Di-2-thienylglycolic acid

Base Information

• Chemical Name: Di-2-thienylglycolic acid
• CAS No.: 4746-63-8
• Molecular Formula: C10H8O3S2
• Molecular Weight: 240.304
• European Community (EC) Number: 829-599-4
• UNII: RI3X2J9148
• ChEMBL ID: CHEMBL3706466
• DSSTox Substance ID: DTXSID30508125
• Wikidata: Q27288129
• Mol file: 4746-63-8.mol

Synonyms:4746-63-8;Di-2-thienylglycolic acid;2-Hydroxy-2,2-bis(2-thienyl) Acetic Acid;2-hydroxy-2,2-dithiophen-2-ylacetic acid;2-Hydroxy-2,2-di(thiophen-2-yl)acetic acid;Glycolic acid, di-2-thienyl-;LAS34850;(Hydroxy)(di-2-thienyl)acetic acid;LAS-34850;2-hydroxy-2,2-di(2-thienyl)acetic acid;2-hydroxy-2,2-bis(thiophen-2-yl)acetic acid;RI3X2J9148;UNII-RI3X2J9148;dithienylglycolic acid;alpha,alpha-Di(2-thienyl)glycolic acid;SCHEMBL73892;2-Thiopheneacetic acid, alpha-hydroxy-alpha-2-thienyl-;CHEMBL3706466;DTXSID30508125;FVEJUHUCFCAYRP-UHFFFAOYSA-N;Hydroxydi(thiophen-2-yl)acetic acid;AKOS015855432;2-hydroxy-2,2-dithien-2-ylacetic acid;Hydroxy[di(thiophen-2-yl)]acetic acid,;AC-15518;BS-51840;2-Hydroxy-2,2-bis(2-thienyl)acetic acid;ACLIDINIUM METABOLITE (LAS 34850);2-Hydroxy-2,2-di(thiophen-2-yl)aceticacid;CS-0452816;E78156;2-HYDROXY-2,2-BIS(2-THIENYL)ACETICACID;.ALPHA.,.ALPHA.-DI(2-THIENYL)GLYCOLIC ACID;Q27288129;TIOTROPIUM BROMIDE MONOHYDRATE IMPURITY A [EP IMPURITY];2-THIOPHENEACETIC ACID, .ALPHA.-HYDROXY-.ALPHA.-2-THIENYL-

Chemical Property of Di-2-thienylglycolic acid

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 93 °C
• Boiling Point: 436.463oC at 760 mmHg
• PKA: 2.79±0.25(Predicted)
• Flash Point: 217.765oC
• PSA: 114.01000
• Density: 1.528g/cm3
• LogP: 2.13010
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility.: DMSO (Sparingly), Methanol (Slightly, Sonicated)
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 239.99148646
• Heavy Atom Count: 15
• Complexity: 241

Purity/Quality:

99% ^*data from raw suppliers

Di-2-thienylglycolicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CSC(=C1)C(C2=CC=CS2)(C(=O)O)O
• Uses: Di-2-thienylglycolic Acid is an analog of Methyl Di(2-thienylglycolate) (M303765), an intermediate in the production of Tiotropium Bromide (T444850), a long-acting bronchodilator.

Technology Process of Di-2-thienylglycolic acid

There total 8 articles about Di-2-thienylglycolic acid 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: 94.2%

1,1-di(2'-thienyl)prop-2-yn-1-ol (211796-84-8) → 2-hydroxy-2,2-di(thiophen-2-yl)acetic acid (4746-63-8)

Guidance literature:

With potassium permanganate; In acetone; at 50 ℃; for 2h; Temperature;

Reference yield: 49.0%

Ethyl (2,2'-Dithienyl)glycolate (28569-88-2) → 2-hydroxy-2,2-di(thiophen-2-yl)acetic acid (4746-63-8)

Guidance literature:

With potassium hydroxide; In ethanol;

DOI:10.1021/jo00327a009

Reference yield:

thienylglycoxylate dethyle (4075-58-5) → 2-hydroxy-2,2-di(thiophen-2-yl)acetic acid (4746-63-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 53 percent / 15 °C

2: 49 percent / KOH / ethanol

With potassium hydroxide; In ethanol;

DOI:10.1021/jo00327a009

upstream raw materials:

2-thiopheneglyoxylic acid

thiophen-2-yl magnesium bromide

2,2'-thenil

Ethyl (2,2'-Dithienyl)glycolate

Downstream raw materials:

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

aclidinium bromide

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

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

Refernces

• 1、 Alberti, Joan,Martinet, Audrey,Sentellas, Sonia,Salva, Miquel. "Identification of the human enzymes responsible for the enzymatic hydrolysis of aclidinium bromide". . p. 1202 - 1210. Retrieved 2010.
• 2、 Lange, Alexander,Krueger, Hartmut,Ecker, Bernhard,Tunc, Ali Veysel,Von Hauff, Elizabeth,Morana, Mauro. "Influence of different copolymer sequences in low band gap polymers on their performance in organic solar cells". experimental part. p. 1622 - 1635. Retrieved 2012/06/01.