37864-64-5

Basic information

• Product Name: Benzene, 1,2-bis(dimethoxymethyl)-
• Synonyms: phthalaldehyde bis-dimethylacetal;o-phthalaldialdehydetetramethylacetal;Phthalaldehyd-bis-dimethylacetal;Benzene,1,2-bis(dimethoxymethyl);o-phthaldialdehyde tetramethylacetal
• CAS NO: 37864-64-5
• Molecular Formula: C12H18O4
• Molecular Weight: 226.273
• Mol File: 37864-64-5.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 128-129 °C(Press: 12 Torr)
• Density: 1.052±0.06 g/cm3(Predicted)
• CAS DataBase Reference: Benzene, 1,2-bis(dimethoxymethyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, 1,2-bis(dimethoxymethyl)-(37864-64-5)
• EPA Substance Registry System: Benzene, 1,2-bis(dimethoxymethyl)-(37864-64-5)

Safety Data

• Hazardous Substances Data: 37864-64-5(Hazardous Substances Data)

Upstream product

• 67-56-1 methanol 
• 643-79-8 o-phthalic dicarboxaldehyde 
• 85-44-9 phthalic anhydride 
• 612-14-6 phthalyl alcohol 
• 13209-15-9 1,2-bis(dibromomethyl)benzene 
• 149-73-5 trimethyl orthoformate 
• 616-42-2 dimethylsulfite 

Downstream Products

• 643-79-8 o-phthalic dicarboxaldehyde 

Relevant articles and documents

New methods to synthesize phthalaldehyde and its diacetals

A new synthesis of phthalaldehyde that avoided formation of HBr involved treatment of 1,2-bis(dibromomethyl)benzene with trimethyl orthoformate (1: 6, 90 °C, 10 mol.% ZnCl2) to obtain acyclic diacetal without admixture of cyclic one (1,3-dimethoxy-1,3-dihydrobenzo-[c]furan) followed by hydrolysis to give the target dialdehyde. Phthalaldehyde reacted with CH(OMe)3 in the presence of trifluoroacetic acid to yield exclusively cyclic diacetal. Acyclic diacetal was phosphorylated by treatment with secondary chlorophosphines and by the reaction with PCl3 followed by treatment with PIII acid ester.

METHOD FOR PRODUCING ALKOXYLATED 2,5-DIHYDROFURAN BUT-2-ENE DERIVATIVES OR TETRA-1,1,4,4-ALKOXYLATED BUT-2-ENE DERIVATIVES

The invention relates to a method for producing 2,5-dihydrofuran derivatives that are substituted in position 3 or 4, which carry a respective C1 to C6 alkoxy group (DHF alkoxy derivates I) in position 2 or position 5, or in both positions, or for producing 1,1,4,4-tetraalkoxy but-2-ene derivatives that are substituted in position 3 or 4, from 2-butene-1,4-diol derivatives of general formula (I), in which the groups R1 and R2 independently of one another represent hydrogen, C1 to C6 alkyl, C6 to C12 aryl or C5 to C12 cycloalkene or R1 and R2 together with the double bond, to which they are linked, form a C6 to C12 aryl group or a mono- or polyunsaturated C5 to C12 cycloalkyl group, or from a mixture of said 2-butene-1,4-diol derivatives and 2,5-dihydrofuran derivatives that are substituted in position 3 or 4 and carry a C1 to C6 alkoxy group in position 2 or 5, by electrochemical oxidation in the presence of a C1 to C6 monoalkyl alcohol.

Efficient acetalisation of aldehydes catalyzed by titanium tetrachloride in a basic medium

The acetalisation of aliphatic and aromatic aldehydes is achieved in a basic medium by using catalytic amount of Ti(IV) chloride in MeOH in the presence of NH3 or Et3N. The present protocol shows many advantages over the well known base or acid catalysis: in fact, in contrast to base-promoted acetalisation, aldehydes with electron-rich carbonyl groups react easily, enolizable aldehydes do not undergo aldol condensation and, in contrast to acid-catalysis, migration of the double bond does not occur in the preparation of α,β-unsaturated acetals.