60629-92-7

Basic information

• Product Name: 1,1-DICYCLOPROPANECARBOXYLIC ACID
• Synonyms: 1,1-DICYCLOPROPANECARBOXYLIC ACID;[1,1'-bi(cyclopropane)]-1-carboxylic acid;[1,1'-Bicyclopropyl]-1-carboxylic acid;1,1-Dicyclopanecarboxylic Acid
• CAS NO: 60629-92-7
• Molecular Formula: C7H10O2
• Molecular Weight: 126.1531
• Mol File: 60629-92-7.mol
• Article Data: 3

Chemical Properties

• Melting Point: 51-53℃
• Boiling Point: 239.9±8.0 °C(Predicted)
• Appearance: /
• Density: 1.389±0.06 g/cm3(Predicted)
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 4.78±0.20(Predicted)
• CAS DataBase Reference: 1,1-DICYCLOPROPANECARBOXYLIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 1,1-DICYCLOPROPANECARBOXYLIC ACID(60629-92-7)
• EPA Substance Registry System: 1,1-DICYCLOPROPANECARBOXYLIC ACID(60629-92-7)

Safety Data

• Hazardous Substances Data: 60629-92-7(Hazardous Substances Data)

Usage

General Description

1,1-Dicyclopropanecarboxylic Acid is a chemical compound which can be identified by its CAS number, which is 309974-15-2. It falls under the category of organic compounds and possesses the molecular formula C7H10O2. The chemical’s mol weight is approximately 126.15. Structurally, it contains two cyclopropane rings, which refers to its name "dicyclopropa", and has a carboxylic functional group (-COOH). It appears in the form of clear liquid or colorless crystals. Specific applications or uses may vary; however, it's common uses are in the field of pharmaceuticals including as an intermediate for drug synthesis.

Upstream product

• 1447944-40-2 dicyclo-propylbenzyl ester 
• 1447944-39-9 benzyl 1-vinylcyclopropanecarboxylate 
• 664364-37-8 benzyl 1-acetylcyclopropanecarboxylate 
• 124-38-9 carbon dioxide 
• 60629-95-0 1-bromo-1-cyclopropylcyclopropane 
• 60629-90-5 3-cyclopropyl-4,5-dihydro-3H-pyrazole-3-carbonitrile 
• 60629-91-6 <1,1'-Bicyclopropyl>-1-carbonitril 

Downstream Products

• 60629-93-8 1,1'-Bicyclopropyl-1-carbonsaeure-methylester 

Relevant articles and documents

Scalable synthesis of (1-cyclopropyl)cyclopropylamine hydrochloride

1-Cyclopropylcyclopropanecarboxylic acid (2), which is accessible on a large scale (900 mmol) from 1-bromo-1-cyclopropylcyclopropane (1) in 64% yield (89% on a 12.4 mmol scale), has been subjected to a Curtius degradation employing the Weinstock protocol to furnish the N-Boc-protected (1-cyclopropyl)cyclopropylamine 3 (76%). Deprotection of 3 with hydrogen chloride in diethyl ether gave the (1-cyclopropyl)cyclopropylamine hydrochloride (4?HCl) in 87% yield.

Convenient access to various 1-cyclopropylcyclopropane derivatives

1-Bromo-1-cyclopropylcyclopropane (1), which is easily accessible in two steps from methyl cyclopropanecarboxylate, does not form a stable Grignard reagent: upon reaction with elemental magnesium, yet it readily undergoes bromine/ lithium exchange without rearrangement upon treatment with tert-butyllithium in diethyl ether/pentane at -78 °C, and the resulting 1-lithio-1-cyclopropylcyclopropane can be trapped with various electrophiles to give the correspondingly 1-substituted bicyclopropyl derivatives 10 in yields ranging from 38 to over 90 % (13 examples). The (1-cyclopropylcyclopropyl) boronate 10m, which is also obtained from the 1-lithio derivative, has been subjected to Suzuki cross couplings with a number of aryl halides to furnish 1-aryl-1,1′bicyclopropyl compounds 11 (4 examples, 14-50% yield), predominantly without rearrangement. Further transformations of 1-cyclopropylcyclopropanecarbaldehyde (10e) have provided 2-(1- cyclopropylcyclopropyl)glycme (16), ethyl 3-(1-cyclopropylcyclopropyl)acrylate (17), and its cycloadducts with the nitrone 18 and cyclopentadiene 19, albeit the latter only in poor yield.