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68-11-1 Structure

68-11-1 Structure

Mercaptoacetic acid


Thioglyeollic acid
Thiovanie acid
2-Thioglycolic acid
Acide thioglycolique
alpha-Mercaptoacetic acid
Glycolic acid, 2-thio-
Glycolic acid, thio-

[Molecular Formula]

[MDL Number]

[Molecular Weight]

[MOL File]

Chemical PropertiesBack Directory

Colorless Liquid

Thioglycolic acid is a colorless liquid with a strong unpleasant odor like rotten eggs.
[Melting point ]

−16 °C(lit.)
[mp ]

−16 °C(lit.)
[Boiling point ]

96 °C5 mm Hg(lit.)
[bp ]

96 °C5 mm Hg(lit.)
[density ]

1.326 g/mL at 20 °C(lit.)
[vapor density ]

3.2 (vs air)
[vapor pressure ]

0.4 mm Hg ( 25 °C)
[refractive index ]

n20/D 1.505(lit.)
[Fp ]

126 °C
[storage temp. ]


3.68(at 25℃)
[form ]

[color ]

clear clear, colorless

1 (H2O, 20℃)
[Water Solubility ]

[Sensitive ]

Air Sensitive
[Merck ]

[BRN ]

[Exposure limits]

TLV-TWA 1 ppm (~3.8 mg/m3) (ACGIH).

[CAS DataBase Reference]

68-11-1(CAS DataBase Reference)
[NIST Chemistry Reference]

Acetic acid, mercapto-(68-11-1)
[EPA Substance Registry System]

Thioglycolic acid (68-11-1)
Safety DataBack Directory
[Hazard Codes ]

[Risk Statements ]

R23/24/25:Toxic by inhalation, in contact with skin and if swallowed .
R34:Causes burns.
R26:Very Toxic by inhalation.
R24/25:Toxic in contact with skin and if swallowed .
[Safety Statements ]

S25:Avoid contact with eyes .
S27:Take off immediately all contaminated clothing .
S28:After contact with skin, wash immediately with plenty of ... (to be specified by the manufacturer) .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S36/37:Wear suitable protective clothing and gloves .
S23:Do not breathe gas/fumes/vapor/spray (appropriate wording to be specified by the manufacturer) .

UN 1940 8/PG 2
[WGK Germany ]


[F ]

[Autoignition Temperature]

662 °F

[HazardClass ]

[PackingGroup ]

[HS Code ]

[Safety Profile]

Poison by ingestion, skin contact, intraperitoneal, and intravenous routes. Moderately toxic by subcutaneous route. A corrosive irritant to skin, eyes, and mucous membranes. When heated to decomposition it emits toxic fumes of SOx. See also MERCAPTANS and HYDROGEN SULFIDE.
[Hazardous Substances Data]

68-11-1(Hazardous Substances Data)

LD50 orally in rats: 0.15 ml/kg (Deichmann, Mergard)
Raw materials And Preparation ProductsBack Directory
【Raw materials】

Sulfuric acid-->Thiourea-->Sodium sulfide-->Chloroacetic acid-->Sodium hydrosulfide-->Barium hydroxide-->Sodium sulfide nonahydrate-->(-)-MENTHYL CHLOROFORMATE-->dithiodiglycollic acid-->BIS(CARBOXYMETHYL) TRITHIOCARBONATE-->THIODIGLYCOLIC ACID-->Sodium chloroacetate
【Preparation Products】

Methyl thioglycolate-->Thifensulfuron methyl-->Thianaphthene-2-carboxylic acid-->ORALITH BRILLIANT PINK R-->ETHYL THIOGLYCOLATE-->Methyltin mercaptide-->Ammonium thioglycolate-->Vat Voilet 3-->Thifensulfuron-->2,4-Thiazolidinedione-->xanthogenamide-->4-(4-METHYLPHENYL)-3-THIOSEMICARBAZIDE-->Acetic acid, 2-mercapto-, 1,1'-[2-(hydroxymethyl)-2-[[(mercaptoacetyl)oxy]methyl]-1,3-propanediyl] ester-->2-hydroxyethyl mercaptoacetate-->Erdosteine
Hazard InformationBack Directory
[General Description]

A colorless liquid with an unpleasant odor. Density 1.325 g/cm3. Used to make permanent wave solutions and depilatories. Corrosive to metals and tissue.
[Reactivity Profile]

THIOGLYCOLIC ACID(68-11-1) is readily oxidized by air . Reacts readily with other oxidizing agents as well in reactions that may generate toxic gases. Incompatible with diazo and azo compounds, halocarbons, isocyanates, aldehydes, alkali metals, nitrides, hydrides, and other strong reducing agents. Reactions with these materials may generate heat and toxic and flammable gases. May react with acids to liberate hydrogen sulfide. Neutralizes bases in exothermic reactions. Reacts with cyanides, sulfites, nitrites, thiosulfates to generate flammable and toxic gases and heat. Reacts with carbonates and bicarbonates.
[Air & Water Reactions]

Readily oxidized by air. Water soluble.
[Health Hazard]

TOXIC; inhalation, ingestion or skin contact with material may cause severe injury or death. Contact with molten substance may cause severe burns to skin and eyes. Avoid any skin contact. Effects of contact or inhalation may be delayed. Fire may produce irritating, corrosive and/or toxic gases. Runoff from fire control or dilution water may be corrosive and/or toxic and cause pollution.
[Potential Exposure]

Thioglycolic acid is used to make thioglycolates; in sensitivity tests for iron; in formulations of permanent wave solutions and depilatories; in pharmaceutical manufacture; as a stabilizer in vinyl plastics.
[First aid]

If this chemical gets into the eyes, remove any contact lenses at once and irrigate immediately for at least 20 minutes, occasionally lifting upper and lower lids. Seek medical attention immediately. If this chemical contacts the skin, remove contaminated clothing and wash immediately with soap and water. Seek medical attention immediately. If this chemical has been inhaled, remove from exposure, begin rescue breathing (using universal precautions, including resuscitation mask) if breathing has stopped and CPR if heart action has stopped. Transfer promptly to a medical facility. When this chemical has been swallowed, contact a physician, hospital or poison center at once. If the victim is unconscious or convulsing, do not induce vomiting or give anything by mouth. If conscious, do not induce vomiting. For dilute acid; ive water, milk, milk of magnesia; A(OH)3, or Ca(OH) 2. Avoid carbonates or bicarbonates. For concentrated acid, it may be dangerous to administer water or antacids. Some authorities suggest ice water or a snow slurry. Medical observation is recommended for 24-48 hours after breathing overexposure, as pulmonary edema may be delayed. As first aid for pulmonary edema or pneumonitis, a doctor or authorized paramedic may consider administering a drug or other inhalation therapy.
[Fire Hazard]

Combustible material: may burn but does not ignite readily. When heated, vapors may form explosive mixtures with air: indoors, outdoors and sewers explosion hazards. Contact with metals may evolve flammable hydrogen gas. Containers may explode when heated. Runoff may pollute waterways. Substance may be transported in a molten form.

UN1940 Thyoglycolic acid, Hazard class: 8; Labels: 8-Corrosive material.

Compounds of the carboxyl group react with all bases, both inorganic and organic (i.e., amines) releasing substantial heat, water and a salt that may be harmful. Incompatible with arsenic compounds (releases hydrogen cyanide gas), diazo compounds, dithiocarbamates, isocyanates, mercaptans, nitrides, and sulfides (releasing heat, toxic and possibly flammable gases), thiosulfates and dithionites (releasing hydrogen sulfate and oxides of sulfur). Air, strong oxidizers; bases, active metals, for example, sodium potassium, magnesium, and calcium. Readily oxidized by air. Thermal decomposition causes release of hydrogen sulfide. May attack various metals.

Thio glycolic acid (TGA) is the organic compound HSCH2CO2H . It contains both a thiol (mercaptan) and a carboxylic acid. It is a clear liquid with a strong unpleasant odor. It is readily oxidized by air to the corresponding disulfide [SCH2CO2H]2.
TGA was developed in the 1940s for use as a chemical depilatory and is still used as such, especially in salt forms, including calcium thioglycolate and sodium thioglycolate. TGA is the precursor to ammonium thioglycolate that is used for permanents. TGA and its derivatives break the disulfide bonds in the cortex of hair. One reforms these broken bonds in giving hair a "perm." Alternatively and more commonly, the process leads to depilation as is done commonly in leather processing. It is also used as an acidity indicator, manufacturing of thioglycolates, and in bacteriology for preparation of thioglycolate media.
TGA is also used in the making of tin stabilizers often used in certain polyvinyl chloride products (such as vinyl siding).
TGA, usually as its dianion, forms complexes with metal ions. Such complexes have been used for the detection of iron, molybdenum, silver, and tin.
Thioglycolic acid is used as nucleophile in thioglycolysis reactions used on condensed tannins to study their structure.
[Chemical Properties]

Thioglycolic acid is a colorless liquid with a strong unpleasant odor like rotten eggs.
[Waste Disposal]

Dissolve in flammable solvent and burn in furnace equipped with afterburner and alkaline scrubber.
[Chemical Properties]

Also known as mercaptoacetic acid, HSCH2COOH is a colorless liquid with a strong unpleasant odor. Used as a reagent for metals such as iron, molybdenum, silver, and tin,and in bacteriology.

Mercaptoacetic acid is used as a reagent formetals analysis; in the manufacture of thioglycolates, pharmaceuticals, and permanentwave solutions; and as a vinyl stabilizer.

Sensitive reagent for iron, molybdenum, silver, tin. With ferric iron a blue color appears, and when an alkali hydroxide is added to a solution contg ferrous salts and thioglycolic acid, a yellow precipitate forms. Used in the manufacture of thioglycolates. The ammonium and sodium salts are commonly used for cold waving and the calcium salt is a depilatory. The sodium salt also is used in bacteriology in the preparation of thioglycolate media.

Thioglycolic Acid is an organic compound containing both a thiol and a carboxylic acid. Thioglycolic Acid is a precursor to ammonium thioglycolate, a chemical used for permanents. Thioglycolic Acid is used in organic synthesis as a nucleophile in thioglycolysis reactions and is used as a S transfer agent for sulfonyl chloride synthesis.

Toxic by ingestion and inhalation, strong irritant to tissue, eyes, and skin.

Thioglycolic acid was not mutagenic in a number of Salmonella typhimurium strains with or without metabolic activation.
[Purification Methods]

Mix the acid with an equal volume of *benzene; the *benzene is then distilled off to dehydrate the acid. After heating to 100o to remove most of the *benzene, the residue is distilled under vacuum and stored in sealed ampoules at 3o. [Eshelman et al. Anal Chem 22 844 1960, Beilstein 3 IV 1130.]
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

Mercaptoacetic acid(68-11-1).msds
Spectrum DetailBack Directory
[Spectrum Detail]

Mercaptoacetic acid(68-11-1)MS
Mercaptoacetic acid(68-11-1)1HNMR
Mercaptoacetic acid(68-11-1)13CNMR
Mercaptoacetic acid(68-11-1)IR1
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

Mercaptoacetic acid, 98%(68-11-1)
[Alfa Aesar]

Mercaptoacetic acid, 97+%(68-11-1)
[Sigma Aldrich]


Thioglycolic Acid,>95.0%(T)(68-11-1)
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