazine In water at 80℃; for 2h; Inert atmosphere;
A 3%
B 27%
C n/a
56-23-5

tetrachloromethane

59051-15-9

1-acetoxy-2,3-bis-acetylsulfanyl-propane

59-52-9

2,3-dimercaptopropanol

Conditions
ConditionsYield
at 20℃;
616-23-9

2,3-Dichloro-1-propanol

59-52-9

2,3-dimercaptopropanol

Conditions
ConditionsYield
With methanol; sodium hydrogensulfide at 70 - 80℃;
59051-15-9

1-acetoxy-2,3-bis-acetylsulfanyl-propane

59-52-9

2,3-dimercaptopropanol

Conditions
ConditionsYield
With ethanol; phenylhydrazine
507-09-5

thioacetic acid

107-19-7

propargyl alcohol

59-52-9

2,3-dimercaptopropanol

Conditions
ConditionsYield
With dibenzoyl peroxide Irradiation.UV-Licht; Behandeln des Reaktionsprodukts mit wss.-methanol.Salzsaeure;
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    Product name: 2,3-Dimercapto-1-Propanol CAS No.:59-52-9 Molecule Formula:C3H8OS2 Molecule Weight:124.23 Purity: 99.0% Package: 25kg/drum Description:Light yellow powder Manufacture Standards:Enterprise Standard TES

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Chemistry


IUPAC Name: 2,3-Bis(sulfanyl)propan-1-ol
Empirical Formula: C3H8OS2
Molecular Weight: 124.225
EINECS: 200-433-7
Classification Code: Antidote [to arsenic and gold and mercury poisoning]; Chelating agents; Drug / Therapeutic Agent; Human Data; Mutation data; Natural Product; Reproductive Effect
Stability: Stable. Combustible. Incompatible with strong oxidizing agents, many metals.
storage temp.: 2-8 °C
Water Solubility: 87 g/L (25 °C)
Sensitive: Air Sensitive
Index of Refraction: 1.551
Molar Refractivity: 33.23 cm3
Molar Volume: 104 cm3
Surface Tension: 44.9 dyne/cm
Density: 1.194 g/cm3
Flash Point: 89.1 °C
Enthalpy of Vaporization: 53.47 kJ/mol
Boiling Point: 223.4 °C at 760 mmHg
Vapour Pressure of BAL (CAS NO.59-52-9): 0.0196 mmHg at 25 °C

Uses

 BAL (CAS NO.59-52-9) can be used as an antidote which is applicated for some toxic heavy metal ions such as arsenic, mercury, bismuth, gold, cadmium, antimony and so on.

Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
human TDLo intramuscular 3mg/kg (3mg/kg) BLOOD: HEMORRHAGE

SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE"
Science. Vol. 102, Pg. 601, 1945.
mouse LD50 intramuscular 113mg/kg (113mg/kg)   Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 223, Pg. 408, 1954.
mouse LD50 intraperitoneal 25mg/kg (25mg/kg)   National Technical Information Service. Vol. AD277-689,
mouse LD50 intravenous 56mg/kg (56mg/kg)   U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#04985,
mouse LD50 oral 217mg/kg (217mg/kg)   Quarterly Journal of Pharmacy & Pharmacology. Vol. 21, Pg. 364, 1948.
mouse LD50 unreported 99mg/kg (99mg/kg)   Fukuoka Igaku Zasshi. Vol. 49, Pg. 2779, 1958.
rabbit LD50 intramuscular 50mg/kg (50mg/kg)   Biochemical Journal. Vol. 41, Pg. 325, 1947.
rabbit LD50 intravenous 50mg/kg (50mg/kg)   Biochemical Journal. Vol. 41, Pg. 325, 1947.
rabbit LD50 parenteral 40mg/kg (40mg/kg) VASCULAR: BP ELEVATION NOT CHARACTERIZED IN AUTONOMIC SECTION

VASCULAR: REGIONAL OR GENERAL ARTERIOLAR CONSTRICTION
Annales Pharmaceutiques Francaises. Vol. 5, Pg. 172, 1947.
rabbit LD50 unreported 80mg/kg (80mg/kg)   Fukuoka Igaku Zasshi. Vol. 49, Pg. 2779, 1958.
rat LD50 intramuscular 87mg/kg (87mg/kg)   Toxicology and Applied Pharmacology. Vol. 36, Pg. 297, 1976.
rat LD50 intraperitoneal 105mg/kg (105mg/kg)   Annales Pharmaceutiques Francaises. Vol. 5, Pg. 172, 1947.
rat LD50 subcutaneous 2gm/kg (2000mg/kg)   Annales Pharmaceutiques Francaises. Vol. 5, Pg. 172, 1947.
rat LD50 unreported 113mg/kg (113mg/kg)   Fukuoka Igaku Zasshi. Vol. 49, Pg. 2779, 1958.

Consensus Reports

EPA Genetic Toxicology Program. Reported in EPA TSCA Inventory.

Safety Profile

Poison via ingestion, intramuscular, parenteral, intraperitoneal, and intravenous routes. Experimental teratogenic effects. Human systemic effects by intramuscular route: hemorrhage and dermatitis. Human blood and systemic skin effects by intramuscular route. It causes redness and swelling when applied locally to the skin, but does not produce blisters or ulcers. Intensely irritating to eyes and mucous membranes. Systemic symptoms are caused by injection. When heated to decomposition, it emits toxic fumes of SOx. Used as an antidote to arsenic, gold, and mercury poisoning.

Hazard Codes: HarmfulXn,IrritantXi
Risk Statements: 22-36/37/38-36/38 
R22:Harmful if swallowed. 
R36/37/38:Irritating to eyes, respiratory system and skin. 
R36/38:Irritating to eyes and skin.
Safety Statements: 26-36-24/25-23 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36:Wear suitable protective clothing. 
S24/25:Avoid contact with skin and eyes. 
S23:Do not breathe vapour.
RIDADR: UN 2810 6.1/PG 3
WGK Germany: 3
F: 8-9-13-23
HazardClass: 6.1
PackingGroup: III
RTECS: UB2625000

Specification

  BAL (CAS NO.59-52-9), its Synonyms are 1,2-Dimercapto-3-propanol ; 1,2-Dithioglycerol ; 1-Propanol, 2,3-dimercapto ; 1-Propanol, 2,3-dimercapto- ; 2,3-Dimercapto-1-propanol ; 2,3-Dimercaptol-1-propanol ; 2,3-Dimercaptopropanol ; 2,3-Dithiopropanol ; 3-Hydroxy-1,2-propanedithiol ; Dimercaprol ; Glycerol, 1,2-dithio- . It is colourless oily liquid with a typically offensive mercaptan smell.