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| CAS No.: | 70-49-5 |
|---|---|
| Name: | Mercaptosuccinic acid |
| Molecular Structure: | |
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| Formula: | C4H6O4S |
| Molecular Weight: | 150.155 |
| 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; |
| EINECS: | 200-736-4 |
| Density: | 1.528 g/cm3 |
| Melting Point: | 155-157 °C(lit.) |
| Boiling Point: | 256.3 °C at 760 mmHg |
| Flash Point: | 108.8 °C |
| Solubility: | 150 g/L (20 °C) in water |
| Appearance: | white to almost white crystalline powder |
| Hazard Symbols: |
 Xn, C
|
| Risk Codes: | 22-36/37/38-34-20/21/22 |
| Safety: | 26-36-36/37/39-45-27 |
| PSA: | 113.40000 |
| LogP: | -0.15590 |
DL-thiomalic acid
| Conditions | Yield |
|---|---|
| With ammonium hydroxide In water at 120℃; for 2h; Sealed tube; High pressure; | 78% |
| 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. |
DL-thiomalic acid
| Conditions | Yield |
|---|---|
| With sodium hydroxide at 60℃; for 12h; | 68% |
| Conditions | Yield |
|---|---|
| beim Erwaermen des Reaktionsprodukts mit Wasser oder wss. Salzsaeure; |
bromosuccinic acid
DL-thiomalic acid
| Conditions | Yield |
|---|---|
| With potassium sulphide at 110℃; | |
| With potassium hydroxide; hydrogen sulfide; water nach 5 Tagen versetzt man mit Schwefelsaeure und aethert aus; |
ethylcarbamoylsulfanyl-succinic acid
DL-thiomalic acid
| Conditions | Yield |
|---|---|
| With ammonia at 20℃; dextrorotatory form; | |
| in sauerer oder alkalischer Loesung; dextrorotatory form; |
ethoxythiocarbonylmercapto-succinic acid
DL-thiomalic acid
| Conditions | Yield |
|---|---|
| With ethanol; ammonia | |
| With ammonium hydroxide | |
| With ammonia levorotatory thiomalic acid; | |
| With ammonia dextrorotatory thiomalic acid; |
| Conditions | Yield |
|---|---|
| With sodium hydroxide; aluminium |
| Conditions | Yield |
|---|---|
| With sodium hydroxide |
| 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. |
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Reported in EPA TSCA Inventory.
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.
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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. |
