260352-79-2

Basic information

• Product Name: N-BUTYL 2,2-DIFLUOROCYCLOPROPANECARBOXYLATE
• Synonyms: N-BUTYL 2,2-DIFLUOROCYCLOPROPANECARBOXYLATE;1-BUTYL 2,2-DIFLUOROCYCLOPROPANECARBOXYLATE;Butyl 2,2-difluorocyclopropanecarboxylate;tert-butyl 2,2-difluorocyclopropanecarboxylate;2,2-Difluorocyclopropanecarboxylic acid butyl ester
• CAS NO: 260352-79-2
• Molecular Formula: C₈H₁₂F₂O₂
• Molecular Weight: 178.18
• Mol File: 260352-79-2.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 175.2 °C at 760 mmHg
• Flash Point: 58.6 °C
• Appearance: /
• Density: 1.13 g/cm³
• Storage Temp.: 2-8°C
• CAS DataBase Reference: N-BUTYL 2,2-DIFLUOROCYCLOPROPANECARBOXYLATE(CAS DataBase Reference)
• NIST Chemistry Reference: N-BUTYL 2,2-DIFLUOROCYCLOPROPANECARBOXYLATE(260352-79-2)
• EPA Substance Registry System: N-BUTYL 2,2-DIFLUOROCYCLOPROPANECARBOXYLATE(260352-79-2)

Safety Data

• Hazardous Substances Data: 260352-79-2(Hazardous Substances Data)

Usage

General Description

N-BUTYL 2,2-DIFLUOROCYCLOPROPANECARBOXYLATE is a chemical compound that belongs to the class of carboxylate esters. It is derived from butyl alcohol and 2,2-difluorocyclopropanecarboxylic acid. N-BUTYL 2,2-DIFLUOROCYCLOPROPANECARBOXYLATE is commonly used as a reagent in organic synthesis and as an intermediate in the production of pharmaceuticals, agrochemicals, and other fine chemicals. It is a colorless liquid with a fruity odor and is known for its low volatility and high stability. N-BUTYL 2,2-DIFLUOROCYCLOPROPANECARBOXYLATE is also a potential building block for the synthesis of fluorinated compounds, making it a valuable tool in the development of new chemical products.

Upstream product

• 111-66-0 oct-1-ene 
• 141-32-2 acrylic acid n-butyl ester 
• 757203-27-3 triethylsilyl fluorosulfonyldifluoroacetate 
• 120801-75-4 trimethylsilyl-2,2-difluoro-2-(fluorosulphonyl)acetate 
• 680-15-9 2,2-difluoro-2-(fluorosulfonyl)acetate 
• 81290-20-2 (trifluoromethyl)trimethylsilane 
• 87189-16-0 potassium 2-bromo-2,2-difluoroacetate 
• 667-27-6 Ethyl bromodifluoroacetate 

Downstream Products

• 107873-03-0 2,2-difluorocyclopropane-1-carboxylic acid 
• 1186609-06-2 3-(2,2-difluorocyclopropyl)-3-oxopropanenitrile 

Relevant articles and documents

Difluorocarbene transfer from a cobalt complex to an electron-deficient alkene

We report the synthesis of the trifluoromethyl cobalt(iii)tetraphenylporphyrinato complex [Co(TPP)CF3], which loses fluoride upon one-electron reduction and transfers a difluorocarbene moiety to n-butyl acrylate to produce the corresponding gem-difluorocyclopropane. Catalytic CF2 transfer from Me3SiCF3 to n-butyl acrylate becomes possible when directly using the divalent cobalt(ii) porphyrin catalysts in the presence of NaI.

Large-Scale Cyclopropanation of Butyl Acrylate with Difluorocarbene and Classical Resolution of a Key Fluorinated Building Block

To address challenges in the preparation of a key building block containing a difluorocyclopropane moiety, we have developed a new protocol for difluorocarbene generation that relies on a Krapcho-type dealkylation of ethyl bromodifluoroacetate (EBDFA), an inexpensive and readily available fluorinated feedstock. Application of DoE and kinetic modeling was used to understand key reaction parameters and identify an optimal process. We report two variants of this procedure that offer different processing advantages and that have both been scaled successfully multiple times to deliver hundreds of kilograms of the resulting difluorocyclopropane. To access a single enantiomer of the target compound, we have also developed a classical resolution strategy and recycling protocol for the undesired enantiomer to replace previous chromatographic methods for separation.

PYRIMIDINE AND TRIAZINE DERIVATIVES AND THEIR USE AS AXL INHIBITORS

Compounds of the general formula(I): (I) processes for the preparation of these compounds, compositions containing these compounds, and the uses of these compounds.