1-fluorocyclohexane-1-carboxylic Acid

Base Information

• Chemical Name: 1-fluorocyclohexane-1-carboxylic Acid
• CAS No.: 117169-31-0
• Molecular Formula: C7H11FO2
• Molecular Weight: 146.1594432
• Hs Code.: 2916200090
• European Community (EC) Number: 817-759-6
• DSSTox Substance ID: DTXSID50454913
• Wikidata: Q82276716
• Mol file: 117169-31-0.mol

Synonyms:117169-31-0;1-fluorocyclohexane-1-carboxylic Acid;1-Fluorocyclohexanecarboxylic acid;1-fluorocylcohexanecarboxylic acid;1-Fluoro-cyclohexanecarboxylic acid;SCHEMBL18618;1-fluorocylcohexanecarboxylicacid;DTXSID50454913;MFCD08751334;AKOS006380116;PS-8949;SB30989;CS-0139139;FT-0756127;EN300-117887;A803726

Chemical Property of 1-fluorocyclohexane-1-carboxylic Acid

Chemical Property:

• Boiling Point: 227.566 °C at 760 mmHg
• PKA: 2.84±0.20(Predicted)
• Flash Point: 91.429 °C
• PSA: 37.30000
• Density: 1.15 g/cm³
• LogP: 1.74340
• Storage Temp.: 2-8°C
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 146.07430775
• Heavy Atom Count: 10
• Complexity: 139

Purity/Quality:

99% ^*data from raw suppliers

1-FluorocyclohexanecarboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC(CC1)(C(=O)O)F

Technology Process of 1-fluorocyclohexane-1-carboxylic Acid

There total 6 articles about 1-fluorocyclohexane-1-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: 59.0%

1-Fluoro-1-hydroxymethylcyclohexane (117169-30-9) → 1-Fluorocyclohexanecarboxylic acid (117169-31-0)

Guidance literature:

With jones reagent; In acetone; at 0 ℃;

DOI:10.1055/s-1988-27551

Reference yield:

1-oxaspiro<2,5>octane-2-carboxylic acid nitrile (36929-66-5,500899-63-8,500899-64-9) → 1-Fluorocyclohexanecarboxylic acid (117169-31-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 86 percent / 70percent HF / CH₂Cl₂; pyridine / 1.) 0 deg C, 1 h, 2.) room temp., 1 h

2: 74 percent / NaBH₄ / propan-2-ol; H₂O / 1 h / 0 °C

3: 59 percent / Jones reagent / acetone / 0 °C

With sodium tetrahydroborate; jones reagent; hydrogen fluoride; In pyridine; dichloromethane; water; isopropyl alcohol; acetone;

DOI:10.1055/s-1988-27551

Reference yield:

α-(1-Fluorocyclohexyl)-α-hydroxyacetonitrile (699-43-4) → 1-Fluorocyclohexanecarboxylic acid (117169-31-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 74 percent / NaBH₄ / propan-2-ol; H₂O / 1 h / 0 °C

2: 59 percent / Jones reagent / acetone / 0 °C

With sodium tetrahydroborate; jones reagent; In water; isopropyl alcohol; acetone;

DOI:10.1055/s-1988-27551

upstream raw materials:

1-Fluoro-1-hydroxymethylcyclohexane

(1-Fluoro-cyclohexyl)-oxo-acetonitrile

1-Oxa-spiro[2.5]octane-2,2-dicarbonitrile

1-oxaspiro<2,5>octane-2-carboxylic acid nitrile

Downstream raw materials:

<(5E,Z),(13E)>-15-(1-Fluorocyclohexyl)-11α,(15R)-dihydroxy-ω-pentanor-9a-carbaprostacyclin

<(5E,Z),(13E)>-15-(1-Fluorocyclohexyl)-11α,(15S)-dihydroxy-ω-pentanor-9a-carbaprostacyclin

1-exo-<3-(1-Fluorocyclohexyl)-3(R)-hydroxy-(E)-1-propenyl>-2-endo-hydroxy-5-oxooctahydropentalene

1-exo-<3-(1-Fluorocyclohexyl)-3(S)-hydroxy-(E)-1-propenyl>-2-endo-hydroxy-5-oxooctahydropentalene

Refernces

• 1、 Mongelli,Animati,D'Alessio,Zuliani,Gandolfi. "1-Fluorocycloalkanecarboxylic acids in the synthesis of 16-achiral 16-fluoro-9a-carbaprostacyclin derivatives". . p. 310 - 313. Retrieved 2007/10/02.