2,3-Dimercapto-1-propanol supplier

Name
2,3-Dimercapto-1-propanol
EINECS 200-433-7
CAS No. 59-52-9
Article Data17
CAS DataBase
Density 1.194 g/cm³
Solubility 87 g/L (25 °C) in water
Melting Point 77 °C
Formula C₃H₈OS₂
Boiling Point 223.4 °C at 760 mmHg
Molecular Weight 124.228
Flash Point 89.1 °C
Transport Information UN 2810 6.1/PG 3
Appearance colourless oily liquid with a typically offensive mercaptan smell
Safety 23-24/25
Risk Codes 22-36/38
Molecular Structure
Hazard Symbols Xi
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;
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

Conditions	Yield
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%

...Expand

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

Conditions	Yield
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

...Expand

: 96-13-9
2,3-Dibromopropan-1-ol

: 59-52-9
2,3-dimercaptopropanol

Conditions

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

...Expand

: 56-23-5
tetrachloromethane

: 59051-15-9
1-acetoxy-2,3-bis-acetylsulfanyl-propane

: 59-52-9
2,3-dimercaptopropanol

Conditions

Conditions	Yield
at 20℃;

: 616-23-9
2,3-Dichloro-1-propanol

: 59-52-9
2,3-dimercaptopropanol

Conditions

Conditions	Yield
With methanol; sodium hydrogensulfide at 70 - 80℃;

: 59051-15-9
1-acetoxy-2,3-bis-acetylsulfanyl-propane

: 59-52-9
2,3-dimercaptopropanol

Conditions

Conditions	Yield
With ethanol; phenylhydrazine

: 507-09-5
thioacetic acid

: 107-19-7
propargyl alcohol

: 59-52-9
2,3-dimercaptopropanol

Conditions

Conditions	Yield
With dibenzoyl peroxide Irradiation.UV-Licht; Behandeln des Reaktionsprodukts mit wss.-methanol.Salzsaeure;

: 55487-28-0
2,3-bis-benzylsulfanyl-propionic acid

: 59-52-9
2,3-dimercaptopropanol

Conditions

Conditions	Yield
With ammonia; sodium

: 4-((benzyloxy)methyl)-1,3-dithiolane-2-thione

: 59-52-9
2,3-dimercaptopropanol

Conditions

Conditions	Yield
(i) LiAlH4, (ii) Na, liq. NH3; Multistep reaction;

: C9H20O5S6Se2

: 59-52-9
2,3-dimercaptopropanol

Conditions

Conditions	Yield
With selenium(IV) oxide; sodium acetate In water at 0.9℃; for 24h; Equilibrium constant; var. pH;

1.2-dithioglycerol triacetate: 1.2-dithioglycerol triacetate

: 59-52-9
2,3-dimercaptopropanol

Conditions

Conditions	Yield
With hydrogenchloride
With sodium hydroxide at 25℃; Isolierung ueber das Quecksilbersalz;
With sodium hydroxide at 25℃;

: 7647-01-0
hydrogenchloride

: 59051-15-9
1-acetoxy-2,3-bis-acetylsulfanyl-propane

: 59-52-9
2,3-dimercaptopropanol

: 96-13-9
2,3-Dibromopropan-1-ol

aqueous sodium polysulfide: aqueous sodium polysulfide

: 59-52-9
2,3-dimercaptopropanol

Conditions

Conditions	Yield
at 50 - 75℃; und Hydrieren des Reaktionsprodukts in Gegenwart von Kobalttrisulfid in Dioxan bei 125grad und 70 at Antfangsdruck;

: 67-56-1
methanol

: 96-13-9
2,3-Dibromopropan-1-ol

: 124-38-9
carbon dioxide

NaHS: NaHS

: 59-52-9
2,3-dimercaptopropanol

Conditions

Conditions	Yield
at 60 - 70℃; under 5148.6 Torr;

...Expand

: 59051-15-9
1-acetoxy-2,3-bis-acetylsulfanyl-propane

aqueous NaOH-solution: aqueous NaOH-solution

A: 98276-08-5
3-(2,3-dimercapto-propylsulfanyl)-2-mercapto-propan-1-ol

B: 59-52-9
2,3-dimercaptopropanol

...Expand

: 486-25-9
9-fluorenone

: 59-52-9
2,3-dimercaptopropanol

: spiro[fluorene-9,2'-[1,3]dithiolan]-4'-ylmethanol

Conditions

Conditions	Yield
With perchloric acid adsorbed on silica gel at 80℃; Inert atmosphere; Microwave irradiation;	100%

: 59-52-9
2,3-dimercaptopropanol

: mercury dichloride

: poly-[(2,3-dimercapto-1-propanolato-S,S'-)mercury(II)]

Conditions

Conditions	Yield
In water addn. of 1 equiv. of ligand to Hg-salt soln. (pptn.); collection, washing (H2O, EtOH), drying (vac., over P2O5); elem. anal.;	99%

NovaSynTM Tentagel bromo resin: NovaSynTM Tentagel bromo resin

: 59-52-9
2,3-dimercaptopropanol

NovaSynTM Tentagel resin-S3-bound 2,3-dimercapto-1-propanol: NovaSynTM Tentagel resin-S3-bound 2,3-dimercapto-1-propanol

Conditions

Conditions	Yield
With potassium carbonate In 1-methyl-pyrrolidin-2-one at 20℃; for 24h;	98%

bromoacetamidomethyl NovaGelTM resin: bromoacetamidomethyl NovaGelTM resin

: 59-52-9
2,3-dimercaptopropanol

NovaGelTM resin-S3-bound 2,3-dimercapto-1-propanol: NovaGelTM resin-S3-bound 2,3-dimercapto-1-propanol

Conditions

Conditions	Yield
With 1,2-divinylbenzene; potassium carbonate In 1-methyl-pyrrolidin-2-one at 20℃; for 24h;	98%

: 1115-15-7
divinyl sulfoxide

: 59-52-9
2,3-dimercaptopropanol

: C35H70O10S15

Conditions

Conditions	Yield
With sodium hydroxide In water at 20℃; for 3h;	96.8%

: 59-52-9
2,3-dimercaptopropanol

: 3173-53-3
Cyclohexyl isocyanate

: 3-Hydroxypropylen-1,2-bis(N-cyclohexylthiolurethan)

Conditions

Conditions	Yield
N-benzyl-trimethylammonium hydroxide In diethyl ether at 20℃; for 2h;	96%

: 288-32-4
1H-imidazole

: 59-52-9
2,3-dimercaptopropanol

: 18162-48-6
tert-butyldimethylsilyl chloride

: 1-t-butyldimethylsilyloxy-2,3-dimercaptopropane

Conditions

Conditions	Yield
With ammonium chloride In tetrahydrofuran; hexane; ethyl acetate	94.5%

...Expand

: 59-52-9
2,3-dimercaptopropanol

: 18162-48-6
tert-butyldimethylsilyl chloride

: 1-t-butyldimethylsilyloxy-2,3-dimercaptopropane

Conditions

Conditions	Yield
With ammonium chloride In tetrahydrofuran; hexane; ethyl acetate	94.5%

: 59-52-9
2,3-dimercaptopropanol

: 256348-81-9
4-dansylaminophenylarsenoxide

: 2-(4-dansylaminophenyl)-4-methanolic-1,3,2-dithiaarsolane

Conditions

Conditions	Yield
In ethanol; benzene at 20℃; for 0.5h; cyclocondensation;	94%

: 59-52-9
2,3-dimercaptopropanol

: 100-52-7
benzaldehyde

: 5694-48-4
2-phenyl-1,3-dithiolan-4-ylmethanol

Conditions

Conditions	Yield
hydrogenchloride In benzene for 3h;	93%
With sulfuric acid In 1,4-dioxane at 25 - 70℃; for 5.5h;	85%
sulfur dioxide In benzene Heating;	62%

: 59-52-9
2,3-dimercaptopropanol

: 1195-45-5
para-fluorophenyl isocyanate

: 3-Hydroxypropylen-1,2-bis(N-4-fluorphenylthiolurethan)

Conditions

Conditions	Yield
N-benzyl-trimethylammonium hydroxide In diethyl ether at 20℃; for 2h;	93%

: 59-52-9
2,3-dimercaptopropanol

: 123-72-8
butyraldehyde

: 344353-62-4
2-propyl-4-hydroxymethyl-1,3-dithiolane

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In benzene Heating;	86%

: 59-52-9
2,3-dimercaptopropanol

: 131543-46-9
Glyoxal

: C8H14O2S4

Conditions

Conditions	Yield
With sulfuric acid In 1,4-dioxane; water at 25 - 60℃; for 8h;	85%

: 1073-77-4
1-(2-Methoxycarbonylethyl)aziridine

: 59-52-9
2,3-dimercaptopropanol

: 2,3-bis(2-methoxycarbonylaminoethylthio)propanol

Conditions

Conditions	Yield
In methanol at 55 - 60℃; for 6h;	83%

: 59-52-9
2,3-dimercaptopropanol

: 14491-02-2
2,2-dimethyl-3-phenyl-2H-azirine

: 98294-41-8
2-(1-amino-1-methylethyl)-5-hydroxymethyl-2-phenyl-1,3-dithiolane

Conditions

Conditions	Yield
In ethanol at 70℃; for 22h;	83%

: 59-52-9
2,3-dimercaptopropanol

: 622-58-2
p-Tolylisocyanate

: 3-Hydroxypropylen-1,2-bis(N-4-tolylthiolurethan)

Conditions

Conditions	Yield
N-benzyl-trimethylammonium hydroxide In diethyl ether at 20℃; for 2h;	82%

: 110-62-3
pentanal

: 59-52-9
2,3-dimercaptopropanol

: 344260-09-9
2-n-butyl-4-hydroxymethyl-1,3-dithiolane

Conditions

Conditions	Yield
sulfur dioxide In benzene Heating;	81%
With toluene-4-sulfonic acid In benzene Heating;	77%

: 3164-46-3
1-(2-phenylethyl)aziridine

: 59-52-9
2,3-dimercaptopropanol

: 2,3-bis(2-phenethylaminoethylthio)propanol

Conditions

Conditions	Yield
In methanol at 55 - 60℃; for 6h;	80%

: 59-52-9
2,3-dimercaptopropanol

: 2032-35-1
Bromoacetaldehyde diethyl acetal

: 2-(bromomethyl)-4-hydroxymethyl-1,3-dithiolan

Conditions

Conditions	Yield
With boron trifluoride diethyl etherate In toluene at 20℃; for 6h;	80%

: 59-52-9
2,3-dimercaptopropanol

: 623-27-8
terephthalaldehyde,

: C14H18O2S4

Conditions

Conditions	Yield
With sulfuric acid In 1,4-dioxane at 25 - 60℃; for 4h;	80%

: 83095-83-4, 14647-25-7
[platinum(II)dichloride(1,2-bis(diphenylphosphino)ethane)]

: 75-09-2
dichloromethane

: 59-52-9
2,3-dimercaptopropanol

: cis-(1,2-bis(diphenylphosphino)ethane)(3-hydroxypropane-1,2-dithiolato)platinum(II)*0.5CH2Cl2

Conditions

Conditions	Yield
With potassium carbonate In methanol (Ar) dithiol was added to suspn. Pt complex and K2CO3 in MeOH, stirred at room temp. for 15 h and heated to 78°C for 6 h; solvent was removed in vacuo, residue was extd. with CHCl3-H2O, org. layer was dried over Na2SO4, filtered and evapd. in vacuo, chromy. on silica (CH2Cl2-acetone) and recrystn. from CH2Cl2-pentane; elem. anal.;	79%

...Expand

: 59-52-9
2,3-dimercaptopropanol

: 66-25-1
hexanal

: 344749-84-4
(2-Pentyl-[1,3]dithiolan-4-yl)-methanol

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In benzene Heating;	77%

: 59-52-9
2,3-dimercaptopropanol

: 77-76-9
2,2-dimethoxy-propane

: 5694-47-3
(2,2-dimethyl-1,3-dithiolan-4-yl)methanol

Conditions

Conditions	Yield
hydrogenchloride In N,N-dimethyl-formamide; acetone	75%

: 59-52-9
2,3-dimercaptopropanol

: 111-36-4
n-butyl isocyanide

: 3-Hydroxypropylen-1,2-bis(N-butylthiolurethan)

Conditions

Conditions	Yield
N-benzyl-trimethylammonium hydroxide In diethyl ether at 20℃; for 2h;	75%

: 59-52-9
2,3-dimercaptopropanol

: C6H14O3S5

Conditions

Conditions	Yield
With thionyl chloride; bipyridinium tribromide In acetonitrile at 20℃; for 12h;	75%

: 59-52-9
2,3-dimercaptopropanol

: 4755-98-0
3-mercapto-1,2-propylenesulfide

Conditions

Conditions	Yield
With potassium hydrogensulfate at 130 - 150℃; under 10 Torr;	71%
Stage #1: 2,3-dimercaptopropanol With phosphorus tribromide In dichloromethane at 5℃; for 1h; Stage #2: With sodium hydrogencarbonate In dichloromethane; water for 13.5h; Stage #3: With hydrogenchloride In dichloromethane; water for 1.5h;

: 59-52-9
2,3-dimercaptopropanol

: 108-94-1
cyclohexanone

: 35792-24-6
1,4-dithiaspiro[4.5]decan-2-ylmethanol

Conditions

Conditions	Yield
With perchloric acid; silica gel at 20℃; for 6h; Inert atmosphere;	71%
With toluene-4-sulfonic acid In benzene for 3h; Reflux;	65%
With hydrogenchloride; benzene

: 59-52-9
2,3-dimercaptopropanol

: 1122-90-3
4-aminophenylarsenoxide

: (2-(4-aminophenyl)-1,3,2-dithiarsolan-4-yl)methanol

Conditions

Conditions	Yield
In ethanol for 2h; Reflux;	71%

: 50-00-0
formaldehyd

: 59-52-9
2,3-dimercaptopropanol

: 5862-51-1
(1,3-dithiolan-4-yl)methanol

Conditions

Conditions	Yield
	70%
With sulfuric acid In 1,4-dioxane; water at 90 - 100℃; for 6h;	65%

: 59-52-9
2,3-dimercaptopropanol

: 104-12-1
p-chlorphenylisocyanate

: 3-Hydroxypropylen-1,2-bis(N-4-chlorphenylthiolurethan)

Conditions

Conditions	Yield
N-benzyl-trimethylammonium hydroxide In diethyl ether at 20℃; for 2h;	70%

2,3-Dimercapto-1-propanol Chemical Properties

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

2,3-Dimercapto-1-propanol 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.

2,3-Dimercapto-1-propanol 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.

2,3-Dimercapto-1-propanol Consensus Reports

EPA Genetic Toxicology Program. Reported in EPA TSCA Inventory.

2,3-Dimercapto-1-propanol 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 SO_x. Used as an antidote to arsenic, gold, and mercury poisoning.

Hazard Codes: Harmful Xn, Irritant Xi
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

2,3-Dimercapto-1-propanol 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.

Product Name

2,3-Dimercapto-1-propanol

Synthetic route

2,3-Dimercapto-1-propanol Chemical Properties

2,3-Dimercapto-1-propanol Uses

2,3-Dimercapto-1-propanol Toxicity Data With Reference

2,3-Dimercapto-1-propanol Consensus Reports

2,3-Dimercapto-1-propanol Safety Profile

2,3-Dimercapto-1-propanol Specification

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