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Mercaptoacetic acid

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Mercaptoacetic acid

EINECS 200-677-4
CAS No. 68-11-1 Density 1.312 g/cm3
Solubility soluble in water Melting Point -16 °C(lit.)
Formula C2H4O2S Boiling Point 225.481 °C at 760 mmHg
Molecular Weight 92.12 Flash Point 99.841 °C
Transport Information UN 1940 8/PG 2 Appearance Clear liquid
Safety 25-27-28-45-36/37-28C-23 Risk Codes 23/24/25-34-26-24/25
Molecular Structure Molecular Structure of 68-11-1 (Acetic acid,2-mercapto-) Hazard Symbols ToxicT, VeryT+

Aceticacid, mercapto- (8CI,9CI);2-Mercaptoacetic acid;2-Mercaptoethanoic acid;2-Thioglycolic acid;Glycolic acid, 2-thio-;NSC 1894;Sulfhydrylacetic acid;Thioglycolic acid;Thiovanic acid;a-Mercaptoacetic acid;


Mercaptoacetic acid Consensus Reports

Reported in EPA TSCA Inventory.

Mercaptoacetic acid Standards and Recommendations

OSHA PEL: TWA 1 ppm (skin)
ACGIH TLV: TWA 1 ppm (skin)
DOT Classification:  8; Label: Corrosive

Mercaptoacetic acid Specification

The Thioglycolic acid, with the 68-11-1, has the IUPAC name of 2-sulfanylacetic acid. This chemical is a kind of colorless liquid with an unpleasant odor which is sensitive to air and is soluble in water, ethanol and ethyl ether. And it is incompatible with diazo and azo compounds, halocarbons, isocyanates, aldehydes, alkali metals, nitrides, hydrides, and other strong reducing agentscould. Besides, it could react readily with other oxidizing agents, generating heat, toxic and flammable gases

The physical properties of this chemical are as follows: (1)ACD/LogP: 0.09; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -2; (4)ACD/LogD (pH 7.4): -3.47; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 1; (8)ACD/KOC (pH 7.4): 1; (9)#H bond acceptors: 2; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 2; (12)Polar Surface Area: 51.6; (13)Index of Refraction: 1.503; (14)Molar Refractivity: 20.77 cm3; (15)Molar Volume: 70.2 cm3; (16)Polarizability: 8.23 ×10-24 cm3; (17)Surface Tension: 48.5 dyne/cm; (18)Density: 1.311 g/cm3; (19)Flash Point: 99.8 °C; (20)Enthalpy of Vaporization: 50.9 kJ/mol; (21)Boiling Point: 225.5 °C at 760 mmHg; (22)Vapour Pressure: 0.0314 mmHg at 25°C; (23)Exact Mass: 91.9932; (24)MonoIsotopic Mass: 91.9932; (25)Topological Polar Surface Area: 38.3; (26)Heavy Atom Count: 5; (27)Formal Charge: 0; (28)Complexity: 42.9.

Production method of this chemical: (N-phenyl-formimidoylsulfanyl)-acetic acid methyl ester could react to produce Thioglycolic acid and mercaptoacetic acid methyl ester, with the following condition: reagent: HCl; solvent: H2O; yield: 93%; other condition: ambient temperature.

Use of this chemical: Thioglycolic acid could react with (E,E)-diisobutylidene-hydrazine to produce 2,2'-diisopropyl-[3,3']bithiazolidinyl-4,4'-dione, with the following condition: solvent: benzene; other condition: heating; yield: 24%.

As to its usage, it is widely applied in many ways. It could be used as the material of blanket finishing agent and also as the chemical reagent; It could also used as the setting lotion, depilatory, PVC stabilizing agent, initiator of polymerization, accelerator and chain transfer agent, and metal surface treatment chemicals; Then it is often used as the pharmaceutic intermediate to produce the following chemical substance, such as biotin, zinc sulfate, and is also the important raw material of composing cysteine, industrial disinfectant.

When you are dealing with this kind of chemical, you should be much more careful and then take some measures to protect yourself. This is a kind of toxic chemical which may at very low levels cause damage to health, so if by inhalation, in contact with skin and if swallowed, it will be very dangerous. And it could cause burns. Therefore, you should wear suitable protective clothing and gloves and try to avoid contact with eyes. If contact with skin, take off immediately all contaminated clothing, and wash immediately with plenty of ... (to be specified by the manufacturer). And if in case of accident or if you feel unwell, seek medical advice immediately (show the label where possible). Besides, you should not breathe gas/fumes/vapour/spray (appropriate wording to be specified by the manufacturer). Lastly, you should handle and open container with care.

In addition, you could convert the following datas into the molecular structure:
(1)Canonical SMILES: C(C(=O)O)S
(2)InChI: InChI=1S/C2H4O2S/c3-2(4)1-5/h5H,1H2,(H,3,4)

Below are the toxicity information of this chemical:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
guinea pig LD50 intraperitoneal 157mg/kg (157mg/kg)   Zeitschrift fuer die Gesamte Hygiene und Ihre Grenzgebiete. Vol. 20, Pg. 575, 1974.
guinea pig LD50 oral 126mg/kg (126mg/kg)   "Toxicology of Drugs and Chemicals," Deichmann, W.B., New York, Academic Press, Inc., 1969Vol. -, Pg. 586, 1969.
mammal (species unspecified) LD50 oral 250mg/kg (250mg/kg)   Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 39(4), Pg. 86, 1974.
mouse LCLo inhalation 7mg/m3/2H (7mg/m3)   "Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure," Izmerov, N.F., et al., Moscow, Centre of International Projects, GKNT, 1982Vol. -, Pg. 111, 1982.
mouse LD50 intraperitoneal 138mg/kg (138mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 31, Pg. 1713, 1981.
mouse LD50 intravenous 145mg/kg (145mg/kg)   Nippon Yakurigaku Zasshi. Japanese Journal of Pharmacology. Vol. 60, Pg. 278, 1964.
mouse LD50 oral 242mg/kg (242mg/kg)   Zeitschrift fuer die Gesamte Hygiene und Ihre Grenzgebiete. Vol. 20, Pg. 575, 1974.
mouse LD50 skin 47mg/kg (47mg/kg) BEHAVIORAL: TREMOR

Science Reports of the Research Institutes, Tohoku University, Series C: Medicine. Vol. 36(1-4), Pg. 10, 1989.
rabbit LD50 intravenous 100mg/kg (100mg/kg)   Biochemical Journal. Vol. 41, Pg. 325, 1947.
rabbit LD50 oral 119mg/kg (119mg/kg)   Zeitschrift fuer die Gesamte Hygiene und Ihre Grenzgebiete. Vol. 20, Pg. 575, 1974.
rabbit LDLo skin 300mg/kg (300mg/kg) SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE" Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 13(1), Pg. 48, 1969.
rat LC50 inhalation 210mg/m3/4H (210mg/m3) BEHAVIORAL: FOOD INTAKE (ANIMAL)


National Technical Information Service. Vol. OTS0554077,
rat LD50 intraperitoneal 70mg/kg (70mg/kg)   Zeitschrift fuer die Gesamte Hygiene und Ihre Grenzgebiete. Vol. 20, Pg. 575, 1974.
rat LD50 oral 114mg/kg (114mg/kg)   Zeitschrift fuer die Gesamte Hygiene und Ihre Grenzgebiete. Vol. 20, Pg. 575, 1974.

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