| Identification | More | [Name]
Thiophenethiol | [CAS]
7774-74-5 | [Synonyms]
2-MERCAPTOTHIOPHENE
2-THIENYL MERCAPTAN
2-THIOPHENETHIOL
2-THIOPHENTHIOL
FEMA 3062
THIOPHENE-2-THIOL
THIOPHENETHIOL
2-Thienyl hydrosulfide
Thienylmercaptan
2-Mercaptothiophene~2-Thienyl mercaptan
2-MERCAPTOTHIOPHENE FEMA NO.--------
Thiophene-2-thiol,97%
Thiophene-2-thiol,96%
2-Thiophenethiol(6CI,7CI,8CI,9CI)
2-MERCAPTOTHIOPHEN
2-Mercaptothiophene, GC 97+%
2-THIOPHENETHIOL/2-MERCAPTOTHIOPHENE
2-Mercaptothiophene, Thienylmercaptan
2-THIOPHENETHIOL, 90+% | [EINECS(EC#)]
231-881-1 | [Molecular Formula]
C4H4S2 | [MDL Number]
MFCD00051666 | [Molecular Weight]
116.2 | [MOL File]
7774-74-5.mol |
| Chemical Properties | Back Directory | [Appearance]
Clear yellowish to orange liquid | [Boiling point ]
129 °C(lit.)
| [density ]
1.252 g/mL at 25 °C(lit.)
| [FEMA ]
3062 | [refractive index ]
n20/D 1.62(lit.)
| [Fp ]
150 °F
| [storage temp. ]
Store under inert gas | [solubility ]
soluble in Chloroform, DMSO | [form ]
clear liquid | [pka]
6.38±0.43(Predicted) | [color ]
Light yellow to Brown | [Odor]
at 0.10 % in dipropylene glycol. burnt caramel roasted coffee | [Odor Type]
caramellic | [Sensitive ]
Air Sensitive | [JECFA Number]
1052 | [BRN ]
104650 | [InChIKey]
SWEDAZLCYJDAGW-UHFFFAOYSA-N | [LogP]
2.20 | [CAS DataBase Reference]
7774-74-5(CAS DataBase Reference) | [NIST Chemistry Reference]
2-Thiophenethiol(7774-74-5) |
| Safety Data | Back Directory | [Symbol(GHS) ]
GHS07 | [Signal word ]
Warning | [Hazard statements ]
H315-H319-H335 | [Precautionary statements ]
P261-P264-P271-P280-P302+P352-P305+P351+P338 | [Hazard Codes ]
Xi,Xn | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin .
R36/38:Irritating to eyes and skin .
R21/22:Harmful in contact with skin and if swallowed .
R20/22:Harmful by inhalation and if swallowed . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . | [RIDADR ]
UN3334 | [WGK Germany ]
3
| [F ]
10-13-23 | [Hazard Note ]
Irritant | [HazardClass ]
9 | [PackingGroup ]
III | [HS Code ]
29349990 |
| Hazard Information | Back Directory | [Chemical Properties]
2-Thienyl mercaptan has a very unpleasant, burnt caramellic and sulfuraceous odor with a similar flavor. | [Chemical Properties]
Clear yellowish to orange liquid | [Uses]
2-Thiophenethiol is used in biological studies to evaluate the changes in key odorants of hazelnut induced by roasting. | [Definition]
ChEBI: Thiophene-2-thiol is a heteroarene. | [Preparation]
By heating sodium sulfosuccinate with phosphorous trichloride; also by reduction of thiophene-2-sulfonyl chloride. | [Synthesis Reference(s)]
Journal of the American Chemical Society, 75, p. 6316, 1953 DOI: 10.1021/ja01120a518 | [Synthesis]
A three-necked flask fitted with a mechanical stirrer and a 600-ml dropping funnel filled with dry nitrogen is charged with 500 ml of tetrahydrofuran and 56 g (53 ml, 0.67 mole) of thiophene. This mixture is stirred under nitrogen and cooled to 40° with an acetone–dried ice bath while 490 ml (0.662 mole) of 1.35 M n-butyllithium in pentane is added over 5 minutes via the dropping funnel. The mixture's temperature is held between 30° and 20° for 1 hour, then lowered to 70° by adding dry ice to the bath. Powdered sulfur crystals (20.4 g, 0.638 g) are added to the stirred mixture in one aliquot. After 30 minutes, the temperature is allowed to rise to 10°, and then the yellow solution is carefully poured into 1 l of rapidly stirred ice water. These aqueous extracts are combined with the aqueous layer, and the whole is chilled and carefully acidified with 4 N sulfuric acid. This aqueous phase is immediately extracted with three 200-ml portions of diethyl ether. The combined ether extracts are washed twice with 100 ml portions of water to remove acid and remaining tetrahydrofuran and dried over anhydrous sodium sulfate. After the removal of ether, the residual golden-brown oil is purified by distillation at reduced pressure. The portion boiling at 53–56° (5 mm) is collected, yielding 49.5–53.5 g (65–70%) of 2-thiophenethiol as a yellow oil.
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