Ethyl 2-hydroxy-2,2-DI(thiophen-2-YL)acetate

Base Information

• Chemical Name: Ethyl 2-hydroxy-2,2-DI(thiophen-2-YL)acetate
• CAS No.: 28569-88-2
• Molecular Formula: C12H12O3S2
• Molecular Weight: 268.357
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID50508122
• Wikidata: Q82364833
• Mol file: 28569-88-2.mol

Synonyms:28569-88-2;ETHYL 2-HYDROXY-2,2-DI(THIOPHEN-2-YL)ACETATE;ethyl 2-hydroxy-2,2-dithiophen-2-ylacetate;Hydroxydithiophen-2-ylacetic acid ethyl ester;Ethyl hydroxydi(thiophen-2-yl)acetate;SCHEMBL2289504;DTXSID50508122;UPTVHSCRWQCIOS-UHFFFAOYSA-N;CS-D1296;ethyl 2-hydroxy-2, 2-dithiophen-2-ylacetate;hydroxy-di-thiophen-2-yl-acetic acid ethyl ester;ETHYL2-HYDROXY-2,2-DI(THIOPHEN-2-YL)ACETATE

Chemical Property of Ethyl 2-hydroxy-2,2-DI(thiophen-2-YL)acetate

Chemical Property:

• PSA: 103.01000
• LogP: 2.60860
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 268.02278659
• Heavy Atom Count: 17
• Complexity: 267

Purity/Quality:

NLT 98% ^*data from raw suppliers

Ethyl2-Hydroxy-2,2-di(thiophen-2-yl)acetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(C1=CC=CS1)(C2=CC=CS2)O
• Uses: Ethyl 2-Hydroxy-2,2-di(thiophen-2-yl)acetate is a thiophene analog of glycolic acid used in various synthetic preparations.

Technology Process of Ethyl 2-hydroxy-2,2-DI(thiophen-2-YL)acetate

There total 3 articles about Ethyl 2-hydroxy-2,2-DI(thiophen-2-YL)acetate 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: 53.0%

2-thienyl lithium (2786-07-4) + thienylglycoxylate dethyle (4075-58-5) → Ethyl (2,2'-Dithienyl)glycolate (28569-88-2)

Guidance literature:

at 15 ℃;

DOI:10.1021/jo00327a009

Reference yield:

thiophen-2-yl magnesium bromide (5713-61-1) + thienylglycoxylate dethyle (4075-58-5) → Ethyl (2,2'-Dithienyl)glycolate (28569-88-2)

Guidance literature:

thiophen-2-yl magnesium bromide; thienylglycoxylate dethyle; In tetrahydrofuran; diethyl ether; at -60 ℃; Inert atmosphere;

With water; In tetrahydrofuran; diethyl ether;

Reference yield:

2-thienylmagnesium iodide (89180-57-4) + thienylglycoxylate dethyle (4075-58-5) → Ethyl (2,2'-Dithienyl)glycolate (28569-88-2)

Guidance literature:

With diethyl ether; Behandeln des Reaktionsprodukts mit wss. Salzsaeure;

DOI:10.1021/ja01149a085

upstream raw materials:

2-thienylmagnesium iodide

thienylglycoxylate dethyle

2-thienyl lithium

thiophen-2-yl magnesium bromide

Downstream raw materials:

2-hydroxy-2,2-di(thiophen-2-yl)acetic acid

(5-Phenyl-2-thienyl)(2-thienyl)acetic acid

anti-(1S,2R)-hydroxy-di-thiophen-2-yl-acetic acid (1S,2R)-7-(benzylmethylamino)-bicyclo[2.2.1]hept-2-yl ester

hydroxydithien-2-ylacetic acid 1-aza-bicyclo[2.2.2]oct-3(R)-yl ester

Refernces

• 1、 Jeffries, Alfred T.,Moore, Kenneth C.,Ondeyka, Debra M.,Springsteen, Arthur W.,MacDowell, Denis W.H.. "A Study of Some Thiophene Analogues of Glycolic Acid". . p. 2885 - 2889. Retrieved 2007/10/02.