67472-22-4

Basic information

• Product Name: Benzoic acid, 4-(1-hydroxy-3-butenyl)-, methyl ester
• CAS NO: 67472-22-4
• Molecular Formula: C12H14O3
• Molecular Weight: 206.241
• Mol File: 67472-22-4.mol
• Article Data: 39

Chemical Properties

• CAS DataBase Reference: Benzoic acid, 4-(1-hydroxy-3-butenyl)-, methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Benzoic acid, 4-(1-hydroxy-3-butenyl)-, methyl ester(67472-22-4)
• EPA Substance Registry System: Benzoic acid, 4-(1-hydroxy-3-butenyl)-, methyl ester(67472-22-4)

Safety Data

• Hazardous Substances Data: 67472-22-4(Hazardous Substances Data)

Upstream product

• 1571-08-0 methyl 4-formylbenzoate 
• 591-87-7 Allyl acetate 
• 383-67-5 allyl trifluoroacetate 
• 6728-21-8 allyl mesylate 
• 107-18-6 allyl alcohol 
• 424819-51-2 allylgallium dichloride 
• 36971-15-0 3-isopropyl-2-methyl-hex-5-en-3-ol 
• 107-05-1 3-chloroprop-1-ene 
• 762-72-1 allyl-trimethyl-silane 
• 106-95-6 allyl bromide 

Downstream Products

• 1620206-24-7 C₁₄H₁₄Cl₃NO₃ 
• 1620206-42-9 methyl (E)-4-(4-bromo-3-(2,2,2-trichloroacetamido)but-1-en-1-yl)benzoate 
• 1313028-42-0 C₁₂H₁₂O₃ 
• 1313028-22-6 C₁₂H₁₂O₃ 

Relevant articles and documents

Photoredox Allylation Reactions Mediated by Bismuth in Aqueous Conditions

Organometallic allylic reagents are widely used in the construction of C?C bonds by Barbier-type reactions. In this communication, we have described a photoredox Barbier allylation of aldehydes mediated by bismuth, in absence of other metals as co-reductants. Mild reaction conditions, tolerance of oxygen, and use of aqueous solvent make this photoredox methodology attractive for green and sustainable synthesis of homoallylic alcohols.

Nickel-Catalyzed Homo- And Cross-Coupling of Allyl Alcohols via Allyl Boronates

A nickel-catalyzed homo- and cross-coupling of allylic alcohols to 1,5-dienes in the presence of B2pin2 with excellent regioselectivity has been developed. Mechanistic studies indicate that the reaction proceeds via sequential nickel-catalyzed borylation of allyl alcohols followed by cross-coupling of the resulting allyl boronates with allyl alcohols. The method was effectively applied to nickel-catalyzed allylation of aldehydes using allylic alcohols directly.

Nickel-Catalyzed Hydroarylation of in Situ Generated 1,3-Dienes with Arylboronic Acids Using a Secondary Homoallyl Carbonate as a Surrogate for the 1,3-Diene and Hydride Source

The nickel-catalyzed hydroarylation of 1,3-dienes with arylboronic acids using a secondary homoallyl carbonate as a surrogate for the 1,3-diene and hydride source has been developed. The synthetic strategy allowed an efficient access to a wide array of hydroarylation products in high yields with high functional group compatibility without the use of an external hydride source. Mechanistic experiments indicated that the alkene-directed oxidative addition and subsequent β-hydride elimination would be a critical process in this transformation.