10224-72-3

Basic information

• Product Name: DIMETHYL 1,1-CYCLOBUTANEDICARBOXYLATE
• Synonyms: DIMETHYL 1,1-CYCLOBUTANEDICARBOXYLATE;1,1-cyclobutanedicarboxylic acid dimethyl ester;Dimethyl cyclobutane-1,1-dicarboxylate;1,1-Bis(methoxycarbonyl)cyclobutane
• CAS NO: 10224-72-3
• Molecular Formula: C₈H₁₂O₄
• Molecular Weight: 172.18
• EINECS: -0
• Product Categories: blocks;Carboxes
• Mol File: 10224-72-3.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 122°C 55mm
• Flash Point: 122°C/55mm
• Appearance: /
• Density: 1,118 g/cm3
• Vapor Pressure: 0.806mmHg at 25°C
• Refractive Index: 1.4420
• Storage Temp.: 2-8°C
• Water Solubility: Not miscible in water.
• BRN: 2364241
• CAS DataBase Reference: DIMETHYL 1,1-CYCLOBUTANEDICARBOXYLATE(CAS DataBase Reference)
• NIST Chemistry Reference: DIMETHYL 1,1-CYCLOBUTANEDICARBOXYLATE(10224-72-3)
• EPA Substance Registry System: DIMETHYL 1,1-CYCLOBUTANEDICARBOXYLATE(10224-72-3)

Safety Data

• Hazard Codes: Xi
• Safety Statements: 23-24/25
• Hazardous Substances Data: 10224-72-3(Hazardous Substances Data)

Usage

General Description

DIMETHYL 1,1-CYCLOBUTANEDICARBOXYLATE is a chemical compound with the molecular formula C8H12O4. It is a clear, colorless liquid and is commonly used as a flavoring agent and fragrance ingredient in the production of various consumer products. It is also used in the synthesis of pharmaceuticals and agrochemicals. DIMETHYL 1,1-CYCLOBUTANEDICARBOXYLATE is considered to be relatively safe for use, with a low potential for toxicity. However, it should be handled with care and in accordance with proper safety precautions, as exposure to large quantities of the chemical may cause irritation to the skin, eyes, and respiratory system.

InChI:InChI=1/C8H12O4/c1-11-6(9)8(4-3-5-8)7(10)12-2/h3-5H2,1-2H3

Upstream product

• 109-64-8 1,3-dibromo-propane 
• 108-59-8 malonic acid dimethyl ester 
• 102127-54-8 Bicyclo<1.1.0>butan-2,2-dicarbonsaeuredimethylester 
• 67-56-1 methanol 
• 5445-51-2 cyclobutane-1,1'-dicarboxylic acid 
• 29554-48-1 (3-Brompropyl)-malonsaeuredimethylester 
• 865-34-9 lithium methanolate 

Downstream Products

• 1571067-20-3 methyl 1-(quinolin-8-ylcarbamoyl)-2,4-bis(1-tosyl-1H-indol-3-yl)cyclobutane-1-carboxylate 
• 1398047-71-6 C₁₄H₁₅NO₄ 
• 22308-09-4 [1-(p-tolylsulfonyloxymethyl)cyclobutyl]methyl-4-methylbenzenesulfonate 
• 155380-49-7 1-Formyl-1-methylcyclobutanecarboxylate 

Relevant articles and documents

Tetramethyl 1,1,4,4-Cyclohexanetetracarboxylate: Preparation and Conversion to Key Precursors of Fluorinated, Stereochemically Defined Cyclohexanes

Stereoselective low-temperature diisobutylaluminum hydride (DIBALH) reduction of the litle tetraester 3 affords trans-1,4-dialdehyde 4a as the major product.Fluorination of 4a,b, followed by additional elaboration leads to novel, 1,1,4,4-tetrasubstituted cyclohexanes bearing trans-1,4-difluoromethyl and fluoromethyl groups.The effect of ring size and number of ester substituents on the outcome of the reduction has been examined and treatment of dimethyl 1,1-cycloalkyl diesters 7a-c with excess DIBALH results in reduction of only one ester group.An entry into trans-1,4-trifluoromethylated tetrasubstituted cyclohexanes has been gained through stereoselective SF4 fluorination of 1,1,4,4-cyclohexanetetracarboxylic acid 17.Stereochemical assignments are supported by X-ray crystallographic data.

Perkin-Markovnikov Type Reaction Initiated with Electrogenerated Superoxide Ion

The cyclic condensation of α,ω-dihaloalkanes with acticvated methylene of malonic acid and acetoacetic acid esters is studied using an electrogenerated superoxide ion.Two possible mechanisms for this reaction are postulated.