4-(Difluoromethoxy)benzoic acid

Base Information

• Chemical Name: 4-(Difluoromethoxy)benzoic acid
• CAS No.: 4837-20-1
• Molecular Formula: C8H6F2O3
• Molecular Weight: 188.131
• Hs Code.: 2918990090
• European Community (EC) Number: 625-589-7
• DSSTox Substance ID: DTXSID70353232
• Wikidata: Q72463206
• Mol file: 4837-20-1.mol

Synonyms:4-(Difluoromethoxy)benzoic acid;4837-20-1;Benzoic acid, 4-(difluoromethoxy)-;4-Difluoromethoxy-benzoic acid;4-difluoromethoxybenzoic acid;AK-968/13278120;4-(Difluoromethoxy)benzoicacid;4-difluoromethoxy benzoic acid;p-(difluoromethoxy)benzoic acid;SCHEMBL1018588;DTXSID70353232;HMS1763K06;alpha,alpha-Difluoro-p-anisic Acid;AMY39613;BCP20506;4-[(Difluoromethyl)oxy]benzoic acid;BBL038042;CK1061;MFCD00221454;STK299276;AKOS000104680;4-(Difluoromethoxy)benzoic acid, 98%;CS-W016829;AS-18835;D4762;FT-0602315;EN300-00033;A20368;Z56899181;F1575-0123

Chemical Property of 4-(Difluoromethoxy)benzoic acid

Chemical Property:

• Vapor Pressure: 0.00304mmHg at 25°C
• Melting Point: 169-171 °C(lit.)
• Boiling Point: 272.069 °C at 760 mmHg
• PKA: 4.02±0.10(Predicted)
• Flash Point: 118.343 °C
• PSA: 46.53000
• Density: 1.371 g/cm³
• LogP: 1.98620
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 188.02850037
• Heavy Atom Count: 13
• Complexity: 176

Purity/Quality:

97% ^*data from raw suppliers

4-(Difluoromethoxy)benzoic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

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

Technology Process of 4-(Difluoromethoxy)benzoic acid

There total 5 articles about 4-(Difluoromethoxy)benzoic 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: 41.0%

4-difluoromethoxybenzoic acid methyl ester → 4-(difluoromethoxy)benzoic acid (4837-20-1)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; methanol; water; at 40 ℃; for 12h; Inert atmosphere;

DOI:10.1021/acs.jmedchem.7b01804

Reference yield:

methyl 4-hydroxylbenzoate (99-76-3,156291-94-0) → 4-(difluoromethoxy)benzoic acid (4837-20-1)

Guidance literature:

Multi-step reaction with 2 steps

1: caesium carbonate / N,N-dimethyl-formamide; water / 2.25 h / 20 - 100 °C / Inert atmosphere

2: sodium hydroxide / water; tetrahydrofuran; methanol / 12 h / 40 °C / Inert atmosphere

With caesium carbonate; sodium hydroxide; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide;

DOI:10.1021/acs.jmedchem.7b01804

Reference yield:

1-(difluoromethoxy)-3-methyl-6-nitro-4-(trifluoromethyl)-1H-benzo[d][1,2,3]triazol-3-ium trifluoromethanesulfonate + benzoic acid (65-85-0,8013-63-6) → 2-(difluoromethoxy)benzoic acid (97914-59-5) + 4-(difluoromethoxy)benzoic acid (4837-20-1) + (3-difluoromethoxy)benzoic acid (4837-19-8)

Guidance literature:

With tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; In acetonitrile; at 23 ℃; for 12h; Overall yield = 65 %Spectr.; Irradiation;

DOI:10.1039/C8SC05390A

upstream raw materials:

methyl 4-hydroxylbenzoate

benzoic acid

Downstream raw materials:

C₂₃H₂₆F₄N₂O₄

C₂₃H₂₄F₄N₂O₄

C₁₅H₁₀F₂O₅

4-difluoromethoxy-N-[2-(2,6-dioxo-piperidin-3-yl)-1,3-dioxo-2,3-dihydro-1H-isoindol-4-ylmethyl]benzamide