[4-(Trifluoromethyl)phenyl]phosphonic acid

Base Information

• Chemical Name: [4-(Trifluoromethyl)phenyl]phosphonic acid
• CAS No.: 1869-27-8
• Molecular Formula: C7H6 F3 O3 P
• Molecular Weight: 226.092
• Hs Code.: 2931900090
• European Community (EC) Number: 830-223-6
• ChEMBL ID: CHEMBL4644877
• DSSTox Substance ID: DTXSID80506338
• Nikkaji Number: J2.721.513K
• Wikidata: Q82362041
• Mol file: 1869-27-8.mol

Synonyms:1869-27-8;[4-(Trifluoromethyl)phenyl]phosphonic acid;(4-TRIFLUOROMETHYL-PHENYL)-PHOSPHONIC ACID;Phosphonic acid,[4-(trifluoromethyl)phenyl]- (9CI);(4-(Trifluoromethyl)phenyl)phosphonic acid;SCHEMBL4068683;CHEMBL4644877;DTXSID80506338;HJMPWNMEAAWAIW-UHFFFAOYSA-N;AKOS015962777;EN300-6498125;Z1269122037

Chemical Property of [4-(Trifluoromethyl)phenyl]phosphonic acid

Chemical Property:

• PSA: 67.34000
• LogP: 1.50840
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 1
• Exact Mass: 226.00066553
• Heavy Atom Count: 14
• Complexity: 239

Purity/Quality:

98%,99%, ^*data from raw suppliers

(4-TRIFLUOROMETHYL-PHENYL)-PHOSPHONIC ACID 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C(F)(F)F)P(=O)(O)O

Technology Process of [4-(Trifluoromethyl)phenyl]phosphonic acid

There total 4 articles about [4-(Trifluoromethyl)phenyl]phosphonic 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: 85.0%

diethyl (4-(trifluoromethyl)phenyl)-phosphonate (77918-46-8) → [4-(trifluoromethyl)phenyl]phosphonic acid (1869-27-8)

Guidance literature:

With trimethylsilyl bromide; In acetonitrile; at 0 - 20 ℃; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.jmedchem.0c00407

Reference yield: 75.0%

[4-(trifluoromethyl)phenyl]phosphonic dichloride (776-00-1) → [4-(trifluoromethyl)phenyl]phosphonic acid (1869-27-8)

Guidance literature:

With hydrogenchloride; for 8h; Heating;

Reference yield:

p-trifluoromethylphenyl bromide (402-43-7) → [4-(trifluoromethyl)phenyl]phosphonic acid (1869-27-8)

Guidance literature:

Multi-step reaction with 2 steps

1: nickel dichloride / neat (no solvent) / 160 °C / Microwave irradiation

2: hydrogenchloride / water / 12 h / Reflux

With hydrogenchloride; nickel dichloride; In water; 1: |Arbuzov Reaction;

DOI:10.1002/hc.21053

upstream raw materials:

[4-(trifluoromethyl)phenyl]phosphonic dichloride

diethyl (4-(trifluoromethyl)phenyl)-phosphonate

p-trifluoromethylphenyl bromide

Downstream raw materials:

[4-(trifluoromethyl)phenyl]phosphonic dichloride