Product Name

  • Name

    Mercaptoacetic acid

  • EINECS 200-677-4
  • CAS No. 68-11-1
  • Article Data141
  • CAS DataBase
  • 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 92.1186
  • 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 (Mercaptoacetic acid)
  • Hazard Symbols ToxicT, VeryT+
  • Synonyms 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;
  • PSA 76.10000
  • LogP 0.00080

Synthetic route

disulfanediyldiacetic acid
505-73-7

disulfanediyldiacetic acid

mercaptoacetic acid
68-11-1

mercaptoacetic acid

Conditions
ConditionsYield
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
79-14-1

glycolic Acid

bromoacetic acid
79-08-3

bromoacetic acid

A

2,2'-thiodiglycolic acid
705924-36-3

2,2'-thiodiglycolic acid

B

mercaptoacetic acid
68-11-1

mercaptoacetic acid

Conditions
ConditionsYield
With hydrogen sulfide; hydrogen bromide In waterA n/a
B 95%
(N-Phenyl-formimidoylsulfanyl)-acetic acid methyl ester
84495-75-0

(N-Phenyl-formimidoylsulfanyl)-acetic acid methyl ester

A

mercaptoacetic acid
68-11-1

mercaptoacetic acid

B

Methyl thioglycolate
2365-48-2

Methyl thioglycolate

Conditions
ConditionsYield
With hydrogenchloride In water Ambient temperature;A 3%
B 93%
2-(N-Phenyl-N-methyl-thiocarbamoylthio)acetic Acid
20069-27-6

2-(N-Phenyl-N-methyl-thiocarbamoylthio)acetic Acid

A

4-methyl-4-phenyl-3-thiosemicarbazide
21076-11-9

4-methyl-4-phenyl-3-thiosemicarbazide

B

mercaptoacetic acid
68-11-1

mercaptoacetic acid

Conditions
ConditionsYield
With hydrazine hydrate In water at 85℃; for 0.416667h;A 81%
B n/a
2-thioxo-4-thiazolidinone
141-84-4

2-thioxo-4-thiazolidinone

A

2,4-thiazolidinedion
2295-31-0

2,4-thiazolidinedion

B

mercaptoacetic acid
68-11-1

mercaptoacetic acid

Conditions
ConditionsYield
With hydrogenchloride at 130℃;
2-thioxo-4-thiazolidinone
141-84-4

2-thioxo-4-thiazolidinone

mercaptoacetic acid
68-11-1

mercaptoacetic acid

2-methylamino-Δ2-thiazolin-4-one
16312-19-9

2-methylamino-Δ2-thiazolin-4-one

furan-2,3,5(4H)-trione pyridine (1:1)

furan-2,3,5(4H)-trione pyridine (1:1)

mercaptoacetic acid
68-11-1

mercaptoacetic acid

3-methyl-thiazolidine-2,4-dione
16312-21-3

3-methyl-thiazolidine-2,4-dione

furan-2,3,5(4H)-trione pyridine (1:1)

furan-2,3,5(4H)-trione pyridine (1:1)

A

mercaptoacetic acid
68-11-1

mercaptoacetic acid

B

methylamine
74-89-5

methylamine

2-imino-4-oxo-thiazolidine-3-carboxylic acid amide

2-imino-4-oxo-thiazolidine-3-carboxylic acid amide

furan-2,3,5(4H)-trione pyridine (1:1)

furan-2,3,5(4H)-trione pyridine (1:1)

mercaptoacetic acid
68-11-1

mercaptoacetic acid

thiazolidine-2,4-dione-2-semicarbazone
39130-96-6

thiazolidine-2,4-dione-2-semicarbazone

furan-2,3,5(4H)-trione pyridine (1:1)

furan-2,3,5(4H)-trione pyridine (1:1)

mercaptoacetic acid
68-11-1

mercaptoacetic acid

(1,4,5,6-tetrahydro-pyrimidin-2-ylmercapto)-acetic acid ethyl ester

(1,4,5,6-tetrahydro-pyrimidin-2-ylmercapto)-acetic acid ethyl ester

furan-2,3,5(4H)-trione pyridine (1:1)

furan-2,3,5(4H)-trione pyridine (1:1)

mercaptoacetic acid
68-11-1

mercaptoacetic acid

2-imino-4-oxo-thiazolidine-3-carboxylic acid methylamide

2-imino-4-oxo-thiazolidine-3-carboxylic acid methylamide

furan-2,3,5(4H)-trione pyridine (1:1)

furan-2,3,5(4H)-trione pyridine (1:1)

mercaptoacetic acid
68-11-1

mercaptoacetic acid

2-imino-4-oxo-thiazolidine-3-carboxylic acid ethyl ester

2-imino-4-oxo-thiazolidine-3-carboxylic acid ethyl ester

furan-2,3,5(4H)-trione pyridine (1:1)

furan-2,3,5(4H)-trione pyridine (1:1)

mercaptoacetic acid
68-11-1

mercaptoacetic acid

ethanol
64-17-5

ethanol

2,2'-sulfinyldiacetic acid
33388-14-6

2,2'-sulfinyldiacetic acid

mercaptoacetic acid
68-11-1

mercaptoacetic acid

Conditions
ConditionsYield
With hydrogenchloride der Aethylester entsteht;
L-Cysteine
52-90-4

L-Cysteine

disulfanediyldiacetic acid
505-73-7

disulfanediyldiacetic acid

B

mercaptoacetic acid
68-11-1

mercaptoacetic acid

Conditions
ConditionsYield
Kinetics; Gleichgewicht unter verschiedenen Bedingungen;
L-Cysteine
52-90-4

L-Cysteine

disulfanediyldiacetic acid
505-73-7

disulfanediyldiacetic acid

A

L-cystine
56-89-3

L-cystine

B

mercaptoacetic acid
68-11-1

mercaptoacetic acid

Conditions
ConditionsYield
polarometrische Untersuchung der Gleichgewichtsreaktion;
1,1-dithio-thiasuccinic acid
90439-55-7

1,1-dithio-thiasuccinic acid

mercaptoacetic acid
68-11-1

mercaptoacetic acid

Conditions
ConditionsYield
durch Selbstzersetzung;
1,1-dithio-thiasuccinic acid
90439-55-7

1,1-dithio-thiasuccinic acid

A

carbon disulfide
75-15-0

carbon disulfide

B

mercaptoacetic acid
68-11-1

mercaptoacetic acid

dimethylcarbamoylsulfanyl-acetic acid
29596-84-7

dimethylcarbamoylsulfanyl-acetic acid

1-methyl-4-nitrosobenzene
623-11-0

1-methyl-4-nitrosobenzene

A

mercaptoacetic acid
68-11-1

mercaptoacetic acid

B

dimethyl amine
124-40-3

dimethyl amine

2,2'-sulfinyldiacetic acid
33388-14-6

2,2'-sulfinyldiacetic acid

A

mercaptoacetic acid
68-11-1

mercaptoacetic acid

B

Glyoxilic acid
298-12-4

Glyoxilic acid

Conditions
ConditionsYield
at 120 - 130℃; Mechanism;
bis(carboxymethyl)trithiocarbonate
6326-83-6

bis(carboxymethyl)trithiocarbonate

mercaptoacetic acid
68-11-1

mercaptoacetic acid

Conditions
ConditionsYield
With water
With ammonia
ethoxy-sulfanediyldi-acetic acid diethyl ester

ethoxy-sulfanediyldi-acetic acid diethyl ester

A

mercaptoacetic acid
68-11-1

mercaptoacetic acid

B

Glyoxilic acid
298-12-4

Glyoxilic acid

Conditions
ConditionsYield
bei der Einw. von Saeuren;
1-methyl-4-nitrosobenzene
623-11-0

1-methyl-4-nitrosobenzene

S-benzoylthioglycolic acid
6398-74-9

S-benzoylthioglycolic acid

A

mercaptoacetic acid
68-11-1

mercaptoacetic acid

B

benzoic acid
65-85-0

benzoic acid

1-methyl-4-nitrosobenzene
623-11-0

1-methyl-4-nitrosobenzene

2-(3-oxo-1,3-diphenylpropylsulfanyl)acetic acid
16111-22-1

2-(3-oxo-1,3-diphenylpropylsulfanyl)acetic acid

A

mercaptoacetic acid
68-11-1

mercaptoacetic acid

B

1,3-diphenyl-propen-3-one
614-47-1

1,3-diphenyl-propen-3-one

1-methyl-4-nitrosobenzene
623-11-0

1-methyl-4-nitrosobenzene

benzimidoylsulfanyl-acetic acid; hydrobromide

benzimidoylsulfanyl-acetic acid; hydrobromide

A

mercaptoacetic acid
68-11-1

mercaptoacetic acid

B

benzonitrile
100-47-0

benzonitrile

2-imino-4-oxo-thiazolidine-3-carboxylic acid isopentyl ester

2-imino-4-oxo-thiazolidine-3-carboxylic acid isopentyl ester

furan-2,3,5(4H)-trione pyridine (1:1)

furan-2,3,5(4H)-trione pyridine (1:1)

mercaptoacetic acid
68-11-1

mercaptoacetic acid

ethyl bromide
74-96-4

ethyl bromide

ethanol
64-17-5

ethanol

pseudothiohydantoin
556-90-1

pseudothiohydantoin

A

2,4-thiazolidinedion
2295-31-0

2,4-thiazolidinedion

B

mercaptoacetic acid
68-11-1

mercaptoacetic acid

C

methylammonium carbonate
15719-64-9, 15719-76-3, 97762-63-5

methylammonium carbonate

Conditions
ConditionsYield
at 130 - 140℃;
pseudothiohydantoin
556-90-1

pseudothiohydantoin

A

mercaptoacetic acid
68-11-1

mercaptoacetic acid

B

N-Cyanoguanidine
127099-85-8, 780722-26-1

N-Cyanoguanidine

Conditions
ConditionsYield
With barium dihydroxide
1,1-Diphenylmethanol
91-01-0

1,1-Diphenylmethanol

mercaptoacetic acid
68-11-1

mercaptoacetic acid

(benzhydrylthio)acetic acid
63547-22-8

(benzhydrylthio)acetic acid

Conditions
ConditionsYield
With trifluoroacetic acid for 0.5h; Ambient temperature;100%
With trifluoroacetic acid at 20℃; for 3h;99%
99%
triphenylmethyl alcohol
76-84-6

triphenylmethyl alcohol

mercaptoacetic acid
68-11-1

mercaptoacetic acid

2-(triphenylmethylthio)ethanoic acid
34914-36-8

2-(triphenylmethylthio)ethanoic acid

Conditions
ConditionsYield
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%
mercaptoacetic acid
68-11-1

mercaptoacetic acid

disulfanediyldiacetic acid
505-73-7

disulfanediyldiacetic acid

Conditions
ConditionsYield
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%
Bis(2-Hydroxyethyl)terephthalat
959-26-2

Bis(2-Hydroxyethyl)terephthalat

mercaptoacetic acid
68-11-1

mercaptoacetic acid

bis(5-mercapto-4-keto-3-oxa pentyl) terephthalate

bis(5-mercapto-4-keto-3-oxa pentyl) terephthalate

Conditions
ConditionsYield
With toluene-4-sulfonic acid In tetrahydrofuran; benzene for 24h; Heating;100%
N-methyl-N-(tert-butyldimethylsilyl)acetamide
82112-20-7

N-methyl-N-(tert-butyldimethylsilyl)acetamide

mercaptoacetic acid
68-11-1

mercaptoacetic acid

C14H32O2SSi2
82112-29-6

C14H32O2SSi2

Conditions
ConditionsYield
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
136852-78-3

2-n-propyldithiopyridine-N-oxide

mercaptoacetic acid
68-11-1

mercaptoacetic acid

A

1-hydroxy-2(1H)-pyridinethione
1121-30-8

1-hydroxy-2(1H)-pyridinethione

B

n-propyldithioacetic acid
136852-81-8

n-propyldithioacetic acid

Conditions
ConditionsYield
In chloroform for 23h; Ambient temperature;A n/a
B 100%
3-(N,N-Dimethylamino)phenyl isocyanate
31125-04-9

3-(N,N-Dimethylamino)phenyl isocyanate

mercaptoacetic acid
68-11-1

mercaptoacetic acid

triethylamine
121-44-8

triethylamine

(3-dimethylaminophenylaminocarbonylthio)acetic acid triethylammonium salt
79479-15-5

(3-dimethylaminophenylaminocarbonylthio)acetic acid triethylammonium salt

Conditions
ConditionsYield
In chloroform for 16h;100%
1,6,15,20-Tetraoxa-2,5,16,19-tetraoxocyclooctacosa-3,17-diene
118495-80-0

1,6,15,20-Tetraoxa-2,5,16,19-tetraoxocyclooctacosa-3,17-diene

mercaptoacetic acid
68-11-1

mercaptoacetic acid

bis<3,17-(2-carboxy-1-thiaethyl)>-1,6,15,20-tetraoxa-2,5,16,19-tetraoxocyclooctacosane

bis<3,17-(2-carboxy-1-thiaethyl)>-1,6,15,20-tetraoxa-2,5,16,19-tetraoxocyclooctacosane

Conditions
ConditionsYield
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
732256-60-9

5-Hydroxy-1-(4-methoxybenzyl)-3,4-dimethyl-1,5-dihydropyrrol-2-one

mercaptoacetic acid
68-11-1

mercaptoacetic acid

[1-(4-Methoxybenzyl)-3,4-dimethyl-5-oxo-2,5-dihydro-1H-pyrrol-2-ylsulfanyl]-acetic acid
935689-18-2

[1-(4-Methoxybenzyl)-3,4-dimethyl-5-oxo-2,5-dihydro-1H-pyrrol-2-ylsulfanyl]-acetic acid

Conditions
ConditionsYield
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
935689-64-8

5-hydroxy-1-(4-methoxy-benzyl)-3-methyl-1,5-dihydro-pyrrol-2-one

mercaptoacetic acid
68-11-1

mercaptoacetic acid

[1-(4-Methoxybenzyl)-3-methyl-5-oxo-2,5-dihydro-1H-pyrrol-2-ylsulfanyl]-acetic acid
935689-82-0

[1-(4-Methoxybenzyl)-3-methyl-5-oxo-2,5-dihydro-1H-pyrrol-2-ylsulfanyl]-acetic acid

Conditions
ConditionsYield
With camphorsulfonic acid In dichloromethane at 0℃; for 1.5h; Product distribution / selectivity;100%
bis(tri-n-propylstannyl)oxide
1067-29-4

bis(tri-n-propylstannyl)oxide

mercaptoacetic acid
68-11-1

mercaptoacetic acid

(C3H7)3SnOOCCH2SH
49864-58-6

(C3H7)3SnOOCCH2SH

Conditions
ConditionsYield
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
14267-92-6

1-chloro-4-pentyne

mercaptoacetic acid
68-11-1

mercaptoacetic acid

2-(pent-4-ynylthio)acetic acid
1010447-29-6

2-(pent-4-ynylthio)acetic acid

Conditions
ConditionsYield
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%
3,7-dichloro-5,5-difluoro-10-phenyl-5H-dipyrrolo[1,2-c:2',1'-f][1,3,2]diazaborinin-4-ium-5-uide

3,7-dichloro-5,5-difluoro-10-phenyl-5H-dipyrrolo[1,2-c:2',1'-f][1,3,2]diazaborinin-4-ium-5-uide

mercaptoacetic acid
68-11-1

mercaptoacetic acid

3,5-dithioacetic acid-3a,4a-diaza-4,4-difluoro-8-phenyl boron dipyrromethene
1206782-90-2

3,5-dithioacetic acid-3a,4a-diaza-4,4-difluoro-8-phenyl boron dipyrromethene

Conditions
ConditionsYield
With triethylamine In acetonitrile for 7h; Reflux; Darkness; Inert atmosphere;100%
2-(1H-naphtho[2,3-d]imidazol-2-yl)acetonitrile

2-(1H-naphtho[2,3-d]imidazol-2-yl)acetonitrile

mercaptoacetic acid
68-11-1

mercaptoacetic acid

(E)-2-((1H-naphtho[2,3-d]imidazol-2-yl)methylene)thiazolidin-4-one

(E)-2-((1H-naphtho[2,3-d]imidazol-2-yl)methylene)thiazolidin-4-one

Conditions
ConditionsYield
In pyridine at 100℃; for 8h;100%
N'-[4-(trifluoromethyl)cyclohexylidene]-2-phenoxyacetohydrazide

N'-[4-(trifluoromethyl)cyclohexylidene]-2-phenoxyacetohydrazide

mercaptoacetic acid
68-11-1

mercaptoacetic acid

N‐[3‐oxo‐8‐(trifluoromethyl)‐1‐thia‐4‐azaspiro[4.5]dec‐4‐yl]‐2‐phenoxyacetamide

N‐[3‐oxo‐8‐(trifluoromethyl)‐1‐thia‐4‐azaspiro[4.5]dec‐4‐yl]‐2‐phenoxyacetamide

Conditions
ConditionsYield
In toluene Reflux; Dean-Stark;100%
C15H20N2O

C15H20N2O

mercaptoacetic acid
68-11-1

mercaptoacetic acid

N‐(3‐oxo‐1‐thia‐4‐azaspiro[4.5]decan‐4‐yl)‐3‐phenylpropanamide

N‐(3‐oxo‐1‐thia‐4‐azaspiro[4.5]decan‐4‐yl)‐3‐phenylpropanamide

Conditions
ConditionsYield
In toluene Reflux; Dean-Stark;100%
C16H22N2O

C16H22N2O

mercaptoacetic acid
68-11-1

mercaptoacetic acid

N‐(8‐methyl‐3‐oxo‐1‐thia‐4‐azaspiro[4.5]decan‐4‐yl)‐3‐phenylpropanamide

N‐(8‐methyl‐3‐oxo‐1‐thia‐4‐azaspiro[4.5]decan‐4‐yl)‐3‐phenylpropanamide

Conditions
ConditionsYield
In toluene Reflux; Dean-Stark;100%
C18H26N2O

C18H26N2O

mercaptoacetic acid
68-11-1

mercaptoacetic acid

N‐(3‐oxo‐8‐propyl‐1‐thia‐4‐azaspiro[4.5]decan‐4‐yl)‐3‐phenylpropanamide

N‐(3‐oxo‐8‐propyl‐1‐thia‐4‐azaspiro[4.5]decan‐4‐yl)‐3‐phenylpropanamide

Conditions
ConditionsYield
In toluene Reflux; Dean-Stark;100%
C19H28N2O

C19H28N2O

mercaptoacetic acid
68-11-1

mercaptoacetic acid

N‐(8‐tert‐butyl‐3‐oxo‐1‐thia‐4‐azaspiro[4.5]decan‐4‐yl)‐3‐phenylpropanamide

N‐(8‐tert‐butyl‐3‐oxo‐1‐thia‐4‐azaspiro[4.5]decan‐4‐yl)‐3‐phenylpropanamide

Conditions
ConditionsYield
In toluene Reflux; Dean-Stark;100%
C21H24N2O

C21H24N2O

mercaptoacetic acid
68-11-1

mercaptoacetic acid

N‐(8‐phenyl‐3‐oxo‐1‐thia‐4‐azaspiro[4.5]decan‐4‐yl)‐3‐phenylpropanamide

N‐(8‐phenyl‐3‐oxo‐1‐thia‐4‐azaspiro[4.5]decan‐4‐yl)‐3‐phenylpropanamide

Conditions
ConditionsYield
In toluene Reflux; Dean-Stark;100%
9-fluorenylmethyl chloride
36375-77-6

9-fluorenylmethyl chloride

mercaptoacetic acid
68-11-1

mercaptoacetic acid

2-(((9H-fluoren-9-yl)methyl)thio)acetic acid

2-(((9H-fluoren-9-yl)methyl)thio)acetic acid

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 20℃; for 17h;100%
4-chlorobenzaldehyde
104-88-1

4-chlorobenzaldehyde

mercaptoacetic acid
68-11-1

mercaptoacetic acid

2,2'-((4-chlorophenyl)methylene)bis(sulfanediyl)diacetic acid
99854-22-5

2,2'-((4-chlorophenyl)methylene)bis(sulfanediyl)diacetic acid

Conditions
ConditionsYield
With L-proline In neat (no solvent) at 70℃; for 0.2h;99%
3-nitro-benzaldehyde
99-61-6

3-nitro-benzaldehyde

mercaptoacetic acid
68-11-1

mercaptoacetic acid

2,2'-((3-nitrophenyl)methylene)bis(sulfanediyl)diacetic acid
34939-21-4

2,2'-((3-nitrophenyl)methylene)bis(sulfanediyl)diacetic acid

Conditions
ConditionsYield
With L-proline In neat (no solvent) at 70℃; for 0.166667h;99%
With zinc(II) chloride
4-nitrobenzaldehdye
555-16-8

4-nitrobenzaldehdye

mercaptoacetic acid
68-11-1

mercaptoacetic acid

2,2'-((4-nitrophenyl)methylene)bis(sulfanediyl)diacetic acid
6623-25-2

2,2'-((4-nitrophenyl)methylene)bis(sulfanediyl)diacetic acid

Conditions
ConditionsYield
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;
benzaldehyde
100-52-7

benzaldehyde

mercaptoacetic acid
68-11-1

mercaptoacetic acid

α,α'-(benzylidenedithio)diacetic acid
4265-49-0

α,α'-(benzylidenedithio)diacetic acid

Conditions
ConditionsYield
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
123-11-5

4-methoxy-benzaldehyde

mercaptoacetic acid
68-11-1

mercaptoacetic acid

4-methoxyphenyl-bis(carboxymethylthio)methane
100118-50-1

4-methoxyphenyl-bis(carboxymethylthio)methane

Conditions
ConditionsYield
With L-proline In neat (no solvent) at 70℃; for 0.25h;99%
benzoyl chloride
98-88-4

benzoyl chloride

mercaptoacetic acid
68-11-1

mercaptoacetic acid

S-benzoylthioglycolic acid
6398-74-9

S-benzoylthioglycolic acid

Conditions
ConditionsYield
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
104-94-9

4-methoxy-aniline

mercaptoacetic acid
68-11-1

mercaptoacetic acid

2-mercapto-N-(4-methoxyphenyl)acetamide
34282-29-6

2-mercapto-N-(4-methoxyphenyl)acetamide

Conditions
ConditionsYield
at 130℃; for 5h; Inert atmosphere;99%
at 100℃; for 6h;89%
mercaptoacetic acid
68-11-1

mercaptoacetic acid

2-nitro-benzaldehyde
552-89-6

2-nitro-benzaldehyde

2-nitrophenyl-bis(carboxymethylthio)methane
34914-15-3

2-nitrophenyl-bis(carboxymethylthio)methane

Conditions
ConditionsYield
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
104-87-0

4-methyl-benzaldehyde

mercaptoacetic acid
68-11-1

mercaptoacetic acid

2,2'-(p-tolylmethylene)bis(sulfanediyl)diacetic acid
34914-18-6

2,2'-(p-tolylmethylene)bis(sulfanediyl)diacetic acid

Conditions
ConditionsYield
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;

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)
(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.
 

Post buying leads

About|Contact|Cas|Product Name|Molecular|Country|Encyclopedia

Message|New Cas|MSDS|Service|Advertisement|CAS DataBase|Article Data|Manufacturers | Chemical Catalog

©2008 LookChem.com,License: ICP

NO.:Zhejiang16009103

complaints:service@lookchem.com Desktop View