Conditions | Yield |
---|---|
With sulfuric acid at 40 - 43℃; Electrochemical reaction; | 96.7% |
With Phenylalanine; pyrographite at 38℃; | |
With sulfuric acid; cadmium Reduktion mit elektrolytisch gefaelltem Cadmiumpulver; |
glycolic Acid
bromoacetic acid
A
2,2'-thiodiglycolic acid
B
mercaptoacetic acid
Conditions | Yield |
---|---|
With hydrogen sulfide; hydrogen bromide In water | A n/a B 95% |
(N-Phenyl-formimidoylsulfanyl)-acetic acid methyl ester
A
mercaptoacetic acid
B
Methyl thioglycolate
Conditions | Yield |
---|---|
With hydrogenchloride In water Ambient temperature; | A 3% B 93% |
2-(N-Phenyl-N-methyl-thiocarbamoylthio)acetic Acid
A
4-methyl-4-phenyl-3-thiosemicarbazide
B
mercaptoacetic acid
Conditions | Yield |
---|---|
With hydrazine hydrate In water at 85℃; for 0.416667h; | A 81% B n/a |
Conditions | Yield |
---|---|
With hydrogenchloride at 130℃; |
2-methylamino-Δ2-thiazolin-4-one
mercaptoacetic acid
mercaptoacetic acid
thiazolidine-2,4-dione-2-semicarbazone
mercaptoacetic acid
mercaptoacetic acid
mercaptoacetic acid
mercaptoacetic acid
Conditions | Yield |
---|---|
With hydrogenchloride der Aethylester entsteht; |
L-Cysteine
disulfanediyldiacetic acid
A
cysteine disulfide
B
mercaptoacetic acid
Conditions | Yield |
---|---|
Kinetics; Gleichgewicht unter verschiedenen Bedingungen; |
L-Cysteine
disulfanediyldiacetic acid
A
L-cystine
B
mercaptoacetic acid
Conditions | Yield |
---|---|
polarometrische Untersuchung der Gleichgewichtsreaktion; |
1,1-dithio-thiasuccinic acid
mercaptoacetic acid
Conditions | Yield |
---|---|
durch Selbstzersetzung; |
dimethylcarbamoylsulfanyl-acetic acid
1-methyl-4-nitrosobenzene
A
mercaptoacetic acid
B
dimethyl amine
Conditions | Yield |
---|---|
at 120 - 130℃; Mechanism; |
Conditions | Yield |
---|---|
With water | |
With ammonia |
Conditions | Yield |
---|---|
bei der Einw. von Saeuren; |
1-methyl-4-nitrosobenzene
S-benzoylthioglycolic acid
A
mercaptoacetic acid
B
benzoic acid
1-methyl-4-nitrosobenzene
2-(3-oxo-1,3-diphenylpropylsulfanyl)acetic acid
A
mercaptoacetic acid
B
1,3-diphenyl-propen-3-one
mercaptoacetic acid
ethyl bromide
ethanol
pseudothiohydantoin
A
2,4-thiazolidinedion
B
mercaptoacetic acid
C
methylammonium carbonate
Conditions | Yield |
---|---|
at 130 - 140℃; |
pseudothiohydantoin
A
mercaptoacetic acid
B
N-Cyanoguanidine
Conditions | Yield |
---|---|
With barium dihydroxide |
Conditions | Yield |
---|---|
With trifluoroacetic acid for 0.5h; Ambient temperature; | 100% |
With trifluoroacetic acid at 20℃; for 3h; | 99% |
99% |
triphenylmethyl alcohol
mercaptoacetic acid
2-(triphenylmethylthio)ethanoic acid
Conditions | Yield |
---|---|
With trifluoroacetic acid at 20℃; for 0.5h; | 100% |
With trifluoroacetic acid In chloroform at 20℃; for 1h; | 98% |
With trifluoroacetic acid In chloroform at 20℃; for 3h; | 95% |
Conditions | Yield |
---|---|
With 2,2'-dipyridyl disulfide bis-N-oxide In chloroform-d1 for 18h; Ambient temperature; | 100% |
With xenon difluoride In dichloromethane at 25℃; | 99% |
With nickel(II) chloride hexahydrate; cadmium selenide; sodium hydroxide In water at 20℃; for 4h; pH=9; Catalytic behavior; Irradiation; Inert atmosphere; | 99% |
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid In tetrahydrofuran; benzene for 24h; Heating; | 100% |
N-methyl-N-(tert-butyldimethylsilyl)acetamide
mercaptoacetic acid
C14H32O2SSi2
Conditions | Yield |
---|---|
With tert-butyldimethylsilyl chloride In acetonitrile for 0.0833333h; Product distribution; Ambient temperature; other tert-butyldimethylsilyl- donors; var. hydroxy carboxylic acids; | 100% |
2-n-propyldithiopyridine-N-oxide
mercaptoacetic acid
A
1-hydroxy-2(1H)-pyridinethione
B
n-propyldithioacetic acid
Conditions | Yield |
---|---|
In chloroform for 23h; Ambient temperature; | A n/a B 100% |
3-(N,N-Dimethylamino)phenyl isocyanate
mercaptoacetic acid
triethylamine
(3-dimethylaminophenylaminocarbonylthio)acetic acid triethylammonium salt
Conditions | Yield |
---|---|
In chloroform for 16h; | 100% |
1,6,15,20-Tetraoxa-2,5,16,19-tetraoxocyclooctacosa-3,17-diene
mercaptoacetic acid
Conditions | Yield |
---|---|
With 2,2,6,6-tetramethyl-piperidine In tetrahydrofuran at 64℃; for 26h; | 100% |
5-Hydroxy-1-(4-methoxybenzyl)-3,4-dimethyl-1,5-dihydropyrrol-2-one
mercaptoacetic acid
[1-(4-Methoxybenzyl)-3,4-dimethyl-5-oxo-2,5-dihydro-1H-pyrrol-2-ylsulfanyl]-acetic acid
Conditions | Yield |
---|---|
With camphorsulphonic acid In dichloromethane at 0℃; for 1.5h; | 100% |
5-hydroxy-1-(4-methoxy-benzyl)-3-methyl-1,5-dihydro-pyrrol-2-one
mercaptoacetic acid
[1-(4-Methoxybenzyl)-3-methyl-5-oxo-2,5-dihydro-1H-pyrrol-2-ylsulfanyl]-acetic acid
Conditions | Yield |
---|---|
With camphorsulfonic acid In dichloromethane at 0℃; for 1.5h; Product distribution / selectivity; | 100% |
Conditions | Yield |
---|---|
In neat (no solvent) byproducts: H2O; at 115°C for 2 h; removal of water formed and excess acid, vac. distn. or recrystn.; | 100% |
1-chloro-4-pentyne
mercaptoacetic acid
2-(pent-4-ynylthio)acetic acid
Conditions | Yield |
---|---|
Stage #1: mercaptoacetic acid With potassium hydroxide In methanol at 0℃; for 0.333333h; Stage #2: 1-chloro-4-pentyne In methanol at 40 - 50℃; for 2h; Inert atmosphere; | 100% |
mercaptoacetic acid
3,5-dithioacetic acid-3a,4a-diaza-4,4-difluoro-8-phenyl boron dipyrromethene
Conditions | Yield |
---|---|
With triethylamine In acetonitrile for 7h; Reflux; Darkness; Inert atmosphere; | 100% |
mercaptoacetic acid
Conditions | Yield |
---|---|
In pyridine at 100℃; for 8h; | 100% |
mercaptoacetic acid
Conditions | Yield |
---|---|
In toluene Reflux; Dean-Stark; | 100% |
mercaptoacetic acid
Conditions | Yield |
---|---|
In toluene Reflux; Dean-Stark; | 100% |
mercaptoacetic acid
Conditions | Yield |
---|---|
In toluene Reflux; Dean-Stark; | 100% |
mercaptoacetic acid
Conditions | Yield |
---|---|
In toluene Reflux; Dean-Stark; | 100% |
mercaptoacetic acid
Conditions | Yield |
---|---|
In toluene Reflux; Dean-Stark; | 100% |
mercaptoacetic acid
Conditions | Yield |
---|---|
In toluene Reflux; Dean-Stark; | 100% |
9-fluorenylmethyl chloride
mercaptoacetic acid
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 20℃; for 17h; | 100% |
4-chlorobenzaldehyde
mercaptoacetic acid
2,2'-((4-chlorophenyl)methylene)bis(sulfanediyl)diacetic acid
Conditions | Yield |
---|---|
With L-proline In neat (no solvent) at 70℃; for 0.2h; | 99% |
3-nitro-benzaldehyde
mercaptoacetic acid
2,2'-((3-nitrophenyl)methylene)bis(sulfanediyl)diacetic acid
Conditions | Yield |
---|---|
With L-proline In neat (no solvent) at 70℃; for 0.166667h; | 99% |
With zinc(II) chloride |
4-nitrobenzaldehdye
mercaptoacetic acid
2,2'-((4-nitrophenyl)methylene)bis(sulfanediyl)diacetic acid
Conditions | Yield |
---|---|
With L-proline In neat (no solvent) at 70℃; for 0.166667h; | 99% |
With zinc(II) chloride | |
With toluene-4-sulfonic acid In benzene Heating; | |
With boron trifluoride diethyl etherate; acetic acid at 60℃; for 3h; Yield given; | |
With boron trifluoride; acetic acid 1.) 60 deg C, 20 min, 2.) 60 deg C, 3 h; Multistep reaction; |
Conditions | Yield |
---|---|
With L-proline In neat (no solvent) at 70℃; for 0.25h; | 99% |
With toluene-4-sulfonic acid In pentane for 5h; Heating; | 82% |
4-methoxy-benzaldehyde
mercaptoacetic acid
4-methoxyphenyl-bis(carboxymethylthio)methane
Conditions | Yield |
---|---|
With L-proline In neat (no solvent) at 70℃; for 0.25h; | 99% |
Conditions | Yield |
---|---|
With triethylamine In water; acetonitrile for 4h; | 99% |
With sodium hydroxide In water; toluene at 10 - 28℃; for 2.5h; | 92% |
With sodium hydrogencarbonate In water 15 min, 0 deg C; 15 min, RT; | 72% |
4-methoxy-aniline
mercaptoacetic acid
2-mercapto-N-(4-methoxyphenyl)acetamide
Conditions | Yield |
---|---|
at 130℃; for 5h; Inert atmosphere; | 99% |
at 100℃; for 6h; | 89% |
mercaptoacetic acid
2-nitro-benzaldehyde
2-nitrophenyl-bis(carboxymethylthio)methane
Conditions | Yield |
---|---|
With L-proline In neat (no solvent) at 70℃; for 0.25h; | 99% |
With hydrogenchloride | |
With boron trifluoride diethyl etherate; acetic acid at 60℃; for 3h; Yield given; | |
With boron trifluoride; acetic acid 1.) 60 deg C, 20 min, 2.) 60 deg C, 3 h; Yield given. Multistep reaction; |
4-methyl-benzaldehyde
mercaptoacetic acid
2,2'-(p-tolylmethylene)bis(sulfanediyl)diacetic acid
Conditions | Yield |
---|---|
With L-proline In neat (no solvent) at 70℃; for 0.25h; | 99% |
With toluene-4-sulfonic acid In benzene Heating; | |
With boron trifluoride diethyl etherate; acetic acid at 60℃; for 3h; Yield given; |
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)
(3)InChIKey: CWERGRDVMFNCDR-UHFFFAOYSA-N
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 BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD | 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) LUNGS, THORAX, OR RESPIRATION: DYSPNEA LUNGS, THORAX, OR RESPIRATION: CHANGES IN LUNG WEIGHT | 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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