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Cas Database |
| Name |
2-Methylthiophenol |
EINECS | 205-276-8 |
| CAS No. | 137-06-4 | Density | 1.049 g/cm3 |
| PSA | 38.80000 | LogP | 2.28370 |
| Solubility | insoluble in water | Melting Point |
10-12 °C(lit.) |
| Formula | C7H8S | Boiling Point | 195 °C at 760 mmHg |
| Molecular Weight | 124.207 | Flash Point | 63.9 °C |
| Transport Information | UN 2810 | Appearance | Clear colourless to slighty yellow-brown liquid |
| Safety | 26-39-36/37/39 | Risk Codes | 37/38-41-36/37/38-20/21/22 |
| Molecular Structure |
|
Hazard Symbols |
 Xn,  Xi
|
| Synonyms |
o-Toluenethiol(8CI);2-Methylbenzenethiol;2-Methylbenzothiol;2-Methylphenylthiol;2-Toluenethiol;NSC 80655;o-Mercaptotoluene;o-Methylbenzenethiol;o-Methylthiophenol;o-Thiocresol;o-Tolyl mercaptan;o-Tolylthiol;Benzenethiol, 2-methyl-; |
Article Data | 48 |
2-Methylthiophenol Synthetic route
| Conditions | Yield |
|---|---|
| With copper(ll) sulfate pentahydrate; ethane-1,2-dithiol; potassium hydroxide In water; dimethyl sulfoxide at 90℃; for 20h; Inert atmosphere; | 96% |
| Stage #1: ortho-methylphenyl iodide With copper(l) iodide; potassium carbonate; sulfur In N,N-dimethyl-formamide at 90℃; for 12h; Inert atmosphere; Stage #2: With sodium tetrahydroborate In N,N-dimethyl-formamide at 40℃; Inert atmosphere; Cooling with ice; | 90% |
| With sodiumsulfide nonahydrate; copper; ethane-1,2-dithiol In dimethyl sulfoxide at 100℃; for 20h; Inert atmosphere; Green chemistry; | 88% |
| With copper(l) iodide; thiourea; L-proline; sodium t-butanolate In dimethyl sulfoxide at 90℃; for 24h; Inert atmosphere; | 86% |
| Conditions | Yield |
|---|---|
| With hydrogen sulfide at 360℃; Reagent/catalyst; | 98.5% |
| Stage #1: 2-methylphenyl bromide With water; caesium carbonate; sodium thiosulfate; bis(dibenzylideneacetone)-palladium(0); XPhos In toluene; tert-butyl alcohol at 80℃; for 24h; Inert atmosphere; Stage #2: With hydrogenchloride; zinc In water for 1h; Cooling with ice; | 75% |
| With sulfur; magnesium 1.) ether; Multistep reaction; |
| Conditions | Yield |
|---|---|
| With hydrogenchloride; aluminium chloride In diethyl ether; toluene; Petroleum ether |
| Conditions | Yield |
|---|---|
| With sodium tetrahydroborate; lithium chloride In tetrahydrofuran at 0 - 35℃; | 96% |
| With sodium tetrahydroborate; zirconium(IV) chloride In tetrahydrofuran at 35℃; for 0.166667h; Reduction; | 95% |
| Conditions | Yield |
|---|---|
| With iron(III) chloride In Petroleum ether |
- 14092-00-3
methyl o-tolyl sulfide
- 137-06-4
2-thiocresol
| Conditions | Yield |
|---|---|
| With N,N,N,N,N,N-hexamethylphosphoric triamide; sodium hydride; diethylamine In xylene for 6h; Heating; | 85% |
| Conditions | Yield |
|---|---|
| Stage #1: toluene With trifluoromethylsulfonic anhydride; (MeO2CH2CH2)2SO In dichloromethane at -35 - 20℃; Stage #2: With triethylamine In tetrahydrofuran at 20℃; for 12h; Stage #3: With potassium tert-butylate In tetrahydrofuran at -78℃; for 0.166667h; Title compound not separated from byproducts; |
| Conditions | Yield |
|---|---|
| With potassium hydroxide In tetrahydrofuran; methanol for 3h; Ambient temperature; |
- 10345-39-8
O‐(o‐tolyl) dimethylcarbamothioate
- 137-06-4
2-thiocresol
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1: 2 h / 210 °C 2: KOH / tetrahydrofuran; methanol / 3 h / Ambient temperature View Scheme |
| Conditions | Yield |
|---|---|
| Multi-step reaction with 3 steps 1: 1,4-diazabicyclo<2.2.2>octane (dabco) / dimethylformamide / 1.5 h / 60 - 70 °C 2: 2 h / 210 °C 3: KOH / tetrahydrofuran; methanol / 3 h / Ambient temperature View Scheme |
2-Methylthiophenol Chemical Properties
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IUPAC Name: 2-Methylbenzenethiol
Molecular formula: C7H8S
Molecular Weight: 124.2
Density: 1.049 g/cm3
Melting point: 0-12 °C(lit.)
Boiling point: 195 °C at 760 mmHg
Flash point: 63.9 °C
Solubility in water: insoluble
Sensitive: Stench
Index of Refraction: 1.577
Molar Refractivity: 39.25 cm3
Molar Volume: 118.3 cm3
Surface Tension: 37.8 dyne/cm
Enthalpy of Vaporization: 41.36 kJ/mol
Vapour Pressure: 0.601 mmHg at 25 °C
Appearance: clear colourless to slighty yellow-brown liguid
EINECS: 205-276-8
Product Categories of o-Toluenethiol (CAS NO.137-06-4): Phenol & Thiophenol & Mercaptan; thiol Flavor
2-Methylthiophenol Uses
o-Toluenethiol (CAS NO.137-06-4) is used as a raw material in organic synthesis.
2-Methylthiophenol Production
It is derived by the o-toluidine by diazotization, esterification, hydrolysis.
2-Methylthiophenol Toxicity Data With Reference
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| mouse | LD50 | intraperitoneal | 100mg/kg (100mg/kg) | National Technical Information Service. Vol. AD277-689, |
2-Methylthiophenol Consensus Reports
Reported in EPA TSCA Inventory.
2-Methylthiophenol Safety Profile
Poison by intraperitoneal route. A flammable liquid. When heated to decomposition it emits toxic fumes of SOx.
Hazard Codes: 
Xi,
Xn
Risk Statements:
R37/38: Irritating to respiratory system and skin .
R41: Risk of serious damage to eyes.
R36/37/38: Irritating to eyes, respiratory system and skin .
R20/21/22: Harmful by inhalation, in contact with skin and if swallowed .
Safety Statements:
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S39: Wear eye/face protection .
S36/37/39: Wear suitable protective clothing, gloves and eye/face protection .
RIDADR: 2810
WGK Germany: 3
RTECS: XT8750000
Hazard Note: Harmful/Irritant/Stench
HazardClass: 6.1
PackingGroup of o-Toluenethiol (CAS NO.137-06-4): III
2-Methylthiophenol Standards and Recommendations
DOT Classification: 3; Label: Flammable Liquid, Poison (UN 1228); DOT Class: 6.1; Label: Poison, Flammable Liquid (UN 3071)
2-Methylthiophenol Specification
o-Toluenethiol (CAS NO.137-06-4), its Synonyms are 2-Methylbenzenethiol ; 2-Methylphenylthiol ; 2-Methylthiophenol ; 2-Toluenethiol ; Benzenethiol, 2-methyl- ; o-Mercaptotoluene ; o-Methylbenzenethiol ; o-Methylthiophenol ; o-Thiocresol ; Toluene, 2-mercapto- ; Tolylmercaptan, o- ; Tolylthiol, o- .
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