2,2,3,3-Tetramethylcyclopropanecarboxylic acid

Base Information

• Chemical Name: 2,2,3,3-Tetramethylcyclopropanecarboxylic acid
• CAS No.: 15641-58-4
• Molecular Formula: C8H14O2
• Molecular Weight: 142.198
• Hs Code.: 29162090
• European Community (EC) Number: 627-306-2
• DSSTox Substance ID: DTXSID30166082
• Nikkaji Number: J23.498B
• Wikidata: Q27119829
• Metabolomics Workbench ID: 56259
• Mol file: 15641-58-4.mol

Synonyms:2,2,3,3-tetramethylcyclopropanecarboxylic acid

Chemical Property of 2,2,3,3-Tetramethylcyclopropanecarboxylic acid

Chemical Property:

• Appearance/Colour: WHITE POWDER OR CRYSTALS
• Vapor Pressure: 0.106mmHg at 25°C
• Melting Point: 120-121 °C(lit.)
• Refractive Index: 1.454
• Boiling Point: 204.799 °C at 760 mmHg
• PKA: 5.20±0.44(Predicted)
• Flash Point: 97.502 °C
• PSA: 37.30000
• Density: 0.999 g/cm³
• LogP: 1.75320
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• Water Solubility.: Slightly soluble in water. Soluble in methanol, ethanol and acetonitrile.
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 142.099379685
• Heavy Atom Count: 10
• Complexity: 166

Purity/Quality:

98.0%Min ^*data from raw suppliers

2,2,3,3-Tetramethylcyclopropanecarboxylic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(C(C1(C)C)C(=O)O)C
• Uses: 2,2,3,3-Tetramethylcyclopropanecarboxylic Acid is the cyclic analogue of the antiepileptic drug, Valproic Acid (V094750). 2,2,3,3-Tetramethylcyclopropanecarboxylic Acid is the starting material used in the synthesis of CNS-active compounds. 2,2,3,3-Tetramethylcyclopropanecarboxylic acid was used as a starting material for the synthesis of central nervous system-active compounds.

Technology Process of 2,2,3,3-Tetramethylcyclopropanecarboxylic acid

There total 10 articles about 2,2,3,3-Tetramethylcyclopropanecarboxylic 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: 76.0%

→ 2,2,3,3-tetramethylcyclopropane-1-carboxylic acid (15641-58-4)

Guidance literature:

Reference yield:

fenpropathrin (39515-41-8,67890-38-4,67890-41-9,64257-84-7) → 2,2,3,3-tetramethylcyclopropane-1-carboxylic acid (15641-58-4) + 2-hydroxy-2-(3-phenoxyphenyl)acetonitrile (39515-47-4)

Guidance literature:

With carboxylesterase EstSt₇ from Sulfolobus tokodaii strain 7; water; In ethanol; at 80 ℃; pH=9; Kinetics; Enzymatic reaction;

DOI:10.1016/j.molcatb.2013.07.022

Reference yield:

2,3-Dimethyl-2-butene (563-79-1) → 2,2,3,3-tetramethylcyclopropane-1-carboxylic acid (15641-58-4)

Guidance literature:

Multi-step reaction with 2 steps

1: cupric sulfate / 2 h / Heating

2: 15percent KOH / methanol / 3 h / Heating

With potassium hydroxide; copper(II) sulfate; In methanol;

DOI:10.1021/jo00197a033

upstream raw materials:

methyl magnesium iodide

1,3,3-trimethylcyclopropene

carbon dioxide

2,2,3,3-tetramethyl-cyclopropanecarboxylic acid ethyl ester

Downstream raw materials:

C₂₀H₂₈N₂O₃

fenpropathrin

2,2,3,3-tetramethyl cyclopropyl carboxamide

N-(3-trifluoromethylphenyl)-2,2,3,3-tetramethylcyclopropanecarboxamide

Refernces

• 1、 -. "Process for producing cyclopropanecarboxylates". . . Retrieved 2008/06/13.
• 2、 -. "Fluorobenzyl esters". . . Retrieved 2008/06/13.