138432-95-8

Basic information

• Product Name: 2-Butanol, 2-methyl-4-(phenylmethoxy)-
• CAS NO: 138432-95-8
• Molecular Formula: C12H18O2
• Molecular Weight: 194.274
• Mol File: 138432-95-8.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: 2-Butanol, 2-methyl-4-(phenylmethoxy)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Butanol, 2-methyl-4-(phenylmethoxy)-(138432-95-8)
• EPA Substance Registry System: 2-Butanol, 2-methyl-4-(phenylmethoxy)-(138432-95-8)

Safety Data

• Hazardous Substances Data: 138432-95-8(Hazardous Substances Data)

Upstream product

• 58558-53-5 (((3-methylbut-3-en-1-yl)oxy)methyl)benzene 
• 2568-33-4 3-methyl-butane-1,3-diol 
• 100-39-0 benzyl bromide 
• 100-44-7 benzyl chloride 
• 2999-74-8 dimethylmagnesium 
• 6278-91-7 4-(benzyloxy)-2-butanone 
• 917-54-4 methyllithium 

Downstream Products

• 485325-12-0 [3-(benzyloxy)-1,1-dimethylpropoxy](chloro)-diphenylsilane 
• 140-11-4 Benzyl acetate 
• 485325-15-3 (1R,2S,5R)-(3-benzyloxy-1,1-dimethylpropoxy)-(2-isopropyl-4-methylcyclohexyloxy)diphenylsilane 
• 485325-13-1 [3-(benzyloxy)-1,1-dimethylpropoxy]diphenyl-{[(E)-3-phenyl-2-propenyl]oxy}silane 
• 485325-14-2 (3-benzyloxy-1,1-dimethylpropoxy)methoxydiphenylsilane 
• 58460-95-0 ((3-chloro-3-methylbutoxy)methyl)benzene 

Relevant articles and documents

Fe-Catalyzed Anaerobic Mukaiyama-Type Hydration of Alkenes using Nitroarenes

Hydration of alkenes using first row transition metals (Fe, Co, Mn) under oxygen atmosphere (Mukaiyama-type hydration) is highly practical for alkene functionalization in complex synthesis. Different hydration protocols have been developed, however, control of the stereoselectivity remains a challenge. Herein, highly diastereoselective Fe-catalyzed anaerobic Markovnikov-selective hydration of alkenes using nitroarenes as oxygenation reagents is reported. The nitro moiety is not well explored in radical chemistry and nitroarenes are known to suppress free radical processes. Our findings show the potential of cheap nitroarenes as oxygen donors in radical transformations. Secondary and tertiary alcohols were prepared with excellent Markovnikov-selectivity. The method features large functional group tolerance and is also applicable for late-stage chemical functionalization. The anaerobic protocol outperforms existing hydration methodology in terms of reaction efficiency and selectivity.

Cyclic Ether Synthesis via Palladium-Catalyzed Directed Dehydrogenative Annulation at Unactivated Terminal Positions

Here, a palladium-catalyzed functionalization of unactivated sp3 C-H bonds with internal alcohol nucleophiles is described. Directed by an oxime-masked alcohol, annulation chemoselectively occurs at the β position, leading to a range of aliphatic cyclic ethers with four- to seven-membered rings. Tethered primary, secondary, and tertiary free hydroxyl groups can all react to give the corresponding cyclized products. In addition, benzyl and silyl protected alcohols can also be directly coupled. An sp3 C-H activation/intramolecular SN2 pathway was proposed.

Novel silyl linkers for solid-phase synthesis

The syntheses of two silyl chloride resins, 2 and 10 are described starting from Merrifield resin, 3-methyl-1,3-butanediol and diphenyldichlorosilane or dimethyldichlorosilane, respectively. The silyl chloride resin 2 was used for the attachment of 1° alcohols, 2° alcohols and phenols to the solid phase. A preliminary study of the stability of the diphenylsiloxane linker towards certain reaction conditions was also carried out. A more reactive silyl chloride resin 10 was found to be suitable for the attachment of 3° alcohols to the solid phase.