2,2-difluoropent-4-enoic Acid

Base Information

• Chemical Name: 2,2-difluoropent-4-enoic Acid
• CAS No.: 55039-89-9
• Molecular Formula: C5H6F2O2
• Molecular Weight: 136.098
• Hs Code.: 2916199590
• European Community (EC) Number: 679-451-6
• DSSTox Substance ID: DTXSID30474654
• Nikkaji Number: J667.392I
• Wikidata: Q72463603
• Mol file: 55039-89-9.mol

Synonyms:2,2-difluoro-4-pentenoic acid;F2-4-PA

Chemical Property of 2,2-difluoropent-4-enoic Acid

Chemical Property:

• Boiling Point: 56-58°C/3mm
• PKA: 1.27±0.10(Predicted)
• Flash Point: 55℃
• Density: 1.218
• Storage Temp.: 2-8°C
• Water Solubility.: Immiscible with water.
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 136.03358575
• Heavy Atom Count: 9
• Complexity: 131

Purity/Quality:

98%min ^*data from raw suppliers

2,2-difluoropent-4-enoicacid ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=CCC(C(=O)O)(F)F
• Uses: 2,2-Difluoro-4-pentenoic acid is involved in the iodolactonization reaction to give the corresponding gamma- lactone, which is converted to prepare prepare 5-hydroxy-3,3-difluoropiperidine.

Technology Process of 2,2-difluoropent-4-enoic Acid

There total 6 articles about 2,2-difluoropent-4-enoic 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: 80.0%

allyl chlorodifluoroacetate (118337-48-7) → 2,2-difluoropent-4-enoic acid (55039-89-9)

Guidance literature:

With chloro-trimethyl-silane; zinc; In acetonitrile; at 100 ℃; for 20h;

DOI:10.1021/tx00047a006

Reference yield:

trimethylsilyl 2,2-difluoro-4-pentenoate (118373-18-5) → 2,2-difluorosuccinic acid (665-31-6) + 2,2-difluoropent-4-enoic acid (55039-89-9)

Guidance literature:

With periodic acid; ruthenium trichloride; In water; acetonitrile; at 0 - 20 ℃;

DOI:10.1021/jo050591h

Reference yield:

ethyl α,α-difluoropentenoate → 2,2-difluoropent-4-enoic acid (55039-89-9)

Guidance literature:

With LiOH; In water;

upstream raw materials:

polytetrafluoroethylene

allyl alcohol

1,2,2-trifluorovinyl allyl ether

trimethylsilyl 2,2-difluoro-4-pentenoate

Downstream raw materials:

2,2-difluoro-4-pentenoic acid ethyl ester

N-(4-methoxyphenyl)-1-chloro-2,2-difluoro-4-pentenimidoyl chloride

C₁₃H₁₄ClF₂N

C₁₂H₁₂ClF₂NO

Refernces

• 1、 -. "Process for the preparation of N-methyl-D-phenylalanyl-N-?1-?3-?(aminoiminomethyl)amino!propyl!-3,3-difluoro-2-oxohexyl!-L-prolinamide". . . Retrieved 2008/06/13.
• 2、 -. "Process for the preparation of 2,2-difluoropent-4-enoic acids and acid derivatives". . . Retrieved 2008/06/13.