101746-67-2

Basic information

• Product Name: bis(2-phenylethyloxy)methane
• Synonyms: bis(2-phenylethyloxy)methane
• CAS NO: 101746-67-2
• Molecular Weight: 256.345
• Mol File: 101746-67-2.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: bis(2-phenylethyloxy)methane(CAS DataBase Reference)
• NIST Chemistry Reference: bis(2-phenylethyloxy)methane(101746-67-2)
• EPA Substance Registry System: bis(2-phenylethyloxy)methane(101746-67-2)

Safety Data

• Hazardous Substances Data: 101746-67-2(Hazardous Substances Data)

Usage

General Description

Bis(2-phenylethyloxy)methane, also known as benzhydrol, is a chemical compound with the molecular formula C29H24O, which consists of two phenylethyl groups attached to a central methylene group. It is a colorless to pale yellow solid that is insoluble in water but soluble in organic solvents. Benzhydrol is commonly used as a fragrance ingredient in perfumes and other cosmetic products due to its pleasant floral odor. It also has potential applications as a pharmaceutical intermediate and in the synthesis of other organic compounds. However, it is important to handle this chemical with caution as it may cause skin and eye irritation and should be kept away from sources of heat, sparks, and open flames due to its flammability.

Upstream product

• 172655-08-2 2-[(2-Phenylethoxy)methyl]-5-methyl-1,4-dimethoxybenzene 
• 2568-89-0 diisopropoxymethane 
• 60-12-8 2-phenylethanol 
• 2568-90-3 di-n-butyloxymethane 
• 67-68-5 dimethyl sulfoxide 
• 22096-25-9 sodium phenethylate 
• 109-87-5 Dimethoxymethane 
• 82529-79-1 4-methoxybenzyl phenethyl ether 
• 50-00-0 formaldehyd 

Downstream Products

• 1202175-23-2 5-ethyl-6-(4-methylbenzyl)-1-(2-phenylethyloxymethyl)uracil 
• 1202175-24-3 5-ethyl-6-(3,5-dimethylbenzyl)-1-(2-phenylethyloxymethyl)uracil 
• 1202175-22-1 6-benzyl-5-ethyl-1-(2-phenylethyloxymethyl)uracil 
• 1202175-25-4 5-ethyl-6-(3,4-dimethoxybenzyl)-1-(2-phenylethyloxymethyl)uracil 

Relevant articles and documents

Nickel-catalyzed direct synthesis of dialkoxymethane ethers

221A simple and efficient method for the preparation of dialkoxymethane ethers (oxymethylene ethers) from alcohols and paraformaldehyde in the presence of commercially available nickel(II) salt is described. The reaction proceeds readily under neutral, solvent-free conditions using paraformaldehyde as a C 1 source. The present strategy has a broad substrate scope including aliphatic (both primary and secondary) and aromatic alcohols and provides a benign method for the preparation of symmetrical dialkoxymethanes in good yields (up to 89%). Graphical Abstract: SYNOPSIS A facile nickel-catalyzed synthesis of dialkoxymethane ethers from alcohols and paraformaldehyde using inexpensive, commercially available NiBr 2 is reported. The reaction proceeds readily under mild, neutral and solvent-free conditions. [Figure not available: see fulltext.].

A new and more efficient synthesis of methylene acetals

A new and efficient synthesis of benzyl chlorides and methylene acetals by use of 2,4-dichloro-6-methoxy[l,3,5]triazine (MeOTCT) and dimethyl sulfoxide has been developed. Chlorides are the major products for benzyl alcohols, while methylene acetals are the major products for secondary alcohols. This procedure provides the highest yields so far for methylene acetals of steroids. A plausible mechanism is proposed on the basis of the experiments. Georg Thieme Verlag Stuttgart.

Acid catalysis vs. electron-transfer catalysis via organic cations or cation-radicals as the reactive intermediate. Are these distinctive mechanisms?

Proton transfer to aromatic and olefinic donors (D) leads to the facile interchange of transient carbocations (DH+) and cation-radical (D+.). The same types of cation and cation-radical are reactive intermediates in the acid catalysis and the electron-transfer catalysis of such organic transformations as benzylic coupling, epoxide/pinacol rearrangements and cis-trans isomerization of stilbenes when they are both carried out under otherwise identical reaction conditions. However, the rapid exchange of diamagnetic cations and paramagnetic cation-radicals blurs the traditional view of separate electrophilic and homolytic processes, and rigorous experimental evidence is required to establish whether acid catalysis and electron-transfer catalysis actually represent distinct mechanistic categories. Acta Chemica Scandinavica 1998.