2-Amino-3,3-difluorohex-5-enoic acid

Base Information

• Chemical Name: 2-Amino-3,3-difluorohex-5-enoic acid
• CAS No.: 168101-97-1
• Molecular Formula: C₆H₉F₂NO₂
• Molecular Weight: 165.14
• DSSTox Substance ID: DTXSID101291029
• Mol file: 168101-97-1.mol

Synonyms:168101-97-1;2-amino-3,3-difluorohex-5-enoic acid;5-Hexenoicacid,2-amino-3,3-difluoro-(9CI);DTXSID101291029;AKOS024263489;2-Amino-3,3-difluoro-5-hexenoic acid

Chemical Property of 2-Amino-3,3-difluorohex-5-enoic acid

Chemical Property:

• Boiling Point: 268.3±40.0 °C(Predicted)
• PKA: 1.62±0.10(Predicted)
• Density: 1.248±0.06 g/cm3(Predicted)
• XLogP3: -1.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 165.06013485
• Heavy Atom Count: 11
• Complexity: 170

Purity/Quality:

99%+ ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C=CCC(C(C(=O)O)N)(F)F

Technology Process of 2-Amino-3,3-difluorohex-5-enoic acid

There total 2 articles about 2-Amino-3,3-difluorohex-5-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:

ethyl 3,3-difluoro-2-oxo-5-hexenoate (165465-49-6) → 2-amino-3,3-difluoro-5-hexenoic acid (168101-97-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / NaHCO₃ / H₂O; propan-2-ol / 48 h / 40 °C

2: 1.) NH₄OH, 2.) NaBH₄ / 1.) H₂O, 40 deg C, 5 h, 2.) room temperature, 3 h

With ammonium hydroxide; sodium tetrahydroborate; sodium hydrogencarbonate; In water; isopropyl alcohol;

DOI:10.1021/jo00125a013

Reference yield:

3,3-difluoro-2-oxo-5-hexenoic acid → 2-amino-3,3-difluoro-5-hexenoic acid (168101-97-1)

Guidance literature:

With ammonium hydroxide; sodium tetrahydroborate; Yield given. Multistep reaction; 1.) H₂O, 40 deg C, 5 h, 2.) room temperature, 3 h;

DOI:10.1021/jo00125a013

upstream raw materials:

ethyl 3,3-difluoro-2-oxo-5-hexenoate