6-Fluorochromane-2-carboxylic acid

Base Information

• Chemical Name: 6-Fluorochromane-2-carboxylic acid
• CAS No.: 99199-60-7
• Molecular Formula: C10H9FO3
• Molecular Weight: 196.178
• Hs Code.: 2932999099
• European Community (EC) Number: 619-405-4,603-313-6
• DSSTox Substance ID: DTXSID501209426
• Mol file: 99199-60-7.mol

Synonyms:99199-60-7;6-FLUOROCHROMANE-2-CARBOXYLIC ACID;6-FLUOROCHROMAN-2-CARBOXYLIC ACID;129050-20-0;6-Fluoro-3,4-dihydro-2H-1-benzopyran-2-carboxylic acid;6-Fluoro-3,4-dihydro-2H-benzopyran-2-carboxylic acid;rac-6-Fluoro-3,4-dihydro-2H-1-benzopyran-2-carboxylic Acid;6-fluoro-3,4-dihydro-2H-chromene-2-carboxylic acid;MFCD07778357;EC 619-405-4;Fluorochroman-2-carboxylic acid;2H-1-BENZOPYRAN-2-CARBOXYLIC ACID, 6-FLUORO-3,4-DIHYDRO-;MFCD09955074;(S)-6-Fluoro-3,4-dihydro-2H-1-benzopyran-2-carboxylic acid;SCHEMBL908153;6-Fluoro-3,4-Dihydro-2H-1-Benzopyran-2-CarboxylicAcid;SCHEMBL13925775;ZNJANLXCXMVFFI-UHFFFAOYSA-N;DTXSID501209426;BCP12984;BCP20239;6-Fluoro Chroman-2-Carboxylic Acid;6-fluoroisochromane-1-carboxylic acid;AKOS006285655;AB42419;AC-1224;AC-8777;CS-W018978;FS-2594;SB47826;SY051310;SY344724;AM20050035;F1086;NS00006551;EN300-100683;A805898;A845979;6-fluoro-3,4-dihydro-2h-chroman-2-carboxylic acid;6-fluoro-3,4-dihydro-2H-chromen-2-carboxylic acid;W-204184;(S)-6-Fluoro-3,4-dihydro-2H-1-benzopyran-2alpha-carboxylic acid;6-Fluorochroman-2-carboxylic acid

Chemical Property of 6-Fluorochromane-2-carboxylic acid

Chemical Property:

• Melting Point: 129.2-130.3 °C
• Boiling Point: 358.037 °C at 760 mmHg
• PKA: 3.05±0.20(Predicted)
• Flash Point: 170.335 °C
• PSA: 46.53000
• Density: 1.365 g/cm³
• LogP: 1.60390
• Storage Temp.: Refrigerator
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 196.05357231
• Heavy Atom Count: 14
• Complexity: 231

Purity/Quality:

99.9% ^*data from raw suppliers

rac-6-Fluoro-3,4-dihydro-2H-1-benzopyran-2-carboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2=C(C=CC(=C2)F)OC1C(=O)O
• Uses: Nebivolol intermediate

Technology Process of 6-Fluorochromane-2-carboxylic acid

There total 12 articles about 6-Fluorochromane-2-carboxylic 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: 90.0%

6-fluoro-4-oxo-4H-1-benzopyran-2-carboxylic acid (99199-59-4) → 6-fluoro-3,4-dihydro-2H-1-benzopyran-2-carboxylic acid (99199-60-7,129050-20-0)

Guidance literature:

With palladium on activated charcoal; hydrogen; acetic acid; at 75 - 80 ℃; Inert atmosphere; Autoclave;

DOI:10.1016/j.bmcl.2020.127136

Reference yield: 72.0%

C10H9FO3 → 6-fluoro-3,4-dihydro-2H-1-benzopyran-2-carboxylic acid (99199-60-7,129050-20-0)

Guidance literature:

With aluminum (III) chloride; at 110 ℃; for 1h;

Reference yield:

(-)-(R)-methyl 6-fluoro-3,4-dihydro-2H-1-benzopyran-2-carboxylate (874649-82-8) → 6-fluoro-3,4-dihydro-2H-1-benzopyran-2-carboxylic acid (99199-60-7,129050-20-0)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; methanol; water; at 20 ℃; for 2h;

DOI:10.1016/j.tetasy.2015.07.006

upstream raw materials:

6-fluoro-4-oxo-4H-1-benzopyran-2-carboxylic acid

methyl 6-fluoro-4-oxo-3,4-dihydro-2H-chroman-2-carboxylate

(-)-(R)-methyl 6-fluoro-3,4-dihydro-2H-1-benzopyran-2-carboxylate

4-Fluorophenol

Downstream raw materials:

(-)-(R)-methyl 6-fluoro-3,4-dihydro-2H-1-benzopyran-2-carboxylate

6-fluoro-3,4-dihydro-2H-1-benzopyran-2-carboxylic acid piperidine amide

Refernces

• 1、 -. "Preparation method of 3,4-dihydro-2H-1-benzopyran-2-carboxylic acid compound and application thereof". . . Retrieved 2018/07/15.
• 2、 Kim, Dong Woon,Maqusood Alam,Lee, Young Hun,Khan, M. Naseer A.,Zhang, Yong,Lee, Yong Sup. "An efficient and practical enantiospecific synthesis of methyl chromanone- and chroman-2-carboxylates". . p. 912 - 917. Retrieved 2015/08/24.