3-(Trifluoromethyl)cyclobutane-1-carboxylic acid

Base Information

• Chemical Name: 3-(Trifluoromethyl)cyclobutane-1-carboxylic acid
• CAS No.: 1093750-93-6
• Molecular Formula: C₆H₇F₃O₂
• Molecular Weight: 168.116
• Hs Code.: 2916209090
• European Community (EC) Number: 832-810-2
• Mol file: 1093750-93-6.mol

Synonyms:1093750-93-6;3-(TRIFLUOROMETHYL)CYCLOBUTANE-1-CARBOXYLIC ACID;3-(TRIFLUOROMETHYL)CYCLOBUTANECARBOXYLIC ACID;123812-82-8;trans-3-(Trifluoromethyl)cyclobutane-1-carboxylic acid;cis-3-(Trifluoromethyl)cyclobutane-1-carboxylic acid;123812-83-9;MFCD15526994;3-TRIFLUOROMETHYL-CYCLOBUTANECARBOXYLIC ACID;SCHEMBL4264726;SCHEMBL23358905;SCHEMBL23358995;ZSULKAPJHICPKB-UHFFFAOYSA-N;AMY34792;BBL103170;MFCD30802731;MFCD30802732;STL556980;AKOS016344477;AT10381;AT10382;PB31761;SB22519;SB22520;AS-51055;BS-43194;PS-17201;SY024613;BB 0261614;CS-0051644;CS-0057117;EN300-53485;P11800;A895064;EN300-22112287;EN300-22112288;trans-3-(trifluoromethyl)cyclobutanecarboxylic acid;cis-3-(Trifluoromethyl)cyclobutane-1-carboxylicacid;Z802558982;(1r,3r)-3-(trifluoromethyl)cyclobutane-1-carboxylic acid;(1s,3s)-3-(trifluoromethyl)cyclobutane-1-carboxylic acid

Chemical Property of 3-(Trifluoromethyl)cyclobutane-1-carboxylic acid

Chemical Property:

• Boiling Point: 190.6±35.0 °C(Predicted)
• PKA: 4.36±0.40(Predicted)
• PSA: 37.30000
• Density: 1.445±0.06 g/cm3(Predicted)
• LogP: 1.65950
• Storage Temp.: 2-8°C
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 168.03981395
• Heavy Atom Count: 11
• Complexity: 169

Purity/Quality:

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

3-(Trifluoromethyl)cyclobutane-1-carboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(CC1C(F)(F)F)C(=O)O
• Uses: 3-(Trifluoromethyl)cyclobutane-1-carboxylic Acid is a reagent used in the preparation of carboxamide and sulfonamide derivatives useful as TEAD modulators.

Technology Process of 3-(Trifluoromethyl)cyclobutane-1-carboxylic acid

There total 6 articles about 3-(Trifluoromethyl)cyclobutane-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:

3-chlorocyclobutane-1-carboxylic acid (35207-71-7) → 3-(trifluoromethyl)cyclobutane-1-carboxylic acid (1093750-93-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 67.4 percent / sulfur tetrafluoride / 14 h / 145 °C

2: 1.) Mg, 1,2-dibromoethane / 1.) THF, reflux, 6 h

With sulfur tetrafluoride; magnesium; ethylene dibromide;

DOI:10.1021/ja00157a055

Reference yield:

carbon dioxide (124-38-9,18923-20-1) + 1-chloro-3-(trifluoromethyl)cyclobutane (123812-81-7) → 3-(trifluoromethyl)cyclobutane-1-carboxylic acid (1093750-93-6)

Guidance literature:

With magnesium; ethylene dibromide; Yield given. Multistep reaction; 1.) THF, reflux, 6 h;

DOI:10.1021/ja00157a055

Reference yield:

3-oxocyclobutanecarboxylic acid (23761-23-1) → 3-(trifluoromethyl)cyclobutane-1-carboxylic acid (1093750-93-6) + C6H7F3O2

Guidance literature:

Multi-step reaction with 5 steps

1: toluene-4-sulfonic acid / toluene / 16 h / 120 °C

2: cesium fluoride / tetrahydrofuran / 16.5 h / 0 - 25 °C

3: pyridine / dichloromethane / 0 - 25 °C

4: potassium tert-butylate / N,N-dimethyl acetamide / 1 h / 0 - 10 °C

5: hydrogen

With pyridine; potassium tert-butylate; hydrogen; toluene-4-sulfonic acid; cesium fluoride; In tetrahydrofuran; dichloromethane; N,N-dimethyl acetamide; toluene;

DOI:10.1021/acs.oprd.0c00422

upstream raw materials:

carbon dioxide

1-chloro-3-(trifluoromethyl)cyclobutane

3-chlorocyclobutane-1-carboxylic acid

3-oxocyclobutanecarboxylic acid

Downstream raw materials:

3-(trifluoromethyl)cyclobutan-1-amine hydrochloride

3-(4-chlorophenyl)-5,6-dimethyl-2-[cis-3-(trifluoromethyl)cyclobutyl]pyrimidin-4(3H)-one

5-bromo-3-(4-chlorophenyl)-6-methyl-2-[cis-3-(trifluoromethyl)cyclobutyl]pyrimidin-4(3H)-one

3-(4-chlorophenyl)-6-methyl-2-cis-(3-(trifluoromethyl)cyclobutyl)pyrimidin-4(3H)-one

Refernces

• 1、 Dolbier,Gray,Keaffaber,Celewicz,Koronia k. "Kinetic and thermodynamic effects in the thermal electrocyclic ring-openings of 3-fluorocyclobutene, 3,3-difluorocyclobutene, and 3-(trifluoromethyl)cyclobutene". . p. 363 - 367. Retrieved 2007/10/02.