1-(Trifluoromethyl)cyclobutanecarboxylic acid

Base Information

• Chemical Name: 1-(Trifluoromethyl)cyclobutanecarboxylic acid
• CAS No.: 277756-45-3
• Molecular Formula: C6H7F3O2
• Molecular Weight: 168.116
• Hs Code.: 2916209090
• European Community (EC) Number: 620-656-7
• DSSTox Substance ID: DTXSID40382332
• Nikkaji Number: J1.298.209G
• Wikidata: Q72511902
• Mol file: 277756-45-3.mol

Synonyms:1-(Trifluoromethyl)cyclobutanecarboxylic acid;277756-45-3;1-(trifluoromethyl)cyclobutane-1-carboxylic Acid;1-Trifluoromethylcyclobutane-1-carboxylic acid;1-(trifluoromethyl)-1-cyclobutanecarboxylic acid;Cyclobutanecarboxylicacid, 1-(trifluoromethyl)-;MFCD03425197;1-trifluoromethyl-cyclobutanecarboxylic acid;SCHEMBL17586;1-(trifluoromethyl)-1-cyclobutane-1-carboxylic acid;DTXSID40382332;HYRCPSRIIWIESW-UHFFFAOYSA-N;BDBM108241;BBL102387;STL556189;AKOS005063812;CS-W005868;PB42448;PS-6956;SY041570;1-trifluormethyl-cyclobutanecarboxylic acid;1-trifluoromethylcyclobutyl carboxylic acid;1-(Trifluoromethyl)cyclobutanecarboxylicacid;1-trifluoromethyl-1-cyclobutylcarboxylic acid;FT-0676593;T3717;EN300-88141;1-Trifluoromethyl cyclobutane-1-carboxylic acid;1-trifluoromethyl-cyclobutane-1-carboxylic acid;Cyclobutanecarboxylic acid, 1-(trifluoromethyl)-;1-(trifluoromethyl)-1-cyclobutane carboxylic acid;1-(Trifluoromethyl)cyclobutanecarboxylic acid, 97%;J-016881;1‐(trifluoromethyl)cyclobutane‐carboxylic acid (Hit 9)

Chemical Property of 1-(Trifluoromethyl)cyclobutanecarboxylic acid

Chemical Property:

• Vapor Pressure: 0.362mmHg at 25°C
• Melting Point: 86-88 °C
• Refractive Index: n 20/D 1.391
• Boiling Point: 183 °C at 760 mmHg
• PKA: 2.17±0.20(Predicted)
• Flash Point: 64.5 °C
• PSA: 37.30000
• Density: 1.465 g/cm³
• LogP: 1.80360
• Storage Temp.: 2-8°C
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 168.03981395
• Heavy Atom Count: 11
• Complexity: 181

Purity/Quality:

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

1-(Trifluoromethyl)cyclobutanecarboxylic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T; Xi
• Hazard Codes: T,Xi
• Statements: 25
• Safety Statements: 45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(C1)(C(=O)O)C(F)(F)F

Technology Process of 1-(Trifluoromethyl)cyclobutanecarboxylic acid

There total 2 articles about 1-(Trifluoromethyl)cyclobutanecarboxylic 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: 31.0%

cyclobutane-1,1'-dicarboxylic acid (5445-51-2) → (1-trifluoromethyl)cyclobutanecarboxylic acid (277756-45-3)

Guidance literature:

cyclobutane-1,1'-dicarboxylic acid; With sulfur tetrafluoride; at 30 ℃; for 3h;

With water; sodium hydrogencarbonate; Heating;

DOI:10.1016/S0022-1139(99)00233-X

Reference yield:

diethyl cyclobutane-1,1-dicarboxylate (3779-29-1) → (1-trifluoromethyl)cyclobutanecarboxylic acid (277756-45-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: NaOH; H₂O / 48 h / 20 °C

2.1: SF₄ / 3 h / 30 °C

2.2: 31 percent / NaHCO₃; H₂O / Heating

With sodium hydroxide; sulfur tetrafluoride; water; 1.1: Hydrolysis / 2.1: Fluorination / 2.2: Hydrolysis;

DOI:10.1016/S0022-1139(99)00233-X

Reference yield: 80.0%

4-((4-bromo-3-fluorophenoxy)methyl)piperidine hydrochloride + (1-trifluoromethyl)cyclobutanecarboxylic acid (277756-45-3) → (4-((4-bromo-3-fluorophenoxy)methyl)piperidin-1-yl)(1-(trifluoromethyl)cyclobutyl)methanone

Guidance literature:

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 60 ℃; for 18h;

upstream raw materials:

cyclobutane-1,1'-dicarboxylic acid

diethyl cyclobutane-1,1-dicarboxylate

Downstream raw materials:

1-(trifluoromethyl)cyclobutane-1-carbonyl chloride

(1-(trifluoromethyl)cyclobutyl)methyl 4-methylbenzenesulfonate

1-trifluoromethyl-cyclobutanecarboxylic acid methyl-[4-(1,3,3-trimethyl-6-aza-bicyclo[3.2.1]octane-6-carbonyl)-benzyl]-amide

1-Hydroxymethyl-1-(trifluoromethyl)cyclobutane

Refernces