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Thioglycolic acid

Product Name
Thioglycolic acid
CAS No.
68-11-1
Chemical Name
Thioglycolic acid
Synonyms
THIOGLYCOLIC ACID;TGA;2-MERCAPTOACETIC ACID;MEQUINDOX;thioglycolic;Thioglycolate;THIOGLYCOLLIC ACID;Mercaptoacetate;2-mercaptoacetate;mercaptoacetic
CBNumber
CB6477604
Molecular Formula
C2H4O2S
Formula Weight
92.12
MOL File
68-11-1.mol
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Thioglycolic acid Property

Melting point:
−16 °C(lit.)
Boiling point:
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.)
Flash point:
126 °C
storage temp. 
Store at +2°C to +8°C.
solubility 
Chloroform (Sparingly), Methanol (Sparingly)
form 
Liquid
pka
3.68(at 25℃)
color 
clear clear, colorless
Odor
strong unpleasant odor
PH
1 (H2O, 20℃)
Water Solubility 
soluble
Sensitive 
Air Sensitive
Merck 
14,9336
BRN 
506166
Exposure limits
TLV-TWA 1 ppm (~3.8 mg/m3) (ACGIH).
Stability:
Air Sensitive
InChIKey
CWERGRDVMFNCDR-UHFFFAOYSA-N
LogP
0.090
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)
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Safety

Hazard Codes 
T,T+
Risk Statements 
23/24/25-34-26-24/25
Safety Statements 
25-27-28-45-36/37-28C-23
OEB
B
OEL
TWA: 1 ppm (4 mg/m3) [skin]
RIDADR 
UN 1940 8/PG 2
WGK Germany 
1
RTECS 
AI5950000
9-13-23
Autoignition Temperature
662 °F
TSCA 
Yes
HazardClass 
8
PackingGroup 
II
HS Code 
29309070
Hazardous Substances Data
68-11-1(Hazardous Substances Data)
Toxicity
LD50 orally in rats: 0.15 ml/kg (Deichmann, Mergard)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H314Causes severe skin burns and eye damage

H317May cause an allergic skin reaction

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P270Do not eat, drink or smoke when using this product.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
8.22336
Product name
Thioglycolic acid
Purity
for synthesis
Packaging
250ML
Price
$33.3
Updated
2024/03/01
Sigma-Aldrich
Product number
88652
Product name
Thioglycolic acid solution
Purity
~80% in H
Packaging
1l
Price
$151
Updated
2024/03/01
Sigma-Aldrich
Product number
8.22336
Product name
Thioglycolic acid
Purity
for synthesis
Packaging
1L
Price
$90.6
Updated
2024/03/01
Sigma-Aldrich
Product number
528056
Product name
Thioglycolic acid
Purity
≥99%
Packaging
100ml
Price
$31.3
Updated
2024/03/01
Sigma-Aldrich
Product number
1.00700
Product name
Thioglycolic acid
Purity
GR for analysis Reag. Ph Eur
Packaging
100ML
Price
$147
Updated
2024/03/01
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Thioglycolic acid Chemical Properties,Usage,Production

Description

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.

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.

Uses

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.

Uses

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.

Uses

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

Application

Thioglycolic acid is an intermediate in the production of thiomethoprol (caputril), biotin, thiozinc acid, sodium dithiosuccinate and other pharmaceuticals, and is also an intermediate in the synthesis of cysteine, hormonal agent, and industrial disinfectant. And an important raw material for the synthesis of sulfuric acid. Thioglycolic acid is used as antioxidant and stabilizer in pharmaceuticals to enhance the stability of the main drug and prolong the validity period of pharmaceutical preparations. Ammonium and sodium salts of thioglycolic acid are mainly used as curling agents, calcium salts can be used as depilatory agents, polymerization initiators, accelerators and chain transfer agents, and can be used for hair removal before cosmetic surgery and animal experiments. Thioglycolic acid is used to make epoxy resin, catalyst of bisphenol A, and it can also be used as the basic raw material for synthesizing PVC transparent plastic and organic antimony and organic tin heat stabilizer.
Thioglycolic acid is a sensitive reagent for the determination of iron, molybdenum, aluminum, tin, etc., and is an inhibitor of copper sulfide and iron sulfide minerals in beneficiation. In the petrochemical industry and the railway sector, it is used for cleaning and derusting of equipment and rails. It can be used as a crystallization nucleating agent in polypropylene processing and molding, as a modifier for coatings and fibers, as a blanket quickening agent, as a stabilizer raw material for polyvinyl chloride and rubber, as a cold perm agent, and as a pharmaceutical intermediate. Thioglycolic acid is used as a color developer for the photometric determination of molybdenum, rhenium and iron, and as a compounding masking agent.

Definition

ChEBI: Thioglycolic acid is a sulfur-containing carboxylic acid. It is a conjugate acid of a thioglycolate(1-).

Preparation

Thioglycolic acid is prepared from Sodium sulfide plus Sodium monochloride acetate to yield Dithioglycollic acid. Electrolysis of the latter acid yields the title material.

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.

Air & Water Reactions

Readily oxidized by air. Water soluble.

Reactivity Profile

Mercaptoacetic acid 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.

Hazard

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

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.

Health Hazard

Mercaptoacetic acid is a highly toxic and ablistering compound. Even a 10% solutionwas lethal to most experimental animals by dermal absorption. The oral LD50 value ofundiluted acid is less than 50 mg/kg (Patty1963). The lethal dose in rabbits by skinabsorption is 300 mg/kg. The acute toxicsymptoms in test animals include weakness,respiratory distress, convulsions, irritation ofthe gastrointestinal tract, and liver damage.
Mercaptoacetic acid is a severe irritant.Contact with eyes can cause conjunctivalinflammation and corneal opacity. Skin contact can result in burns and necrosis.

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.

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.

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.

Carcinogenicity

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

Shipping

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

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.]

Incompatibilities

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.

Waste Disposal

Dissolve in flammable solvent and burn in furnace equipped with afterburner and alkaline scrubber.

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Thioglycolic acid Suppliers

QINGDAO LNT CHEMICAL CO LTD
Tel
15706427184
Email
zbzhaoyuanxin@163.com
Country
China
ProdList
5
Advantage
58
Shanghai Aladdin Bio-Chem Technology Co.,LTD
Tel
400-400-6206333 18521732826
Fax
021-50323701
Email
market@aladdin-e.com
Country
China
ProdList
25003
Advantage
65
TCI (Shanghai) Development Co., Ltd.
Tel
021-67121386
Fax
021-67121385
Email
Sales-CN@TCIchemicals.com
Country
China
ProdList
24529
Advantage
81
Jinan Hui Feng Da chemical Co., LTD.
Tel
13156148719 15554103218
Fax
0531-89702765
Email
jnhuifengda@163.com
Country
China
ProdList
846
Advantage
58
Jinan Renyuan Chemical Co., Ltd.
Tel
0531-86128689 18396852370
Fax
0531-86128689
Email
1840274076@qq.com
Country
China
ProdList
279
Advantage
58
Jinan Feiyue Chemical Co., Ltd
Tel
0531-0531-68824182 18615221057
Email
913474026@qq.com
Country
China
ProdList
107
Advantage
58
Meryer (Shanghai) Chemical Technology Co., Ltd.
Tel
021-61259108 18621169109
Fax
86-21-61259102
Email
market03@meryer.com
Country
China
ProdList
40228
Advantage
62
Alfa Aesar
Tel
400-6106006
Fax
021-67582001/03/05
Email
saleschina@alfa-asia.com
Country
China
ProdList
30123
Advantage
84
Beijing dtftchem Technology Co., Ltd.
Tel
010-60275820 13031183356
Fax
010-60270825
Email
elainezt@sina.com
Country
China
ProdList
1390
Advantage
62
Energy Chemical
Tel
021-021-58432009 400-005-6266
Fax
021-58436166
Email
sales8178@energy-chemical.com
Country
China
ProdList
44689
Advantage
61
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View Lastest Price from Thioglycolic acid manufacturers

Jinan Finer Chemical Co., Ltd
Product
Mercaptoacetic acid 68-11-1
Price
US $0.00/Kg/Drum
Min. Order
1KG
Purity
99%
Supply Ability
5000mt
Release date
2022-01-26
Hebei Weibang Biotechnology Co., Ltd
Product
Mercaptoacetic acid 68-11-1
Price
US $100.00/KG
Min. Order
1KG
Purity
99%min
Supply Ability
200TON
Release date
2024-10-28
Hebei Yanxi Chemical Co., Ltd.
Product
thioglycolic acid 68-11-1
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
0.99
Supply Ability
100tons
Release date
2023-09-07

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