2,3-Difluoro-4-hydroxybenzoic acid

Base Information

• Chemical Name: 2,3-Difluoro-4-hydroxybenzoic acid
• CAS No.: 175968-39-5
• Molecular Formula: C7H4 F2 O3
• Molecular Weight: 174.104
• Hs Code.: 2918290000
• European Community (EC) Number: 630-314-9
• DSSTox Substance ID: DTXSID70381378
• Nikkaji Number: J2.073.329B
• Wikidata: Q72462952
• Mol file: 175968-39-5.mol

Synonyms:2,3-difluoro-4-hydroxybenzoic acid;175968-39-5;Benzoic acid, 2,3-difluoro-4-hydroxy-;MFCD01321116;2,3-difluoro-4-hydroxy-benzoic Acid;2,3-Diifluoro-4-hydroxybenzoic acid;SCHEMBL1922722;DTXSID70381378;XIZIDHMVDRRFBT-UHFFFAOYSA-N;2,3-difluoro-4-hydroxybenzoicacid;BBL100590;CK2226;STL554384;4-hydroxy-2,3-difluoro-benzoic acid;AKOS005254753;AC-3951;PS-8637;FT-0652397;A19994;EN300-160001;2,3-difluoro-4-hydroxybenzoic acid, AldrichCPR;Z1201621018

Chemical Property of 2,3-Difluoro-4-hydroxybenzoic acid

Chemical Property:

• Vapor Pressure: 0.00021mmHg at 25°C
• Melting Point: 210-211 ºC
• Boiling Point: 450.2°Cat760mmHg
• PKA: 3.30±0.10(Predicted)
• Flash Point: 226.1°C
• PSA: 57.53000
• Density: 1.273g/cm³
• LogP: 1.36860
• Storage Temp.: 2-8°C
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 174.01285031
• Heavy Atom Count: 12
• Complexity: 186

Purity/Quality:

98%,99%, ^*data from raw suppliers

2,3-Difluoro-4-hydroxybenzoicAcid ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi,T
• Statements: 25
• Safety Statements: 45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C(=C1C(=O)O)F)F)O

Technology Process of 2,3-Difluoro-4-hydroxybenzoic acid

There total 8 articles about 2,3-Difluoro-4-hydroxybenzoic 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:

2,3-difluoro-4-((triisopropylsilyl)oxy)benzoic acid (1010800-88-0) → 2,3-difluoro-4-hydroxybenzoic acid (175968-39-5)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 25 ℃; for 2h;

DOI:10.1055/s-2004-829110

Reference yield:

2,3-difluorophenol (6418-38-8) → 2,3-difluoro-4-hydroxybenzoic acid (175968-39-5)

Guidance literature:

Multi-step reaction with 3 steps

1: K₂CO₃

2: butyllithium / -78 °C

3: H₂ / Pd/C

With n-butyllithium; hydrogen; potassium carbonate; palladium on activated charcoal;

DOI:10.1039/b612065m

Reference yield:

(2,3-difluorophenoxy)triisopropylsilane (749230-30-6) → 2,3-difluoro-4-hydroxybenzoic acid (175968-39-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: BuLi; 2,2,6,6-teramethylpiperidine / tetrahydrofuran; hexane / 2 h / -75 °C

1.2: tetrahydrofuran; hexane

2.1: 3.87 g / TBAF / tetrahydrofuran / 2 h / 25 °C

With 2,2,6,6-tetramethyl-piperidine; n-butyllithium; tetrabutyl ammonium fluoride; In tetrahydrofuran; hexane;

DOI:10.1055/s-2004-829110

upstream raw materials:

2,3,4,-trifluorobenzoic acid

2,3-difluoro-4-((triisopropylsilyl)oxy)benzoic acid

4-(benzyloxy)-2,3-difluorobenzoic acid

1-(benzyloxy)-2,3-difluorobenzene

Downstream raw materials:

biphenyl-2-yl-carbamic acid 1-(2-{4-[2-(2,3-difluoro-4-hydroxy-benzoylamino)-ethyl]-phenyl}-ethyl)-piperidin-4-yl ester

4-[(2,3-difluoro-4-hydroxybenzyl)(4H-1,2,4-triazol-4-yl)amino]-benzonitrile

2,3-difluoro-4-(hydroxymethyl)phenol

4-(cyclopropylmethoxy)-2,3-difluorobenzoic acid

Refernces

• 1、 Marzi, Elena,Gorecka, Joanna,Schlosser, Manfred. "The regioexhaustive functionalization of difluorophenols and trifluorophenols through organometallic intermediates". . p. 1609 - 1618. Retrieved 2007/10/03.