42187-43-9

Basic information

• Product Name: 2-(dimethoxymethyl)tetrahydrofuran
• CAS NO: 42187-43-9
• Molecular Formula: C₇H₁₄O₃
• Molecular Weight: 146.1843
• Mol File: 42187-43-9.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 195.2°C at 760 mmHg
• Flash Point: 62.2°C
• Density: 1.01g/cm³
• Vapor Pressure: 0.595mmHg at 25°C
• Refractive Index: 1.43
• CAS DataBase Reference: 2-(dimethoxymethyl)tetrahydrofuran(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(dimethoxymethyl)tetrahydrofuran(42187-43-9)
• EPA Substance Registry System: 2-(dimethoxymethyl)tetrahydrofuran(42187-43-9)

Safety Data

• Hazardous Substances Data: 42187-43-9(Hazardous Substances Data)

Usage

General Description

2-(dimethoxymethyl)tetrahydrofuran is a chemical compound that consists of a tetrahydrofuran ring with two methoxymethyl (MOM) groups attached to it. It is commonly used as a protecting group in organic synthesis, particularly in the protection of alcohols and amines. The MOM group can be easily removed under mild conditions, making it ideal for use in multi-step synthesis processes. Additionally, 2-(dimethoxymethyl)tetrahydrofuran is a colorless, volatile liquid with a slight sweet odor, and it is soluble in most organic solvents. Due to its versatility, stability, and ease of removal, it is a valuable tool in the production of various pharmaceuticals and fine chemicals.

Upstream product

• 110-87-2 3,4-dihydro-2H-pyran 
• 67-56-1 methanol 
• 76525-62-7 2-methoxy-3-(phenylselanyl)tetrahydro-2H-pyran 
• 1453-62-9 2-furaldehyde dimethyl acetal 
• 98-01-1 furfural 

Downstream Products

• 94618-47-0 4,4-Dimethyl-2-(tetrahydro-furan-2-yl)-[1,3]oxathiolane 

Relevant articles and documents

Preparation method of 2-substituted tetrahydrofuran compounds

The invention discloses biomass 2-substituted tetrahydrofuran compounds and a preparation method thereof. Furfural (FAL) obtained through biomass hydrolysis is used as a raw material, acetal hydrogenation one-pot reaction occurs on a supported palladium catalyst under the condition that a micro-molecule alcohol compound serves as a solvent and a reaction simultaneously, 2-(diethoxy methyl) tetrahydrofuran, 2-(dimethoxy methyl) tetrahydrofuran, 2-(dipropoxy methyl) tetrahydrofuran and other 2-substituted tetrahydrofuran compounds are prepared in a one-step mode. The preparation method has the advantages that the reaction conditions are moderate, the raw material is cheap and easy to obtain, product selectivity is high, operation is simple and convenient, the efficiency is high and the like. The prepared 2-substituted tetrahydrofuran compounds have good stability and oil solubility and can serve as potential green biomass-based fuel oil or additives to be widely used.

RELATIVE THERMODYNAMIC STABILITIES OF 2-(METHOXYMETHYLENE)TETRAHYDROFURAN AND 5-METHOXYMETHYL-2,3-DIHYDROFURAN

The relative thermodynamic stabilities of the title compounds were determined by iodine catalyzed chemical equilibrium in cyclohexane solution.The main point of interest was a determination of the thermodynamic stability of the -O-C=C-O- moiety found in the exocyclic isomers, i.e. the stabilizing effect of a MeO group on the olefinic linkage of 2-methylenetetrahydrofuran.All three isomeric compounds have essentially similar enthalpy values, which, in comparison with some previous thermodynamic data, shows that the double bond stabilization energy of the MeO group in the exo isomers is only ca 3 kJ mol-1.The entropy difference between the geometrical isomers is negligible, whereas the endo isomer is favoured by an entropy contribution of ca 9 J K-1 mol-1.

REACTION BETWEEN GLYCAL BENZYL ETHERS AND THALLIUM(III) NITRATE. SYNTHESIS OF SHOWDOMYCIN ANALOGUES.

On treatment with thallium(III) nitrate, trihydrate in acetonitrile solution, 3,4,6-tri-O-benzyl-D-glucal (5) gives the ring-contracted aldehyde (6) which has been converted into the showdomycin analogue (8) ; 2-(α-D-2'-deoxyribofuranosyl)maleimide (12) h