37832-34-1

Basic information

• Product Name: 1,4-bis(dimethoxymethyl)benzene
• Synonyms: 1,4-bis(dimethoxymethyl)benzene
• CAS NO: 37832-34-1
• Molecular Formula: C₁₂H₁₈O₄
• Molecular Weight: 226.26892
• EINECS: 253-679-2
• Mol File: 37832-34-1.mol
• Article Data: 11

Chemical Properties

• Boiling Point: 246.8°Cat760mmHg
• Flash Point: 66.2°C
• Appearance: /
• Density: 1.052g/cm³
• Vapor Pressure: 0.0419mmHg at 25°C
• Refractive Index: 1.484
• CAS DataBase Reference: 1,4-bis(dimethoxymethyl)benzene(CAS DataBase Reference)
• NIST Chemistry Reference: 1,4-bis(dimethoxymethyl)benzene(37832-34-1)
• EPA Substance Registry System: 1,4-bis(dimethoxymethyl)benzene(37832-34-1)

Safety Data

• Hazardous Substances Data: 37832-34-1(Hazardous Substances Data)

Usage

Physical state

Colorless liquid

Structure

Benzene ring with two methoxymethyl groups attached at the 1 and 4 positions

Uses

a. Fragrance ingredient
b. Production of flavor compounds
c. Organic synthesis as a protecting group for aldehydes

Stability

Relatively stable

Toxicity

Low toxicity, making it safe for various applications

InChI:InChI=1/C12H18O4/c1-13-11(14-2)9-5-7-10(8-6-9)12(15-3)16-4/h5-8,11-12H,1-4H3

Upstream product

• 623-27-8 terephthalaldehyde, 
• 77-78-1 dimethyl sulfate 
• 67-56-1 methanol 
• 106-42-3 para-xylene 
• 149-73-5 trimethyl orthoformate 
• 106456-88-6 4-(5,5-dimethyl-1,3-dioxan-2-yl)benzaldehyde 
• 1592-31-0 1,4-bis(dibromomethyl)benzene 
• 103781-93-7 4-(dimethoxymethyl)benzenecarbaldehyde 
• 431-47-0 trifluoroacetic acid-methyl ester 
• 124-41-4 sodium methylate 

Downstream Products

• 161772-88-9 4-((E)-2-Methyl-3-oxo-propenyl)-benzaldehyde 
• 161772-89-0 (E)-3-[4-((E)-2-Methyl-3-oxo-propenyl)-phenyl]-acrylic acid methyl ester 
• 161772-86-7 methyl 4-(2,6,10-trimethyl-1,3,5,9-undecatetraenyl)cinnamate 

Relevant articles and documents

MOF-808 as a recyclable catalyst for the photothermal acetalization of aromatic aldehydes

Metal-organic frameworks (MOFs) show promise for catalysis applications due to their porosity, high internal surface area, and structural adaptability. Typical acetylation reactions of aldehydes require elevated temperatures and excess alcohol to drive the reactions to completion. In this current work, MOF-808 is used as a heterogeneous catalyst for acetylation of aldehydes in methanol using a mild photothermal process. Optimized conditions gave 72% yield of 2-(dimethoxymethyl)naphthalene in the presence of 10 mol% MOF-808 at 45 °C using only a fluorescent lamp. MOF-808 can be recycled up to 5 times with no loss in catalytic activity. A proof-of-principle substrate scope demonstrates the potential utility for aromatic and aliphatic substrates.

Synthesis of 4-(Dibromomethyl)benzaldehyde by Catalytic Debromophosphoryl- and Phosphonyloxylation of 1,4-Bis(dibromomethyl)benzene with Phosphorus(IV) Acid Methyl Esters and Its Properties

A new procedure has been developed for the simultaneous preparation of terephthalaldehyde and 4-(dibromomethyl)benzaldehyde by catalytic debromophosphoryl- and phosphonyloxylation of 1,4-bis- (dibromomethyl)benzene with P(IV) acid methyl esters. The reaction of 4-(dibromomethyl)benzaldehyde with ortho esters in the presence of sulfuric acid gave the corresponding acetals, whereas in the presence of ZnCl2 terephthalaldehyde bis-acetals were formed. 4-(Dibromomethyl)benzaldehyde and its acetal were converted to methyl 4-(dibromomethyl)- and 4-(dimethoxymethyl)benzoates which were phosphorylated by the action of chlorophosphines, as well as by successive treatment with phosphorus(III) chloride and P(III) esters.

Synthesis of aromatic aldehyde acetals from (dibromomethyl)arenes

Zinc chloride-catalyzed double debromoalkoxylation of (dibromomethyl)arenes on treatment with trialkyl orthoformates resulted in the corresponding aromatic aldehyde acetals. On the first step, α-brominated ether is formed, which undergoes the second debro