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5402-55-1

Basic Information
CAS No.: 5402-55-1
Name: 2-Thiopheneethanol
Article Data: 42
Cas Database
Molecular Structure:
Molecular Structure of 5402-55-1 (2-Thiopheneethanol)
Formula: C6H8OS
Molecular Weight: 128.195
Synonyms: 2-(2-Hydroxyethyl)thiofuran;2-(2-Hydroxyethyl)thiophene;2-(2-Thienyl)-1-ethanol;2-(2-Thienyl)ethanol;2-(Thiophen-2-yl)ethanol;NSC 5136;thiophene-2- ethanol;Thiophene-2-Ethanol;
EINECS: 226-452-0
Density: 1.173 g/cm3
Melting Point: N/A
Boiling Point: 223 °C at 760 mmHg
Flash Point: 101.1 °C
Solubility: slightly soluble in water
Appearance: clear colorless to slightly brown liquid
Hazard Symbols: IrritantXi
Risk Codes: 36/37/38
Safety: 23-24/25-36-26
Transport Information: N/A
PSA: 48.47000
LogP: 1.28290
Synthetic route
57382-97-5

ethyl thiophen-2-ylacetate

5402-55-1

2-thiophenethanol

Conditions
ConditionsYield
With phenylsilane; cobalt(II) diacetate tetrahydrate; sodium triethylborohydride In 1,2-dimethoxyethane; toluene at 25℃; for 15h; Reagent/catalyst; Solvent; Temperature; Inert atmosphere; Schlenk technique;100%
Stage #1: ethyl thiophen-2-ylacetate With sodium tetrahydroborate In tetrahydrofuran at 70℃; for 0.25h;
Stage #2: In tetrahydrofuran; methanol at 70℃; for 0.15h;
94%
With ethylmagnesium bromide; poly(methylhydrosiloxane); bis(cyclopentadienyl)titanium dichloride In tetrahydrofuran; diethyl ether for 17.5h; Ambient temperature;89%
19432-68-9

methyl 2-thiopheneacetate

5402-55-1

2-thiophenethanol

Conditions
ConditionsYield
Stage #1: methyl 2-thiopheneacetate With diethylzinc; lithium chloride In tetrahydrofuran; hexane at 20℃; for 6h; Inert atmosphere;
Stage #2: With sodium hydroxide In tetrahydrofuran; hexane; water at 20℃; for 8h; Inert atmosphere; chemoselective reaction;
98%
Stage #1: methyl 2-thiopheneacetate With sodium tetrahydroborate In tetrahydrofuran at 70℃; for 0.25h;
Stage #2: In tetrahydrofuran; methanol at 70℃; for 0.15h;
97%
With strain of the zygomycete fungus S. racemosum MUT 770 In dimethyl sulfoxide for 72h; Enzymatic reaction;96%
1918-77-0

Thiophene-2-acetic acid

5402-55-1

2-thiophenethanol

Conditions
ConditionsYield
With dimethylsulfide borane complex In tetrahydrofuran at 0 - 20℃; for 6h;97%
With tricarbonyl(η(4)-cycloocta-1,5-diene)iron; phenylsilane In tetrahydrofuran at 20℃; for 24h; Inert atmosphere; UV-irradiation; chemoselective reaction;95%
With indium(III) bromide; 1,1,3,3-Tetramethyldisiloxane In chloroform at 60℃; for 2h; Inert atmosphere;73%
75-21-8

oxirane

63762-35-6

2,5-dilithiothiophene

A

5402-55-1

2-thiophenethanol

B

131202-62-5

2,2′-(thiophene-2,5-diyl)diethanol

Conditions
ConditionsYield
In hexane 1) -10 deg C, 2 h, 2) r.t., 24 h;A 95%
B 5%
160744-11-6

2-[2-(tert-butyldimethylsilyloxy)ethyl]thiophene

5402-55-1

2-thiophenethanol

Conditions
ConditionsYield
With Povidone-Iodine In methanol at 30℃; for 1h; Solvent; Temperature;91%
35320-27-5

2,2,2-trichloro-1-(thien-2-yl)-ethanol

5402-55-1

2-thiophenethanol

Conditions
ConditionsYield
With lithium borohydride; sodium hydroxide In isopropyl alcohol Temperature; Jocic Reaction; Heating; Inert atmosphere;89%
75-21-8

oxirane

188290-36-0

thiophene

5402-55-1

2-thiophenethanol

Conditions
ConditionsYield
Stage #1: thiophene With sodium; polyethylene; isoprene In tetrahydrofuran; toluene at -1 - 1℃; for 3.5h;
Stage #2: oxirane In tetrahydrofuran; toluene at 19 - 21℃; for 2h;
Stage #3: With water; ammonium chloride In tetrahydrofuran; toluene at 0 - 22℃; for 0.25h; Product distribution / selectivity; Cooling with ice-methanol bath;
83%
Stage #1: thiophene With cis-Octadecenoic acid; sodium; isopropenylbenzene In tetrahydrofuran; toluene at -1 - 1℃; for 3.5h;
Stage #2: oxirane In tetrahydrofuran; toluene at 19 - 21℃; for 2h;
Stage #3: With water In tetrahydrofuran; toluene at 0 - 20℃; for 0.166667 - 0.25h; Product distribution / selectivity; Cooling with ice-methanol bath;
83%
Stage #1: thiophene With cis-Octadecenoic acid; sodium; 2,3-dimethyl-buta-1,3-diene In tetrahydrofuran; toluene at -1 - 1℃; for 2h;
Stage #2: oxirane In tetrahydrofuran; toluene at 20℃; for 0.333333h;
Stage #3: With water In tetrahydrofuran; toluene at 0 - 13℃; for 0.5h; Product distribution / selectivity;
83%
With n-butyllithium In tetrahydrofuran; hexane at 0℃;68%
With n-butyllithium; diethyl ether
188290-36-0

thiophene

1072-53-3

ethyleneglycol sulfate

5402-55-1

2-thiophenethanol

Conditions
ConditionsYield
Stage #1: thiophene With n-butyllithium In tetrahydrofuran; hexane at -78℃;
Stage #2: ethyleneglycol sulfate In tetrahydrofuran; hexane at -78 - 20℃;
Stage #3: With sulfuric acid In tetrahydrofuran; hexane for 3h; Heating; Further stages.;
79%

thiophene-2-sulfonic acid 2-bromo-ethyl ester

A

5402-55-1

2-thiophenethanol

B

thiophene-2-sulfonic acid ethyl ester

C

4,5-dihydro-6-oxa-1,7-dithia-indene 7,7-dioxide

Conditions
ConditionsYield
With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride In benzene for 12h; Heating;A 74%
B 13%
C 9%

thiophen-2-yl-acetic acid propyl ester

5402-55-1

2-thiophenethanol

Conditions
ConditionsYield
Stage #1: thiophen-2-yl-acetic acid propyl ester With sodium tetrahydroborate In tetrahydrofuran at 70℃; for 0.25h;
Stage #2: In tetrahydrofuran; methanol at 70℃; for 0.15h;
68%
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    5402-55-1

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Specification

2-Thiopheneethanol, its cas register number is 5402-55-1. It also can be called 2-(2-Hydroxyethyl)thiophene; 2-(2-Thienyl)ethanol; Ethanol, 2-(2-thienyl)-; Thiophen-2-ethanol. It is a clear colorless to slight colored liquid. It belongs to the Product Categories of Heterocycles; Thiophene&Benzothiophene; Alkohols; Heterocyclic Compounds; Thiophens.

Physical properties about 2-Thiopheneethanol are: (1)ACD/LogP: 1.237; (2)ACD/LogD (pH 5.5): 1.24; (3)ACD/LogD (pH 7.4): 1.24; (4)ACD/BCF (pH 5.5): 5.13; (5)ACD/BCF (pH 7.4): 5.13; (6)ACD/KOC (pH 5.5): 112.23; (7)ACD/KOC (pH 7.4): 112.23; (8)#H bond acceptors: 1; (9)#H bond donors: 1; (10)#Freely Rotating Bonds: 3; (11)Index of Refraction: 1.568; (12)Molar Refractivity: 35.721 cm3; (13)Molar Volume: 109.236 cm3; (14)Polarizability: 14.161 10-24cm3; (15)Surface Tension: 45.5349998474121 dyne/cm; (16)Density: 1.174 g/cm3; (17)Flash Point: 101.111 °C; (18)Enthalpy of Vaporization: 48.567 kJ/mol; (19)Boiling Point: 223.027 °C at 760 mmHg; (20)Vapour Pressure: 0.0560000017285347 mmHg at 25°C

When you are using 2-Thiopheneethanol,  please be cautious about it as the following:
1. Do not breathe gas/fumes/vapor/spray (appropriate wording to be specified by the manufacturer);
2. Avoid contact with skin and eyes;
3. Wear suitable protective clothing;
4. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice;

You can still convert the following datas into molecular structure:
(1)InChI=1S/C6H8OS/c7-4-3-6-2-1-5-8-6/h1-2,5,7H,3-4H2;
(2)InChIKey=VMJOFTHFJMLIKL-UHFFFAOYSA-N;
(3)SmilesOCCc1sccc1;

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