58824-49-0

Basic information

• Product Name: Benzenemethanol, a-ethenyl-2-methoxy-
• CAS NO: 58824-49-0
• Molecular Formula: C10H12O2
• Molecular Weight: 164.204
• Mol File: 58824-49-0.mol
• Article Data: 20

Chemical Properties

• CAS DataBase Reference: Benzenemethanol, a-ethenyl-2-methoxy-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenemethanol, a-ethenyl-2-methoxy-(58824-49-0)
• EPA Substance Registry System: Benzenemethanol, a-ethenyl-2-methoxy-(58824-49-0)

Safety Data

• Hazardous Substances Data: 58824-49-0(Hazardous Substances Data)

Upstream product

• 593-60-2 Vinyl bromide 
• 135-02-4 ortho-anisaldehyde 
• 578-57-4 2-bromoanisole 
• 107-02-8 acrolein 
• 612-16-8 (2-methoxyphenyl)methanol 
• 1826-67-1 vinyl magnesium bromide 

Downstream Products

• 163267-95-6 (E)-1-(3-chloroprop-1-en-1-yl)-2-methoxybenzene 
• 1504-61-6 (E)-3-(2-methoxyphenyl)prop-2-en-1-ol 
• 1240292-75-4 (S)-N-(1-(2-methoxyphenyl)allyl)benzamide 
• 1213418-10-0 C₁₀H₁₃NO 
• 1213834-90-2 C₁₀H₁₃NO 
• 77942-10-0 1-(2-methoxyphenyl)prop-2-en-1-one 
• 1239597-36-4 (E)-ethyl 5-(2-methoxyphenyl)-2-methylenepent-4-enoate 
• 74786-53-1 1-(2-methoxyphenyl)-2-methylpropan-1-one 
• 541507-16-8 1-(1-allyloxy-allyl)-2-methoxy-benzene 
• 1340343-75-0 4,4,4-trifluoro-1-(2-methoxyphenyl)butan-1-one 

Relevant articles and documents

Palladium-Catalyzed Synthesis of α-Methyl Ketones from Allylic Alcohols and Methanol

One-pot synthesis of α-methyl ketones starting from 1,3-diaryl propenols or 1-aryl propenols and methanol as a C1 source is demonstrated. This one-pot isomerization-methylation is catalyzed by commercially available Pd(OAc)2 with H2O as the only by-product. Mechanistic studies and deuterium labelling experiments indicate the involvement of isomerization of allyl alcohol followed by methylation through a hydrogen-borrowing pathway in these isomerization-methylation reactions.

Nickel-Catalyzed Reductive Csp2-Csp3Cross Coupling Using Phosphonium Salts

A nickel-catalyzed reductive cross coupling with phosphonium salts and allylic C(sp3)-O bond electrophiles, which granted direct construction of the C(sp2)-C(sp3) bond, is successfully developed. The protocol features broad substrate scope, high-functional-group tolerance, and heterocycle compatibility. Notably, the much more challenging reductive cross coupling with heterocyclic thiazolylphosphonium salts has also been accomplished for the first time.

Water-Promoted Dehydrative Tsuji–Trost Reaction of Non-Derivatized Allylic Alcohols with Sulfinic Acids

A mild, green and extra activator-free synthesis of allylic sulfones from non-derivatized allylic alcohols and sulfinic acids was developed and only the easily-available Pd(PPh3)4 was used as the catalyst. This new method could be easily scaled up to gram scale, affording the target allylic sulfones in a nearly quantitative yield with water as the sole by-product. Mechanism studies both by various NMR techniques and by theoretical calculations suggested two reaction pathways may be involved in the reaction, which are dependent on the reaction media, that is, an eight-membered ring binding species may be formed in aqueous media between allylic alcohol, sulfinic acid and water, while a six-membered ring binding species may be formed in common aprotic organic solvent between allylic alcohol and sulfinic acid. Both binding species may be accounted for the efficient activation of allylic alcohols via hydrogen bonding.