3-Thiopheneethanol

Base Information

• Chemical Name: 3-Thiopheneethanol
• CAS No.: 13781-67-4
• Molecular Formula: C6H8OS
• Molecular Weight: 128.195
• Hs Code.: 29349990
• European Community (EC) Number: 237-434-7
• UNII: QT9D7W9SX6
• DSSTox Substance ID: DTXSID40160319
• Nikkaji Number: J266.769J
• Wikidata: Q72508855
• Mol file: 13781-67-4.mol

Synonyms:3-Thiopheneethanol;13781-67-4;2-(Thiophen-3-yl)ethanol;2-(3-Thienyl)ethanol;Thiophene-3-ethanol;3-(2-Hydroxyethyl)thiophene;2-thiophen-3-ylethanol;2-(thiophen-3-yl)ethan-1-ol;MFCD00009766;2-(3-Thienyl)-1-ethanol;EINECS 237-434-7;3-thiophene-ethanol;2-(3-thienyl) ethanol;2-(3-thienyl)-ethanol;3-Thiopheneethanol, 99%;QT9D7W9SX6;SCHEMBL28110;2-(3-Thienyl)ethyl alcohol;BIDD:GT0344;DTXSID40160319;AKOS008901321;AM61323;CS-W002051;GS-4193;PB25903;SY003714;FT-0608565;T1475;EN300-62324;J-007062;F0001-0474;Z397587098

Chemical Property of 3-Thiopheneethanol

Chemical Property:

• Appearance/Colour: Clear colorless to yellowish-brown liquid
• Vapor Pressure: 0.177mmHg at 25°C
• Refractive Index: n20/D 1.552(lit.)
• Boiling Point: 223.612 °C at 760 mmHg
• PKA: 14.92±0.10(Predicted)
• Flash Point: 92.778 °C
• PSA: 48.47000
• Density: 1.173 g/cm³
• LogP: 1.28290
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Water Solubility.: Sparingly soluble in water(0.059 g/L at 25°C).
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 128.02958605
• Heavy Atom Count: 8
• Complexity: 65.5

Purity/Quality:

99% ^*data from raw suppliers

3-Thiopheneethanol ^*data from reagent suppliers

Safty Information:

• Safety Statements: 23-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CSC=C1CCO
• Uses: 3-Thiopheneethanol is used as a reagent in the synthesis of pH-responsive near-IR emitting conjugated polymer nanoparticles for cellular imaging and controlled-drug delivery. 3-Thiopheneethanol is also used as a reagent in the preparation of potent respiratory syncytial virus RNA polymerase inhibitors. 3-Thiopheneethanol [3-(2-hydroxyethyl)thiophene] was used in the synthesis of various ether and ester derivatives such as 3-(2-(benzyloxy)ethyl)thiophene, 3-[2-((triphenylmethyl)oxy)ethyl]thiophene, 3-[2-((trimethylsilyl)oxy)ethyl]thiophene, 3-[2-((dimethyl-tert-butylsilyl)oxy)ethyl]thiophene, 3-(2-acetoxyethyl)thiophene and 3-(2-(benzoyloxy)ethyl)thiophene.

Technology Process of 3-Thiopheneethanol

There total 8 articles about 3-Thiopheneethanol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

thiophen-3-yl-acetic acid (6964-21-2) → 3-(2-hydroxyethyl)thiophene (13781-67-4)

Guidance literature:

thiophen-3-yl-acetic acid; With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 ℃; for 2h;

With water; In tetrahydrofuran; ethyl acetate;

Reference yield: 74.0%

thiophen-3-yl-acetic acid methyl ester (58414-52-1) → 3-(2-hydroxyethyl)thiophene (13781-67-4)

Guidance literature:

thiophen-3-yl-acetic acid methyl ester; With 1,1,3,3-Tetramethyldisiloxane; vanadium(V) oxytriisopropoxide; In toluene; at 100 ℃; for 26h; Inert atmosphere; Sealed tube;

With tetrabutyl ammonium fluoride; In tetrahydrofuran; toluene; for 2h; Inert atmosphere;

DOI:10.1002/ejoc.201101016

Reference yield: 62.0%

→ 3-(2-hydroxyethyl)thiophene (13781-67-4) + (+-)-endo-3-[2-(3-Thienyl)ethoxy]-4-(1-azabicyclo[3.2.1]octyl-6-oxy)-1,2,5-thiadiazole

Guidance literature:

upstream raw materials:

oxirane

3-thienyl lithium

3-Bromothiophene

thiophen-3-yl-acetic acid

Downstream raw materials:

3-Methylthiophene

PtCl₂((C₆H₅)2P)2CHCH₂OCH₂CH₂C₄H₃S

4-(2-(thiophen-3-yl)ethoxy)benzaldehyde

2-(thiophen-3-yl)ethyl 4-cyano-4-(phenylcarbonothioylthio)pentanoate

Refernces

• 1、 Dhayalan, Vasudevan,Alca?iz, Fernando Rabasa,Werner, Veronika,Karaghiosoff, Konstantin,Knochel, Paul. "Preparation of a New Spirobi[thieno[2,3- c ]pyran] and Its Selective Mono- and Dimetalation: Application for the Preparation of Soluble Conjugated Oligothiophenes and Pyrene Derivatives". . p. 3972 - 3982. Retrieved 2015.
• 2、 -. "HETEROARYL COMPOUNDS USEFUL AS INHIBITORS OF SUMO ACTIVATING ENZYME". Paragraph 00367. . Retrieved 2016/01/25.