Thioglycolic Acid
C2H4O2S, 92.119 g/mol. Its structure, the values that were measured, the values that were calculated, and where each one came from.
Identifiers
- Molecular formula
- C₂H₄O₂S
- Molecular weight
- 92.119 g/mol
- Exact mass
- 91.9932 g/mol
- O=C(O)CS
- InChI=1S/C2H4O2S/c3-2(4)1-5/h5H,1H2,(H,3,4)
- CWERGRDVMFNCDR-UHFFFAOYSA-N
Measured properties
Values somebody obtained from a sample and published. Where two sources report the same property they are both shown, in the units each used — a disagreement between them is information, and averaging it away would be inventing a number neither one gave.
- Boiling Point
- 248 °F at 20 mmHg (NTP, 1992)
- 120 °C at 20 mm Hg
- 120 °C
- 248 °F at 20 mmHg
- Melting Point
- 2.3 °F (NTP, 1992)
- -16.5 °C
- -16.5 °C
- 2.3 °F
- -16.5 °C
- 2 °F
- Flash Point
- 235 °F (NTP, 1992)
- 126 °C, open cup
- 130 °C (Closed cup)
- 126 °C o.c.
- 235 °F
- >230 °F
- Solubility
- greater than or equal to 100 mg/mL at 64 °F (NTP, 1992)
- Miscible with water
- Miscible with chloroform, benzene and many other organic solvents
- Miscible with ethanol, and ethyl ether; slightly soluble in chloroform
- Miscible with mono- and polyalcohols, ethers, ketones, esters, chlorinated hydrocarbons, and aromatic hydrocarbons, but not with aliphatic hydrocarbons.
- Solubility in water: miscible
- Miscible
- Density
- 1.3253 at 68 °F (NTP, 1992) - Denser than water; will sink
- 1.3253 g/cu cm at 20 °C
- Relative density (water = 1): 1.3
- 1.33
- 1.325 @25 °C
- 1.32
- Vapor Pressure
- 10 mmHg at 64 °F (NIOSH, 2024)
- 0.08 [mmHg]
- Vapor pressure: 0.02 kPa at 30 °C
- 8.68X10-2 mm Hg at 25 °C
- Vapor pressure, kPa at 18 °C: 1.3
- 10 mmHg at 64 °F
- 0.0868 [mm Hg] @25 °C
- (64 °F): 10 mmHg
- LogP
- log Kow = 0.09
- 0.05
- 0.09
- Viscosity
- 6.55 mPa.s (= cP) at 20 °C
- Refractive Index
- Index of refraction: 1.5080 at 20 °C/D
Calculated properties
Derived from the structure rather than from a sample. These are reproducible and they are not measurements: a calculated partition coefficient and a measured one can differ by a long way, and where both exist they are listed apart on purpose.
- logP
- 0.0008
- Topological polar surface area
- 37.3 Ų
- H-bond donors
- 2
- H-bond acceptors
- 2
- Rotatable bonds
- 1
- Molar refractivity
- 21.4888 cm³/mol
- Fraction sp³ carbons
- 0.5
- QED drug-likeness
- 0.4466
What it is made of
Structure
- Heavy atoms, hydrogen excluded
- 5
- Total atoms, hydrogen included
- 9
- Rings
- 0
- Aromatic rings
- 0
- Stereocentres
- 0
- Formal charge
- 0
Functional groups
Carboxylic acid
Thiol
The molecule in three dimensions
The drawing above is a diagram of what is bonded to what. A molecule is not flat, and the model here is one low-energy shape generated from the connectivity — useful for seeing which groups can reach each other, and not a measured structure. A real sample is a population of conformations, interconverting.
Reactions it appears in
Other names for it
The sources also call it mercaptoacetic acid, 2-Mercaptoacetic acid, 2-Thioglycolic acid, Thioglycollic acid, Acetic acid, mercapto-, Sulfanylacetic acid, Thiovanic acid, Mercaptoessigsaeure, Glycolic acid, thio-, USAF CB-35, Acide thioglycolique, Glycolic acid, 2-thio-.
Structurally related
Seen alongside it in reaction records
Molecules that appear in the same recorded reactions as Thioglycolic Acid. This says nothing about structure: most of them are the bases, solvents, ligands and catalysts the chemistry needed, and they are here because somebody put them in the same flask.
1,4-Dioxane
used as a reactant
C₄H₈O₂, 88.106 g/mol.
(5-Thiocyanato-2,3-dihydro-indol-1-yl)-acetic acid methyl ester
used as a reactant
C₁₂H₁₂N₂O₂S, 248.307 g/mol.
(5-Mercapto-2,3-Dihydro-Indol-1-Yl)-Acetic Acid Methyl Ester
formed as a product
C₁₁H₁₃NO₂S, 223.297 g/mol.
(4,5-Dihydroxy-10-oxo-9,10-dihydro-anthracen-9-ylsulfanyl)-acetic acid
formed as a product
C₁₆H₁₂O₅S, 316.334 g/mol.
Where these values came from
chemistry engine
What this page does not claim
The identifiers are what the source record holds, copied rather than recomputed. Measured values are reported as their source gave them, units and all; calculated values are marked as calculated and are not measurements. Where a field is absent the page says so, because a blank cell reads as a zero and a guessed value reads as a fact.
Nothing here is a hazard assessment, a purity statement or advice about handling a sample. A flash point quoted from a safety database is a number somebody published, not a judgement by us about whether this molecule is safe for what you intend.