4426-62-4

Basic information

• Product Name: 1,2-diphenyl-2-butanol
• Synonyms: 1,2-diphenyl-2-butanol
• CAS NO: 4426-62-4
• Molecular Weight: 226.318
• Mol File: 4426-62-4.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 1,2-diphenyl-2-butanol(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-diphenyl-2-butanol(4426-62-4)
• EPA Substance Registry System: 1,2-diphenyl-2-butanol(4426-62-4)

Safety Data

• Hazardous Substances Data: 4426-62-4(Hazardous Substances Data)

Upstream product

• 451-40-1 phenyl benzyl ketone 
• 10467-10-4 ethylmagnesium iodide 
• 93-55-0 1-phenyl-propan-1-one 
• 6921-34-2 benzylmagnesium chloride 
• 100-52-7 benzaldehyde 
• 5281-18-5 benzaldehyde, hydrazone 
• 4393-06-0 1-Phenyl-2-propen-1-ol 
• 65-85-0 benzoic acid 

Downstream Products

• 5223-59-6 1,2-diphenylbutane 
• 22692-70-2 but-1-ene-1,2-diyldibenzene 
• 54890-01-6 1,2-dicyclohexyl-butane 
• 118753-95-0 1,2-diphenyl-2-butylamine hydrochloride 

Relevant articles and documents

Synergistic Relay Reactions To Achieve Redox-Neutral α-Alkylations of Olefinic Alcohols with Ruthenium(II) Catalysis

Herein, we report a ruthenium-catalyzed redox-neutral α-alkylation of unsaturated alcohols based on a synergistic relay process involving olefin isomerization (chain walking) and umpolung hydrazone addition, which takes advantage of the interaction between the two rather inefficient individual reaction steps to enable an efficient overall process. This transformation shows the compatibility of hydrazone-type “carbanions” and active protons in a one-pot reaction, and at the same time achieves the first Grignard-type nucleophilic addition using olefinic alcohols as latent carbonyl groups, providing a higher yield of the corresponding secondary alcohol than the classical hydrazone addition to aldehydes does. A broad scope of unsaturated alcohols and hydrazones, including some complex structures, can be successfully employed in this reaction, which shows the versatility of this approach and its suitability as an alternative, efficient means for the generation of secondary and tertiary alcohols.

Aldehydes as alkyl carbanion equivalents for additions to carbonyl compounds

Nucleophilic addition reactions of organometallic reagents to carbonyl compounds for carbon-carbon bond construction have played a pivotal role in modern chemistry. However, this reaction's reliance on petroleum-derived chemical feedstocks and a stoichiometric quantity of metal have prompted the development of many carbanion equivalents and catalytic metal alternatives. Here, we show that naturally occurring carbonyls can be used as latent alkyl carbanion equivalents for additions to carbonyl compounds, via reductive polarity reversal. Such 'umpolung' reactivity is facilitated by a ruthenium catalyst and diphosphine ligand under mild conditions, delivering synthetically valuable secondary and tertiary alcohols in up to 98% yield. The unique chemoselectivity exhibited by carbonyl-derived carbanion equivalents is demonstrated by their tolerance to protic reaction media and good functional group compatibility. Enantioenriched tertiary alcohols can also be accessed with the aid of chiral ligands, albeit with moderate stereocontrol. Such carbonyl-derived carbanion equivalents are anticipated to find broad utility in chemical bond formation.