1515-82-8

Basic information

• Product Name: Benzene, 1-methoxy-3-(methoxymethyl)-
• CAS NO: 1515-82-8
• Molecular Formula: C9H12O2
• Molecular Weight: 152.193
• Mol File: 1515-82-8.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: Benzene, 1-methoxy-3-(methoxymethyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, 1-methoxy-3-(methoxymethyl)-(1515-82-8)
• EPA Substance Registry System: Benzene, 1-methoxy-3-(methoxymethyl)-(1515-82-8)

Safety Data

• Hazardous Substances Data: 1515-82-8(Hazardous Substances Data)

Upstream product

• 24807-52-1 (3-methoxybenzyl)methylsulfide 
• 914300-14-4 1-methoxy-3-{[(methylsulfanyl)methoxy]methyl}-benzene 
• 100945-02-6 1-(chloromethoxymethyl)-3-methoxybenzene 
• 620-24-6 3-Hydroxybenzyl alcohol 
• 74-88-4 methyl iodide 
• 6971-51-3 3-methoxybenzyl alcohol 
• 77-78-1 dimethyl sulfate 
• 67-56-1 methanol 
• 591-31-1 3-methoxy-benzaldehyde 
• 124-41-4 sodium methylate 
• 874-98-6 1-bromomethyl-3-methoxybenzene 

Downstream Products

• 161358-55-0 2-methoxy-6-(methoxymethyl)benzoic acid 
• 79-20-9 acetic acid methyl ester 
• 824-98-6 m-methoxybenzyl chloride 
• 82101-67-5 1-deuteriomethyl-3-methoxybenzene 
• 1258303-00-2 1-(2-methoxy-6-(methoxymethyl)phenyl)-3,3-diphenylallylalcohol 
• 195299-12-8 2-Methoxy-6-methoxymethyl-benzaldehyde 
• 857652-12-1 hydroxy-(2-methoxy-6-methoxymethyl-phenyl)-acetonitrile 
• 857651-81-1 (2-methoxy-6-methoxymethyl-phenyl)-oxo-acetonitrile 
• 857652-11-0 (2-methoxy-6-methoxymethyl-phenyl)-methanol 
• 591-31-1 3-methoxy-benzaldehyde 

Relevant articles and documents

Merging organocatalysis with an indium(III)-mediated process: A stereoselective α-alkylation of aldehydes with allylic alcohols

Curiosity killed the CAT..ions! The use of stabilized cationic intermediates can be considered as a new frontier in the development of stereoselective reactions. An organocatalytic procedure mediated by the MacMillan imidazolidinone catalyst was coupled with an InBr3-mediated process for the development of a novel stereoselective allylation reaction of aldehydes. Up to 98 % ee and up to 5:1 d.r. were obtained in the process.

[1,2]-Wittig rearrangement from chloromethyl ethers

The reaction of different chloromethyl ethers 1 with an excess of lithium powder and a catalytic amount of 4,4′-di-tert-butylbiphenyl (2.5 mol %) in THF at 0 °C leads to the corresponding α-lithiomethyl ether intermediates, through a chlorine-lithium exchange, which spontaneously undergo a clean [1,2]-Wittig rearrangement affording the expected homobenzylic alcohols 2. This is the first version of this rearrangement starting from easily available chloromethyl ethers.

Oxidation of benzylic alcohols and ethers to carbonyl derivatives by nitric acid in dichloromethane

Nitric acid in dichloromethane may be successfully employed for the oxidation of benzylic alcohols and ethers to the corresponding carbonyl compounds. The proposed method proved to be of general applicability, affording very good yields of aldehydes and ketones and showing interesting chemoselectivity in many instances, allowing competitive aromatic nitration to be avoided, as well as - in the case of aldehydes - any further oxidation to carboxylic acids. The reaction probably proceeds by a radical mechanism, the active species in the oxidation process being NO2. Competitive formation of nitro esters was observed in some cases, whereas poor results were obtained with allylic and non-benzylic substrates. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003.