- 2-Thiophenemethanol
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- 2-Thiophenemethanol,a-methyl-, (aR)-
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Cas Database |
| Name |
2-Thiophenemethanol |
EINECS | 211-264-3 |
| CAS No. | 636-72-6 | Density | 1.231 g/cm3 |
| PSA | 48.47000 | LogP | 1.24040 |
| Solubility | 40 g/L at 20 °C in water | Melting Point |
0 °C |
| Formula | C5H6OS | Boiling Point | 207 °C at 760 mmHg |
| Molecular Weight | 114.168 | Flash Point | 76.7 °C |
| Transport Information | N/A | Appearance | clear colourless to light yellow liquid |
| Safety | 23-24/25-36-26 | Risk Codes | 36/37/38 |
| Molecular Structure |
|
Hazard Symbols |
 Xi
|
| Synonyms |
Thenyl alcohol;thiophen-2-ylmethanol; |
Article Data | 75 |
2-Thiophenemethanol Synthetic route
| Conditions | Yield |
|---|---|
| With hydrogen; phosphotungstic acid 44-hydrate; [Fe(C5H4P(i-Pr)2)2Rh(C8H12)]BF4 In water; isopropyl alcohol at 20℃; under 5171.62 Torr; for 16h; | 100% |
| With isopropyl alcohol; hydrotalcite at 81.84℃; for 3h; Kinetics; Further Variations:; Temperatures; Reagents; ratio educt:reagent; | 100% |
| With trichlorosilane; N,N-dimethyl-formamide In dichloromethane at 0℃; for 6h; | 99% |
- 636-72-6
2-thiophenemethanol
| Conditions | Yield |
|---|---|
| With water | 100% |
| Conditions | Yield |
|---|---|
| Stage #1: thiophene-2-carbaldehyde With potassium hydroxide for 0.0833333h; Cannizzaro Reaction; Milling; Inert atmosphere; Sealed tube; Green chemistry; Stage #2: With hydrogenchloride In water for 0.0833333h; Green chemistry; | A 98% B 98% |
| With aluminum oxide; water; sodium hydroxide at 100℃; for 0.0333333h; Cannizzaro Reaction; Microwave irradiation; | A 47% B 47% |
| With aluminum oxide; sodium hydroxide; water for 0.00416667h; Irradiation; Yield given; Yields of byproduct given; |
- 13679-77-1
(thiophen-2-yl)methyl acetate
- 636-72-6
2-thiophenemethanol
| Conditions | Yield |
|---|---|
| With zirconocene dichloride; diisobutylaluminium hydride In tetrahydrofuran at -20℃; Inert atmosphere; regioselective reaction; | 97% |
| With lipase B from Candida antarctica immobilized on Immobead 150 In aq. phosphate buffer at 40℃; for 0.333333h; pH=7.4; | 87% |
- 636-72-6
2-thiophenemethanol
| Conditions | Yield |
|---|---|
| With silica gel In hexane; ethyl acetate | 96% |
| With silica gel at 25℃; Inert atmosphere; Glovebox; | 94% |
| With water; silica gel In methanol at 60℃; Inert atmosphere; | 88% |
- 636-72-6
2-thiophenemethanol
| Conditions | Yield |
|---|---|
| With Nafion-H(R); silica gel In hexane at 20℃; for 0.666667h; | 95% |
| With silica chromate; silica gel In dichloromethane at 20℃; for 0.75h; | 70% |
| Conditions | Yield |
|---|---|
| In methanol decomposition of the complex by refluxing in methanol under N2 for 6-8 h; evapn. of the solvent, extn. of the organic compounds with ether, gas chromatography; | A 5% B 95% |
- 79757-77-0
(4-bromothiophen-2-yl)methanol
- 636-72-6
2-thiophenemethanol
| Conditions | Yield |
|---|---|
| With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium tetrahydroborate; N,N,N,N,-tetramethylethylenediamine In tetrahydrofuran at 25℃; for 2h; Inert atmosphere; | 95% |
- 121851-24-9
tetrahydropyranyl ether of 2-thiophenemethanol
- 636-72-6
2-thiophenemethanol
| Conditions | Yield |
|---|---|
| ammonium cerium(IV) nitrate In alkaline aq. solution; acetonitrile at 70℃; for 2h; pH=8; Decomposition; | 91% |
- 636-72-6
2-thiophenemethanol
| Conditions | Yield |
|---|---|
| With tetrabutyl ammonium fluoride In methanol at 30℃; for 1h; | 90% |
2-Thiophenemethanol Specification
The IUPAC name of 2-Thiophenemethanol is thiophen-2-ylmethanol. With the CAS registry number 636-72-6, it is also named as 2-(Hydroxymethyl)thiophene. The product's categories are Sulphur Derivatives; Thiophene & Benzothiophene; Alkohols; Heterocyclic Compounds. Besides, it is clear colourless to light yellow liquid, which should be stored in sealed containers in a cool, dry place away from oxidizing agents at 0 °C. In addition, its molecular formula is C5H6OS and molecular weight is 114.16.
The other characteristics of this product can be summarized as: (1)EINECS: 226-452-0; (2)ACD/LogP: 0.71; (3)# of Rule of 5 Violations: 0; (4)ACD/LogD (pH 5.5): 0.71; (5)ACD/LogD (pH 7.4): 0.71; (6)ACD/BCF (pH 5.5): 2.05; (7)ACD/BCF (pH 7.4): 2.05; (8)ACD/KOC (pH 5.5): 58.16; (9)ACD/KOC (pH 7.4): 58.16; (10)#H bond acceptors: 1; (11)#H bond donors: 1; (12)#Freely Rotating Bonds: 2; (13)Index of Refraction: 1.585; (14)Molar Refractivity: 31.08 cm3; (15)Molar Volume: 92.7 cm3; (16)Surface Tension: 47.9 dyne/cm; (17)Density: 1.231 g/cm3; (18)Flash Point: 76.7 °C; (19)Melting Point: 0 °C; (20)Water Solubility: 40 g/L at 20 °C; (21)Enthalpy of Vaporization: 46.86 kJ/mol; (22)Boiling Point: 207 °C at 760 mmHg; (23)Vapour Pressure: 0.139 mmHg at 25 °C.
Preparation of 2-Thiophenemethanol: this chemical can be prepared by Thiophene-2-carbaldehyde.
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This reaction needs 2-Propanol and MgAl hydrotalcite at temperature of 81.85 °C. The reaction time is 3 hours. The yield is 100 %.
Uses of 2-Thiophenemethanol: this chemical is used as pharmaceutical intermediate. Additionally, it can react with Methanol to get 2-Methoxymethyl-thiophene.
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This reaction needs p-Toluenesulphonic acid by heating for 20 min. The yield is 70 %.
When you are using this chemical, please be cautious about it as the following: it is irritating to eyes, respiratory system and skin. In case of contact with eyes, please rinse immediately with plenty of water and seek medical advice. And you should wear suitable protective clothing to avoid contact with skin and eyes. Moreover, please do not breathe vapour.
People can use the following data to convert to the molecule structure.
(1)SMILES: OCc1sccc1
(2)InChI: InChI=1/C5H6OS/c6-4-5-2-1-3-7-5/h1-3,6H,4H2
(3)InChIKey: ZPHGMBGIFODUMF-UHFFFAOYAK
(4)Std. InChI: InChI=1S/C5H6OS/c6-4-5-2-1-3-7-5/h1-3,6H,4H2
(5)Std. InChIKey: ZPHGMBGIFODUMF-UHFFFAOYSA-N
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