2-Acetyloxy-5-fluorobenzoic acid

Base Information

• Chemical Name: 2-Acetyloxy-5-fluorobenzoic acid
• CAS No.: 448-40-8
• Molecular Formula: C9H7FO4
• Molecular Weight: 198.151
• DSSTox Substance ID: DTXSID501298277
• Nikkaji Number: J3.194.725A
• Wikidata: Q72198086
• Mol file: 448-40-8.mol

Synonyms:448-40-8;Benzoic acid, 2-(acetyloxy)-5-fluoro-;ghl.PD_Mitscher_leg0.1201;2-acetyloxy-5-fluorobenzoic acid;SCHEMBL1162085;5-Fluoro-2-acetoxybenzoic acid;2-Acetoxy-5-fluoro benzoic acid;KTXWQAHMSLBFKW-UHFFFAOYSA-N;DTXSID501298277;AKOS002666453;benzoic acid,2-(acetyloxy)-5-fluoro-;2-(ACETYLOXY)-5-FLUOROBENZOIC ACID

Chemical Property of 2-Acetyloxy-5-fluorobenzoic acid

Chemical Property:

• XLogP3: 1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 198.03283686
• Heavy Atom Count: 14
• Complexity: 241

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)OC1=C(C=C(C=C1)F)C(=O)O

Technology Process of 2-Acetyloxy-5-fluorobenzoic acid

There total 6 articles about 2-Acetyloxy-5-fluorobenzoic 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: 86.0%

5-fluoro-2-hydroxybenzoic acid (345-16-4) + acetic anhydride (108-24-7) → 2-acetoxy-5-fluoro benzoic acid (448-40-8)

Guidance literature:

With sulfuric acid; at 20 - 45 ℃; for 14h;

Reference yield:

2-ethoxy-5-fluoro-benzoic acid (445-93-2) → 2-acetoxy-5-fluoro benzoic acid (448-40-8)

Guidance literature:

Multi-step reaction with 2 steps

1: aqueous hydriodic acid

2: sulfuric acid

With sulfuric acid; hydrogen iodide;

DOI:10.1021/ja01878a015

Reference yield:

1-fluoro-4-methoxybenzene (459-60-9) → 2-acetoxy-5-fluoro benzoic acid (448-40-8)

Guidance literature:

Multi-step reaction with 4 steps

1: AlCl₃; CS₂

2: aqueous NaBrO

3: aqueous HBr; acetic acid

With carbon disulfide; aluminium trichloride; sodium hypobromide; hydrogen bromide; acetic acid;

DOI:10.1021/jo01375a009

upstream raw materials:

5-fluoro-2-hydroxybenzoic acid

acetic anhydride

acetyl chloride

2-ethoxy-5-fluoro-benzoic acid

Downstream raw materials:

N-acetylglycine

1,3-Dicyclohexylurea

C₃₃H₄₃FN₄O₉

C₄₀H₅₁FN₄O₁₁

Refernces

• 1、 -. "Conformation-constrained entirely-synthetic macrocyclic compounds". Paragraph 1406. . Retrieved 2016/10/07.
• 2、 -. "CONFORMATIONALLY CONSTRAINED, SYNTHETIC MACROCYCLIC COMPOUNDS". Paragraph 0103. . Retrieved 2016/10/10.