Mercaptosuccinic acid supplier

Name
Mercaptosuccinic acid
EINECS 200-736-4
CAS No. 70-49-5
Density 1.528 g/cm³
Solubility 150 g/L (20 °C) in water
Melting Point 155-157 °C(lit.)
Formula C₄H₆O₄S
Boiling Point 256.3 °C at 760 mmHg
Molecular Weight 150.155
Flash Point 108.8 °C
Transport Information
Appearance white to almost white crystalline powder
Safety 26-36-36/37/39-45-27
Risk Codes 22-36/37/38-34-20/21/22
Molecular Structure
Hazard Symbols Xn,C
Synonyms Butanedioicacid, mercapto- (9CI);Succinic acid, mercapto- (6CI,8CI);2-Mercaptosuccinic acid;2-Thiomalic acid;DL-Mercaptosuccinic acid;DL-Thiomalic acid;Mercaptobutanedioic acid;a-Mercaptosuccinic acid;Monomercaptosuccinic acid;NSC 7302;Thiomalic acid;
PSA 113.40000
LogP -0.15590

Synthetic route

: C5H6N2O3S

: 70-49-5
DL-thiomalic acid

Conditions

Conditions	Yield
With ammonium hydroxide In water at 120℃; for 2h; Sealed tube; High pressure;	78%

: 110-17-8
(2E)-but-2-enedioic acid

: 70-49-5
DL-thiomalic acid

Conditions

Conditions	Yield
With sodium hydroxide; hydrogen sulfide In water at 120℃; under 7500.75 Torr; for 4h;	75%
With sodium hydroxide; sodium hydrogensulfide
With hydrogen sulfide; molecular sieves 4A (powder) In 1-methyl-pyrrolidin-2-one at 100℃; under 3750.38 Torr; for 5h; Product distribution / selectivity;	72 %Chromat.

: 2-Acetylsulfanyl-succinic acid bis-((1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyl) ester

: 70-49-5
DL-thiomalic acid

Conditions

Conditions	Yield
With sodium hydroxide at 60℃; for 12h;	68%

: 108-31-6
maleic anhydride

: 298-06-6
O,O-Diethyl hydrogen phosphorodithioate

: 70-49-5
DL-thiomalic acid

Conditions

Conditions	Yield
beim Erwaermen des Reaktionsprodukts mit Wasser oder wss. Salzsaeure;

: 923-06-8, 584-98-5
bromosuccinic acid

: 70-49-5
DL-thiomalic acid

Conditions

Conditions	Yield
With potassium sulphide at 110℃;
With potassium hydroxide; hydrogen sulfide; water nach 5 Tagen versetzt man mit Schwefelsaeure und aethert aus;

: 89776-00-1
ethylcarbamoylsulfanyl-succinic acid

: 70-49-5
DL-thiomalic acid

Conditions

Conditions	Yield
With ammonia at 20℃; dextrorotatory form;
in sauerer oder alkalischer Loesung; dextrorotatory form;

: 22119-15-9
ethoxythiocarbonylmercapto-succinic acid

: 70-49-5
DL-thiomalic acid

Conditions

Conditions	Yield
With ethanol; ammonia
With ammonium hydroxide
With ammonia levorotatory thiomalic acid;
With ammonia dextrorotatory thiomalic acid;

: 3384-95-0
3,4-dithia-hexane-1,2,5,6-tetracarboxylic acid

: 70-49-5
DL-thiomalic acid

Conditions

Conditions	Yield
With sodium hydroxide; aluminium

: 6332-90-7
acetylsulfanyl-succinic acid

: 70-49-5
DL-thiomalic acid

Conditions

Conditions	Yield
With sodium hydroxide

: 110-16-7
maleic acid

: 70-49-5
DL-thiomalic acid

Conditions

Conditions	Yield
With sodium hydroxide; sodium hydrogensulfide
With hydrogen sulfide; molecular sieves 4A (powder) In 1-methyl-pyrrolidin-2-one at 100℃; under 3900.39 - 3975.4 Torr; for 5h; Product distribution / selectivity;	75 %Chromat.

: 99-68-3
(carboxymethylthio)succinic acid

A: 70-49-5
DL-thiomalic acid

B: 64-19-7
acetic acid

Conditions

Conditions	Yield
thymol; potassium nitrate In water Mechanism; examination of further solvents; electrolysis;

(+-)-mercaptosuccinic acid diethyl ester: (+-)-mercaptosuccinic acid diethyl ester

: 70-49-5
DL-thiomalic acid

Conditions

Conditions	Yield
With sodium hydroxide

dehydropseudothiohydantoinacetic acid: dehydropseudothiohydantoinacetic acid

: 70-49-5
DL-thiomalic acid

Conditions

Conditions	Yield
With sodium amalgam

dextrorotatory dimethylcarbaminothiomalic acid: dextrorotatory dimethylcarbaminothiomalic acid

: 70-49-5
DL-thiomalic acid

Conditions

Conditions	Yield
With hydrogenchloride at 20℃; dextrorotatory form;
With sulfuric acid at 20℃; dextrorotatory form;

d lactonemalic acid: d lactonemalic acid

: 70-49-5
DL-thiomalic acid

Conditions

Conditions	Yield
With potassium hydrosulfide levorotatory thiomalic acid;

N.N'-diphenyl-pseudothiohydantoin-acetic acid: N.N'-diphenyl-pseudothiohydantoin-acetic acid

: 70-49-5
DL-thiomalic acid

Conditions

Conditions	Yield
With barium dihydroxide

potassium salt of/the/ l-bromosuccinic acid: potassium salt of/the/ l-bromosuccinic acid

: 70-49-5
DL-thiomalic acid

Conditions

Conditions	Yield
With water; potassium hydrosulfide levorotatory thiomalic acid;
With water; potassium hydrosulfide dextrorotatory thiomalic acid;

potassium salt of/the/ levorotatory bromosuccinic acid: potassium salt of/the/ levorotatory bromosuccinic acid

: 70-49-5
DL-thiomalic acid

Conditions

Conditions	Yield
With potassium hydrosulfide dextrorotatory form;
With potassium hydrosulfide levorotatory form;

pseudohydantoinacetic acid: pseudohydantoinacetic acid

: 70-49-5
DL-thiomalic acid

Conditions

Conditions	Yield
With barium dihydroxide

: 89776-00-1
ethylcarbamoylsulfanyl-succinic acid

: 7664-41-7
ammonia

: 70-49-5
DL-thiomalic acid

Conditions

Conditions	Yield
dextrorotatory S-ethylaminoformyl-thiomalic acid;

: 89776-00-1
ethylcarbamoylsulfanyl-succinic acid

alkali: alkali

: 70-49-5
DL-thiomalic acid

Conditions

Conditions	Yield
dextrorotatory S-ethylaminoformyl-thiomalic acid;

: 197433-30-0
(R)-ethoxythiocarbonylmercapto-succinic acid

aqueous alcoholic ammonia: aqueous alcoholic ammonia

: 70-49-5
DL-thiomalic acid

Conditions

Conditions	Yield
at 0℃;

disodium maleate: disodium maleate

A: 70-49-5
DL-thiomalic acid

B: 4917-76-4
thiodisuccinic acid

Conditions

Conditions	Yield
With sodium hydrogensulfide; water

: 7647-01-0
hydrogenchloride

: 89776-00-1
ethylcarbamoylsulfanyl-succinic acid

A: 70-49-5
DL-thiomalic acid

B racemic 3-ethyl-2.4-dioxo-thiazolidin-acetic acid-(5): racemic 3-ethyl-2.4-dioxo-thiazolidin-acetic acid-(5)

Conditions

Conditions	Yield
dextrorotatory S-ethylaminoformyl-thiomalic acid;

...Expand

: potassium hydrosulfide

: 177019-47-5
(R)-2-hydroxy-succinic acid-4-lactone

: 70-49-5
DL-thiomalic acid

: 6915-18-0
2-butenedioic acid

: 70-49-5
DL-thiomalic acid

Conditions

Conditions	Yield
With ammonium hydroxide; sodium periodate; hydrogen sulfide; acetic acid; cellulose In ethanol at 80℃; under 3750.38 Torr; Michael Addition;

: 70-49-5
DL-thiomalic acid

: 3384-95-0
3,4-dithia-hexane-1,2,5,6-tetracarboxylic acid

Conditions

Conditions	Yield
With 3,6-di(2'-pyridyl)-1,2,4,5-tetrazine In water at 40℃; for 0.05h; Temperature;	99%
With dihydrogen peroxide In ethanol; water at 20℃; for 0.166667h; Catalytic behavior; Solvent; Reagent/catalyst; Green chemistry;	99%
With dihydrogen peroxide In water; ethyl acetate at 20℃; for 0.583333h; Green chemistry;	99%

: 70-49-5
DL-thiomalic acid

: bis(1,2-dicarboxyethanethio)tellurium(II)

Conditions

Conditions	Yield
With tellurium oxide; sodium hydroxide	99%

: 70-49-5
DL-thiomalic acid

: 2495-35-4
benzylacrylate

: C14H16O6S

Conditions

Conditions	Yield
With triethylamine In acetonitrile at 20℃; for 48h;	99%

: 70-49-5
DL-thiomalic acid

: 97-53-0
4-allylguaiacol

: C14H18O6S

Conditions

Conditions	Yield
With 2-hydroxy-2-methylpropiophenone In 1,4-dioxane; ethanol at 20℃; for 50h; UV-irradiation;	98%
With benzoin dimethyl ether at 20℃; for 1h; UV-irradiation;

: 70-49-5
DL-thiomalic acid

: 4917-76-4
thiodisuccinic acid

Conditions

Conditions	Yield
With dihydrogen peroxide In ethanol; water at 20℃; for 0.0833333h; Solvent; Time; Green chemistry;	98%

: 70-49-5
DL-thiomalic acid

: PTPBA

: C20H20O6S2

Conditions

Conditions	Yield
With triethylamine In acetonitrile at 50℃; for 0.75h;	97%

: 70-49-5
DL-thiomalic acid

: 104-76-7
2-Ethylhexyl alcohol

: 65291-46-5
bis(2-ethylhexyl) mercaptosuccinate

Conditions

Conditions	Yield
With sulfuric acid In benzene for 3h; Heating / reflux;	94.5%

: 70-49-5
DL-thiomalic acid

: (Et4N)2[MoFe3S4Cl3(tetrachlorocatecholate)] * MeCN

: 4(CH3CH2)4N(1+)*[MoFe3S4Cl3(SCH(CH2COOH)COO)]2(4-) = [(CH3CH2)4N]4[MoFe3S4Cl3(SCH(CH2COOH)COO)]2

Conditions

Conditions	Yield
In acetonitrile absence of air and moisture; slow addn. of stoich. amt. of thiomalic acid to soln. of Mo-complex, stirring for 1 h; filtration, addn. of ether, standing for 5 h, dissoln. of oil in MeCN, pptn. on addn. of ether, filtration, washing (EtOH, Me2CO, ether), drying (vac.); elem. anal.;	94%

: 70-49-5
DL-thiomalic acid

: 114710-06-4
p,p'-Bis(benzalhydrazinocarbonylmethylamino)diphenylsulphone

: 114710-45-1
p,p'-Bis(5-carboxymethyl-4-oxo-2-phenylthiazolidin-3-ylamidomethylamino)diphenylsulphone

Conditions

Conditions	Yield
at 160℃; for 2h;	93%

: 70-49-5
DL-thiomalic acid

: 17356-08-0
thiourea

: 100-10-7
4-dimethylamino-benzaldehyde

: 2-(4-dimethylaminophenyl)-3-thiocarbamoylthiazolidin-4-one-5-ylacetic acid

Conditions

Conditions	Yield
With zinc(II) chloride In tetrahydrofuran; ethanol for 10h; Reflux;	93%

...Expand

: 70-49-5
DL-thiomalic acid

: 100-63-0
phenylhydrazine

: 100-10-7
4-dimethylamino-benzaldehyde

: 2-(4-dimethylaminophenyl)-3-phenylaminothiazolidine-4-one-5ylacetic acid

Conditions

Conditions	Yield
With zinc(II) chloride In tetrahydrofuran; ethanol for 10h; Reflux;	93%

...Expand

: 70-49-5
DL-thiomalic acid

: 444315-18-8
monovinylheptaisobutylsilsesquioxane

: C34H72O16SSi8

Conditions

Conditions	Yield
With 2,2-dimethoxy-2-phenylacetophenone In tetrahydrofuran for 0.166667 - 0.5h; UV-irradiation;	93%
With 2,2'-azobis(isobutyronitrile) In tetrahydrofuran at 60℃; for 10h;	90%

: 70-49-5
DL-thiomalic acid

: 40649-36-3
4-propyl-cyclohexanone

: 17846-15-0
adamantane-1-carbohydrazide

: [4‐(adamantane‐1‐carboxamido)‐3‐oxo‐8‐propyl‐1‐thia‐4‐azaspiro‐[4.5]decan‐2‐yl]acetic acid

Conditions

Conditions	Yield
Stage #1: 4-propyl-cyclohexanone; adamantane-1-carbohydrazide In toluene at 120℃; for 2h; Dean-Stark; Stage #2: DL-thiomalic acid In toluene at 120℃; Dean-Stark;	93%

...Expand

: 70-49-5
DL-thiomalic acid

: 180346-15-0
(5-chloro-2-neopentylamino-phenyl)-naphthalen-1-yl-methanol

: (-)-trans-7-chloro-5-(1-naphthyl)-1-neopentyl-2-oxo-1,2,3,5-tetrahydro-4,1-benzothiazepin-3-acetic acid

Conditions

Conditions	Yield
With propionic acid	92%

: 70-49-5
DL-thiomalic acid

: C69H136O2Si7

: C101H184O34S8Si7

Conditions

Conditions	Yield
With 2,2-dimethoxy-2-phenylacetophenone In tetrahydrofuran; methanol for 2h; Inert atmosphere; UV-irradiation;	92%

: 70-49-5
DL-thiomalic acid

: 19782-48-0
5-(3-formyl-4-methoxybenzyl)-2-methoxybenzaldehyde

: 123-30-8
4-amino-phenol

: 1050436-10-6
2-[2-(5-3-[5-(carboxymethyl)-3-(4-hydroxyphenyl)-4-oxo-1,3-thiazolan-2-yl]-4-methoxybenzyl-2-methoxyphenyl)-3-(4-hydroxyphenyl)-4-oxo-1,3-thiazolan-5-yl]acetic acid

Conditions

Conditions	Yield
With zinc(II) chloride In toluene at 110℃; for 0.05h; microwave irradiation;	91%

...Expand

: 70-49-5
DL-thiomalic acid

: 75-36-5
acetyl chloride

: 6953-60-2
s-acetylmercaptosuccinic anhydride

Conditions

Conditions	Yield
for 3h; Reflux;	91%

: 70-49-5
DL-thiomalic acid

: 100-10-7
4-dimethylamino-benzaldehyde

: 57-13-6
urea

: 2-(3-carbamoyl-2-(4-(dimethylamino)phenyl)-4-oxothiazolidin-5-yl)acetic acid

Conditions

Conditions	Yield
With zinc(II) chloride In tetrahydrofuran; ethanol for 10h; Reflux;	91%

...Expand

: 70-49-5
DL-thiomalic acid

: 100-10-7
4-dimethylamino-benzaldehyde

: 119-26-6
(2,4-dinitro-phenyl)-hydrazine

: 2-(4-dimethylaminophenyl)-3-(2,4-dinitrophenylamino)thiazolidin-4-one-5-ylacetic acid

Conditions

Conditions	Yield
With zinc(II) chloride In tetrahydrofuran; ethanol for 10h; Reflux;	91%

...Expand

: 70-49-5
DL-thiomalic acid

: 17696-69-4
hematoporphyrin IX dihydrochloride

: 7,12-bis<1-<(1,2-dicarboxyethyl)thio>ethyl>-3,8,13,17-tetramethyl-21H,23H-porphine-2,18-dipropanoic acid

Conditions

Conditions	Yield
With L-valine; acetic acid for 0.666667h; Ambient temperature;	90%

: 70-49-5
DL-thiomalic acid

: 81847-18-9
1,6,19,24-Tetraoxa-2,5,20,23-tetraoxocyclohexatriconta-3,21-diene

: 81847-21-4
2-(2,5,20,23-Tetraoxo-1,6,19,24-tetraoxa-cyclohexatriacont-3-ylsulfanyl)-succinic acid

Conditions

Conditions	Yield
	90%

: 70-49-5
DL-thiomalic acid

: 276693-71-1
2-chloro-7-cyclopropyl-4,7-dihydro-3-nitro-4-oxothieno<2,3-b>pyridine-5-carboxylic acid

: C15H12N2O9S2

Conditions

Conditions	Yield
With triethylamine In water; acetone at 20℃; for 7h;	90%

: 70-49-5
DL-thiomalic acid

: 36132-68-0
N-cyclohexylidene-p-toluidine

: 1133274-41-5
C17H21NO3S

Conditions

Conditions	Yield
With zinc(II) chloride at 160℃;	90%

: 70-49-5
DL-thiomalic acid

: C17H18ClN3O5

: 123-30-8
4-amino-phenol

: 2-(2-((3aR,5S,6S,6aR)-6-((1-(4-chlorophenyl)-1H-1,2,3-triazol-4-yl)methoxy)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)-3-(4-hydroxyphenyl)-4-oxothiazolidin-5-yl)acetic acid

Conditions

Conditions	Yield
With zinc(II) chloride In toluene for 0.0666667h; Microwave irradiation;	90%
With zinc(II) chloride In toluene at 110℃; for 0.0666667h; Microwave irradiation;	79%

...Expand

: 70-49-5
DL-thiomalic acid

: C37H80O12Si8

: C41H86O16SSi8

Conditions

Conditions	Yield
With 2,2'-azobis(isobutyronitrile) In tetrahydrofuran at 90℃; for 10h;	90%

: 70-49-5
DL-thiomalic acid

: C38H82O12Si8

: C42H88O16SSi8

Conditions

Conditions	Yield
With 2,2'-azobis(isobutyronitrile) In tetrahydrofuran at 90℃; for 10h;	90%

: 70-49-5
DL-thiomalic acid

: (3aS,4S,6S,6aS)-6-((1-(4-chlorophenyl)-1H-1,2,3-triazol-4-yl)methoxy)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole-4-carbaldehyde

: 123-30-8
4-amino-phenol

: 2-(2-((3aR,4S,6S,6aS)-6-((1-(4-chlorophenyl)-1H-1,2,3-triazol-4-yl)methoxy)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)-3-(4-hydroxyphenyl)-4-oxothiazolidin-5-yl)acetic acid

Conditions

Conditions	Yield
With zinc(II) chloride In toluene at 110℃; for 0.0666667h; Microwave irradiation;	90%

...Expand

: 70-49-5
DL-thiomalic acid

: C44H38O12Si8

: C48H44O16SSi8

Conditions

Conditions	Yield
With 2,2'-azobis(isobutyronitrile) In tetrahydrofuran at 60℃; for 10h;	90%

: 70-49-5
DL-thiomalic acid

: 230316-01-5
C44H80O12Si8

: C48H86O16SSi8

Conditions

Conditions	Yield
With 2,2'-azobis(isobutyronitrile) In tetrahydrofuran at 60℃; for 10h;	90%

: 70-49-5
DL-thiomalic acid

: 7,17-dimethyl-7,17-divinyl-1,3,5,9,11,13,15,1-octaphenylhexacyclo[9.13.11,9 .13,15 .15,13 .111,19 ]decasiloxane

: C62H64O22S2Si10

Conditions

Conditions	Yield
With 2,2'-azobis(isobutyronitrile) In tetrahydrofuran at 60℃; for 10h;	90%

Mercaptosuccinic acid Consensus Reports

Reported in EPA TSCA Inventory.

Mercaptosuccinic acid Specification

The Mercaptosuccinic acid, with the CAS registry number 70-49-5, is also known as Monomercaptosuccinic acid. Its EINECS registry number is 200-736-4. This chemical's molecular formula is C₄H₆O₄S and molecular weight is 150.15. Its IUPAC name is called 2-sulfanylbutanedioic acid. The product is the main component of cold wave pharmaceutical. Mercaptosuccinic acid is also used in complexation concealment, biochemical research, heavy metal antidotes and rubber industries.

Physical properties of Mercaptosuccinic acid: (1)ACD/BCF (pH 5.5): 1; (2)ACD/BCF (pH 7.4): 1; (3)ACD/KOC (pH 5.5): 1; (4)ACD/KOC (pH 7.4): 1; (5)#H bond acceptors: 4; (6)#H bond donors: 2; (7)#Freely Rotating Bonds: 4; (8)Index of Refraction: 1.556; (9)Molar Refractivity: 31.565 cm³; (10)Molar Volume: 98.238 cm³; (11)Surface Tension: 69.969 dyne/cm; (12)Density: 1.528 g/cm³; (13)Flash Point: 108.807 °C; (14)Enthalpy of Vaporization: 54.368 kJ/mol; (15)Boiling Point: 256.3 °C at 760 mmHg; (16)Vapour Pressure: 0.005 mmHg at 25°C.

Uses of Mercaptosuccinic acid: It forms the backbone of the pesticide malathion. it can be used to produce mercaptosuccinic acid diethyl ester with ethanol. This reaction will need reagent hydrogen chloride.

Mercaptosuccinic acid can be used to produce mercaptosuccinic acid diethyl ester with ethanol

When you are using this chemical, please be cautious about it as the following:
This chemical may destroy living tissue on contact and may cause burns. It is harmful by inhalation, in contact with skin and if swallowed. In addition, it is irritating to eyes, respiratory system and skin. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. Whenever you will contact it, please wear suitable protective clothing, gloves and eye/face protection. In case of accident or if you feel unwell seek medical advice immediately (show the label where possible).

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: C(C(C(=O)O)S)C(=O)O
(2)InChI: InChI=1S/C4H6O4S/c5-3(6)1-2(9)4(7)8/h2,9H,1H2,(H,5,6)(H,7,8)
(3)InChIKey: NJRXVEJTAYWCQJ-UHFFFAOYSA-N

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD50	intraperitoneal	200mg/kg (200mg/kg)		National Technical Information Service. Vol. AD277-689,
rabbit	LD50	intravenous	> 1gm/kg (1000mg/kg)		Biochemical Journal. Vol. 41, Pg. 325, 1947.

Product Name

Mercaptosuccinic acid

Synthetic route

Mercaptosuccinic acid Consensus Reports

Mercaptosuccinic acid Specification

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