Hydroxy(thiophen-3-yl)acetic acid

Base Information

• Chemical Name: Hydroxy(thiophen-3-yl)acetic acid
• CAS No.: 22098-20-0
• Molecular Formula: C6H6 O3 S
• Molecular Weight: 158.175
• Hs Code.: 2934999090
• NSC Number: 66004
• UNII: H28FSU3QJ4
• DSSTox Substance ID: DTXSID50289989
• Nikkaji Number: J2.165.094C
• Mol file: 22098-20-0.mol

Synonyms:22098-20-0;hydroxy(thiophen-3-yl)acetic acid;3-Thiopheneglycolic acid;2-hydroxy-2-thiophen-3-ylacetic acid;2-hydroxy-2-(thiophen-3-yl)acetic acid;H28FSU3QJ4;Hydroxythien-3-ylacetic acid;UNII-H28FSU3QJ4;alpha-Hydroxy-3-thiopheneacetic acid;3-Thiopheneacetic acid, alpha-hydroxy-;hydroxy(3-thienyl)acetic acid;SCHEMBL200194;DTXSID50289989;SYSIWCFUWJWRHD-UHFFFAOYSA-N;NSC66004;MFCD01859896;NSC-66004;2-Hydroxy-2-(3-thienyl)acetic Acid;AKOS010487934;SY314613;(RS) 2-hydroxy-2-(thien-3-yl)acetic acid;CS-0238304;.ALPHA.-HYDROXY-3-THIOPHENEACETIC ACID;EN300-192959;3-THIOPHENEACETIC ACID, .ALPHA.-HYDROXY-;Z788000616

Chemical Property of Hydroxy(thiophen-3-yl)acetic acid

Chemical Property:

• Vapor Pressure: 9.42E-06mmHg at 25°C
• Boiling Point: 358.1°C at 760 mmHg
• Flash Point: 170.4°C
• PSA: 85.77000
• Density: 1.512g/cm³
• LogP: 0.86610
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 158.00376522
• Heavy Atom Count: 10
• Complexity: 137

Purity/Quality:

99% ^*data from raw suppliers

2-Hydroxy-2-(thiophen-3-yl)aceticacid 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CSC=C1C(C(=O)O)O

Technology Process of Hydroxy(thiophen-3-yl)acetic acid

There total 7 articles about Hydroxy(thiophen-3-yl)acetic 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: 85.0%

1-(thiophen-3-yl)-ethanone (1468-83-3) → hydroxythiophen-3-ylacetic acid (22098-20-0)

Guidance literature:

With selenium(IV) oxide; ytterbium(III) triflate; In 1,4-dioxane; water; at 90 ℃; for 18h;

DOI:10.1021/ol050125e

Reference yield:

hydroxythiophen-3-ylacetic acid methyl ester → hydroxythiophen-3-ylacetic acid (22098-20-0)

Guidance literature:

With lithium hydroxide monohydrate; water; In tetrahydrofuran; at 5 - 20 ℃;

Reference yield:

3-thienyl cyanohydrin (82069-44-1) → (S)-2-hydroxy-2-(thiophen-3-yl)acetic acid (22098-20-0,63075-39-8,128572-14-5) + (R)-(-)-3-thienylglycolic acid (63075-39-8)

Guidance literature:

With phosphate buffer; nitrilase I; In methanol; at 37 ℃; pH=8; Title compound not separated from byproducts.;

DOI:10.1021/ja0259842

upstream raw materials:

3-thienyl cyanohydrin

3-thiophene carboxaldehyde

1-(thiophen-3-yl)-ethanone

Downstream raw materials:

(S)-2-hydroxy-2-(thiophen-3-yl)acetic acid

2-Benzyl-4-(3-thienyl)perhydro-1,5,2-dioxazin-3,6-dion

tert-butyl (R)-1-[N-{(S)-2-hydroxy-2-(thiophen-3-yl)ethyl}-2-nitrophenylsulfonamido]propan-2-ylcarbamate

N-{(R)-2-aminopropyl}-N-{(S)-2-hydroxy-2-(thiophen-3-yl)ethyl}-2-nitrobenzenesulfonamide

Refernces

• 1、 Curini, Massimo,Epifano, Francesco,Genovese, Salvatore,Marcotullio, M. Carla,Rosati, Ornelio. "Ytterbium triflate-promoted tandem one-pot oxidation-cannizzaro reaction of aryl methyl ketones". . p. 1331 - 1333. Retrieved 2007/10/03.