54354-04-0

Basic information

• Product Name: Methanol, methoxy-, benzoate
• CAS NO: 54354-04-0
• Molecular Formula: C9H10O3
• Molecular Weight: 166.177
• Mol File: 54354-04-0.mol

Chemical Properties

• CAS DataBase Reference: Methanol, methoxy-, benzoate(CAS DataBase Reference)
• NIST Chemistry Reference: Methanol, methoxy-, benzoate(54354-04-0)
• EPA Substance Registry System: Methanol, methoxy-, benzoate(54354-04-0)

Safety Data

• Hazardous Substances Data: 54354-04-0(Hazardous Substances Data)

Upstream product

• 107-30-2 chloromethyl methyl ether 
• 65-85-0 benzoic acid 
• 64649-43-0 (aminocarbonyl)methyl benzoate 
• 67-56-1 methanol 
• 614-44-8 benzoyloxyacetic acid 
• 532-32-1 sodium benzoate 
• 109-87-5 Dimethoxymethane 

Downstream Products

• 65-85-0 benzoic acid 
• 55563-72-9 3-methoxy-1-phenylpropan-1-one 
• 96569-80-1 (1-(methoxymethoxy)vinyl)benzene 
• 96569-81-2 ((Z)-1-methoxymethoxypropenyl)-benzene 
• 93-58-3 benzoic acid methyl ester 

Relevant articles and documents

BiCl3-Facilitated removal of methoxymethyl-ether/ester derivatives and DFT study of -O-C-O- bond cleavage

A simple method for the cleavage of methoxymethyl (MOM)-ether and ester derivatives using bismuth trichloride (BiCl3) is described. The alkyl, alkenyl, alkynyl, benzyl and anthracene MOM ether derivatives, as well as MOM esters of both aliphatic and aromatic carboxylic acids, were deprotected in good yields. To better understand the molecular roles of BiCl3and water for MOM cleavage, two possible binding pathways were investigated using the density functional theory (DFT) method. The theoretical results indicate the differential initial binding site preferences of phenolic and alcoholic MOM substrates to the Bi atom and suggest that water plays a key role in facilitating the cleavage of the MOM group.

Acid catalyzed rearrangement of vinyl and ketene acetals

Substituted vinyl and ketene acetals undergo smooth oxygen-to-carbon rearrangement with a catalytic amount of TMSOTf to afford chain-extended ketones or esters, respectively. The developed procedure has been applied to the stereoselective synthesis of C-glycosides from the corresponding anomeric vinyl ethers.

Simple, rapid procedure for the synthesis of chloromethyl methyl ether and other chloro alkyl ethers

Zinc(II) salts catalyze the reaction between acetals and acid halides to provide haloalkyl ethers in near-quantitative yield. Reactions from millimole to mole scale are typically complete in 1-4 h with 0.01 mol % catalyst. The solutions of haloalkyl ethers thus obtained can be utilized directly in reactions in which the presence of the ester byproduct does not interfere. Excess haloalkyl ether is destroyed on workup, thereby minimizing exposure to this class of carcinogenic compounds.

Anodic Oxidation of O-Benzoylated α-Hydroxyacetic Acids Concerning the Structure of the Cationic Intermediate

Anodic oxidation of (benzoyloxy)acetic acid (1b) at graphite electrodes in methanol leads to the substitution product methoxymethyl benzoate (3) as well as the fragmentation product methyl benzoate (4) recovering all labeled oxygen in the carbonyl groups.This result proves that the 1,3-dioxetanylium ion 2' is not involving in the non-Kolbe electrolysis of O-benzoylated α-hydroxyacetic acids.The cationic intermediate 2 is of open-chain structure.

Anodic Oxidation of O-Benzoylated α-Hydroxyacetic Acids - A Contribution to the Reactivity of Anodic Oxidated Carboxylate Ions - "Umpolung"

Anodic oxidation of O-benzoylated α-hydroxyacetic acid 1 at graphite electrodes in methanol leads to the corresponding mixed acylals 2 and methyl benzoates 3.The rate 2:3 depends on the substitution of the aromatic ring and can be correlated to Hammett's ?-values.