1-(Thiophen-2-yl)ethanol

Base Information

• Chemical Name: 1-(Thiophen-2-yl)ethanol
• CAS No.: 2309-47-9
• Molecular Formula: C₆H₈OS
• Molecular Weight: 128.195
• Hs Code.: 2934999090
• European Community (EC) Number: 218-992-0
• DSSTox Substance ID: DTXSID60945766
• Nikkaji Number: J213.183H
• Mol file: 2309-47-9.mol

Synonyms:1-(Thiophen-2-yl)ethanol;2309-47-9;1-(thiophen-2-yl)ethan-1-ol;1-thiophen-2-yl-ethanol;78002-44-5;1-thiophen-2-ylethanol;1-(2-thienyl)ethanol;alpha-Methylthiophene-2-methanol;EINECS 218-992-0;MFCD09836745;2-Thiophenemethanol, .alpha.-methyl-;2-Thiophenemethanol, alpha-methyl-;(thiophen-2-yl)-ethanol;SCHEMBL1126267;alpha-Methyl-2-thiophenemethanol;DTXSID60945766;CAA30947;AKOS000249639;AKOS016352814;SB45641;SB47707;AM804356;AS-60248;FT-0638737;FT-0642046;FT-0688708;FT-0758164;EN300-60888;A878332;Z335245078

Chemical Property of 1-(Thiophen-2-yl)ethanol

Chemical Property:

• Boiling Point: 212.8°Cat760mmHg
• PKA: 13.95±0.20(Predicted)
• Flash Point: 82.5°C
• PSA: 48.47000
• Density: 1.165g/cm³
• LogP: 1.80140
• Storage Temp.: 2-8°C
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 128.02958605
• Heavy Atom Count: 8
• Complexity: 74.9

Purity/Quality:

98%Min ^*data from raw suppliers

1-(thiophen-2-yl)ethan-1-ol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C1=CC=CS1)O

Technology Process of 1-(Thiophen-2-yl)ethanol

There total 54 articles about 1-(Thiophen-2-yl)ethanol 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%

thiophene-2-carbaldehyde (98-03-3) + dimethyl zinc(II) (544-97-8) → (S)-1-(thiophen-2-yl)ethanol (2309-47-9,27948-39-6,86527-10-8,115510-91-3)

Guidance literature:

thiophene-2-carbaldehyde; dimethyl zinc(II); With (S)-N-(3-methyl-1-(1-pyrrolidin-1-yl)butan-2-yl) diphenylphosphinic amideamine; In hexane; at 20 ℃; for 6h; Inert atmosphere;

With ammonium chloride; In hexane; water; at 0 ℃; optical yield given as %ee; enantioselective reaction; Inert atmosphere;

DOI:10.1016/j.tet.2011.02.042

Reference yield: 98.0%

2-Acetylthiophene (88-15-3,97511-16-5) → (S)-1-(thiophen-2-yl)ethanol (2309-47-9,27948-39-6,86527-10-8,115510-91-3)

Guidance literature:

With formic acid; [RuCl₂(hexamethylbenzene)]2; (S)-2-piperidinemethanethiol hydrochloride; triethylamine; at 30 ℃; for 24h; optical yield given as %ee; enantioselective reaction; Inert atmosphere;

DOI:10.1055/s-0029-1217349

Reference yield: 98.0%

Isopropenyl acetate (108-22-5) + 1-(thien-2-yl)ethanol (115510-91-3) → (R)-1-(thiophen-2-yl)ethyl acetate + (R)-1-thiophen-2-yl-ethanol (2309-47-9,27948-39-6,115510-91-3,86527-10-8) + (S)-1-(thiophen-2-yl)ethanol (2309-47-9,27948-39-6,86527-10-8,115510-91-3)

Guidance literature:

With Candida antarctica lipase B; dicarbonyl(chloro)(η⁵-pentaphenylcyclopentadienyl)ruthenium(II); potassium tert-butylate; sodium carbonate; In tetrahydrofuran; toluene; at 20 ℃; for 6h;

DOI:10.1021/ja051576x

upstream raw materials:

1-(thien-2-yl)ethanol

2-Acetylthiophene

thiophene-2-carbaldehyde

trimethylaluminum

Refernces

• 1、 Oestreich, Martin,Seliger, Jan. "Dynamic Kinetic Resolution of Alcohols by Enantioselective Silylation Enabled by Two Orthogonal Transition-Metal Catalysts". . p. 247 - 251. Retrieved 2020/10/29.
• 2、 Titze, Marvin,Heitk?mper, Juliane,Junge, Thorsten,K?stner, Johannes,Peters, René. "Highly Active Cooperative Lewis Acid—Ammonium Salt Catalyst for the Enantioselective Hydroboration of Ketones". supporting information. p. 5544 - 5553. Retrieved 2021/02/05.