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2-Mercaptobenzothiazole

C7H5NS2, 167.258 g/mol. Its structure, the values that were measured, the values that were calculated, and where each one came from.

verified recordOrganic — aromatic thiol7 measured properties

Drawn from the SMILES. It shows how the atoms are connected — not a photograph of a molecule, and not its shape in space.

Identifiers

Molecular formula
C₇H₅NS₂
Molecular weight
167.258 g/mol
Exact mass
166.986341 g/mol
IUPAC name
1,3-benzothiazole-2-thiol
SMILES
Sc1nc2ccccc2s1
InChI
InChI=1S/C7H5NS2/c9-7-8-5-3-1-2-4-6(5)10-7/h1-4H,(H,8,9)
InChIKey
YXIWHUQXZSMYRE-UHFFFAOYSA-N

Both are open without an account.

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
Decomposes (NTP, 1992)measured · National Toxicology Program, Institute of Environmental Health Sciences, National Institutes of Health (NTP). 1992. National Toxicology Program Chemical Repository Database. Research Triangle Park, North Carolina.
Not determinable experimentally by EU Method A.2 (Boiling Temperature) due to overlapping endothermic and exothermic reactions.measured · ECHA; Search for Chemicals. Benzothiazole-2-thiol (CAS 149-30-4) Registered Substances Dossier. European Chemical Agency. Available from, as of Feb 3, 2015: https://echa.europa.eu/
Melting Point
351 to 358 °F (NTP, 1992)measured · National Toxicology Program, Institute of Environmental Health Sciences, National Institutes of Health (NTP). 1992. National Toxicology Program Chemical Repository Database. Research Triangle Park, North Carolina.
180.2-181.7 °Cmeasured · O'Neil, M.J. (ed.). The Merck Index - An Encyclopedia of Chemicals, Drugs, and Biologicals. Cambridge, UK: Royal Society of Chemistry, 2013., p. 1089
MP: 170-173 °C /Technical mercaptobenzothiazole/measured · O'Neil, M.J. (ed.). The Merck Index - An Encyclopedia of Chemicals, Drugs, and Biologicals. Cambridge, UK: Royal Society of Chemistry, 2013., p. 1089
177 - 179 °Cmeasured · reference compound database
180-182 °Cmeasured · reference compound database
181 °Cmeasured · reference compound database
Flash Point
392 °F (NTP, 1992)measured · National Toxicology Program, Institute of Environmental Health Sciences, National Institutes of Health (NTP). 1992. National Toxicology Program Chemical Repository Database. Research Triangle Park, North Carolina.
392 °Fmeasured · reference compound database
243 °Cmeasured · reference compound database
Solubility
less than 1 mg/mL at 66 °F (NTP, 1992)measured · National Toxicology Program, Institute of Environmental Health Sciences, National Institutes of Health (NTP). 1992. National Toxicology Program Chemical Repository Database. Research Triangle Park, North Carolina.
In water at 25 °C, 51 mg/L (pH 5), 118 mg/L (pH 7), 900 mg/L (pH 9)measured · ECHA; Search for Chemicals. Benzothiazole-2-thiol (CAS 149-30-4) Registered Substances Dossier. European Chemical Agency. Available from, as of Feb 3, 2015: https://echa.europa.eu/
In pure water, 120 mg/L at 24 °C; in buffered creek water at 24 °C, 190 mg/L (pH 6.5), 230 mg/l (pH 7.5), 260 mg/L (pH 8.5)measured · Brownlee BG et al; Environ Toxicol Chem 11: 1153-68 (1992)
Solubility at 25 °C (g/100 mL) in alcohol: 2.0; ether 1.0; acetone 10.0; benzene 1.0; carbon tetrachloride <0.2; naphtha <0.5. Moderately soluble in glacial acetic acid. Soluble in alkalies and alkali carbonate solutionsmeasured · O'Neil, M.J. (ed.). The Merck Index - An Encyclopedia of Chemicals, Drugs, and Biologicals. Cambridge, UK: Royal Society of Chemistry, 2013., p. 1089
Soluble in dilute caustic soda, alcohol, acetone, benzene, chloroform; insoluble in water and gasoline.measured · Lewis, R.J. Sr.; Hawley's Condensed Chemical Dictionary 15th Edition. John Wiley & Sons, Inc. New York, NY 2007., p. 798
For more Solubility (Complete) data for 2-MERCAPTOBENZOTHIAZOLE (6 total), please visit the HSDB record page.measured · reference compound database
0.12 mg/mL at 24 °Cmeasured · reference compound database
Solubility in water, g/100ml at 20 °C: 0.01 (very poor)measured · reference compound database
Density
1.42 at 68 °F (NTP, 1992) - Denser than water; will sinkmeasured · National Toxicology Program, Institute of Environmental Health Sciences, National Institutes of Health (NTP). 1992. National Toxicology Program Chemical Repository Database. Research Triangle Park, North Carolina.
1.42 g/cu cm at 20 °Cmeasured · Haynes, W.M. (ed.). CRC Handbook of Chemistry and Physics. 95th Edition. CRC Press LLC, Boca Raton: FL 2014-2015, p. 3-42
1.42 g/cm³measured · reference compound database
1.42 @ 20°Cmeasured · reference compound database
Vapor Pressure
0.000464 [mmHg]measured · reference compound database
2.25X10-8 mm Hg at 20 °C; <1.9X10-6 mm Hg at 25 °Cmeasured · ECHA; Search for Chemicals. Benzothiazole-2-thiol (CAS 149-30-4) Registered Substances Dossier. European Chemical Agency. Available from, as of Feb 3, 2015: https://echa.europa.eu/
LogP
log Kow = 2.41measured · Brownlee BG et al; Environ Toxicol Chem 11: 1153-68 (1992)
2.42measured · reference compound database
2.41measured · reference compound database
2.41measured · reference compound database

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.

Molecular weight
167.3 g/molcalculated · reference compound database
Average mass of one molecule, from reference compound database.
Exact mass
166.98634151 Dacalculated · reference compound database
Mass of the most common isotopic form.
XLogP3
2.7calculated · reference compound database
Estimated oil/water partition, computed by reference compound database.
Polar surface area
42.1 Ųcalculated · reference compound database
Polar surface area as computed by reference compound database.
Complexity
129calculated · reference compound database
A rough measure of how intricate the structure is.
H-bond donors
1calculated · reference compound database
H-bond acceptors
3calculated · reference compound database
logP
2.585calculated · chemistry engine
Estimated preference for oil over water. Higher means more oil-like.
Topological polar surface area
12.89 Ųcalculated · chemistry engine
Surface area from polar atoms; relates to how easily a molecule crosses membranes.
H-bond donors
1calculated · chemistry engine
Atoms that can donate a hydrogen bond.
H-bond acceptors
3calculated · chemistry engine
Atoms that can accept a hydrogen bond.
Rotatable bonds
0calculated · chemistry engine
Single bonds the molecule can freely twist around.
Molar refractivity
46.872 cm³/molcalculated · chemistry engine
Relates to the molecule's polarisability.
Fraction sp³ carbons
0calculated · chemistry engine
Share of carbon atoms with tetrahedral bonding.
QED drug-likeness
0.595calculated · chemistry engine
Quantitative estimate of drug-likeness (0–1).

What it is made of

Elements

Percentages are of the molecular weight above, worked out the same way the molar mass calculator does it.

Structure

Heavy atoms, hydrogen excluded
10
Total atoms, hydrogen included
15
Rings
2
Aromatic rings
2
Stereocentres
0
Formal charge
0

Functional groups

  • Thiol

    An –SH group, the sulfur analogue of an alcohol.

  • Aromatic ring

    A flat six-membered ring with delocalised electrons.

  • Aromatic ring (five-membered)

    A flat five-membered ring with delocalised electrons, such as furan, thiophene or pyrrole.

Matched by structural pattern, not by a measurement.

The molecule in three dimensions

Rotate and inspect the atoms. Loaded only when you ask, so the page stays light.

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

No documented reaction with a written procedure and a source involves 2-Mercaptobenzothiazole yet.

Other names for it

The systematic name on this record is 1,3-benzothiazole-2-thiol.

The sources also call it 2-Benzothiazolethiol, Captax, 1,3-Benzothiazole-2-thiol, Benzothiazolethiol, MERCAPTOBENZOTHIAZOLE, 2(3H)-Benzothiazolethione, Dermacid, Kaptax, Mertax, Thiotax, Rotax, Accelerator M.

Structurally related

Molecules sharing this formula, or whose fingerprint is at least 40% similar to this one. Similarity is Tanimoto on Morgan fingerprints over this library only — it is a measure of structural overlap, not of how alike they behave.

Where these values came from

compound record.

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.