84735-51-3

Basic information

• Product Name: 1-phenyl-2-(phenylmethyl)-2-hexanol
• Synonyms: 1-phenyl-2-(phenylmethyl)-2-hexanol
• CAS NO: 84735-51-3
• Molecular Weight: 268.399
• Mol File: 84735-51-3.mol

Chemical Properties

• CAS DataBase Reference: 1-phenyl-2-(phenylmethyl)-2-hexanol(CAS DataBase Reference)
• NIST Chemistry Reference: 1-phenyl-2-(phenylmethyl)-2-hexanol(84735-51-3)
• EPA Substance Registry System: 1-phenyl-2-(phenylmethyl)-2-hexanol(84735-51-3)

Safety Data

• Hazardous Substances Data: 84735-51-3(Hazardous Substances Data)

Upstream product

• 94616-73-6 n-butylcerium dichloride 
• 102-04-5 1,3-Diphenylpropanone 
• 109-72-8 n-butyllithium 
• 693-03-8 n-butyl magnesium bromide 

Relevant articles and documents

CeCl3/n-BuLi: Unraveling Imamoto's Organocerium Reagent

CeCl3(thf) reacts at low temperatures with MeLi, t-BuLi, and n-BuLi to isolable organocerium complexes. Solvent-dependent extensive n-BuLi dissociation is revealed by 7Li NMR spectroscopy, suggesting “Ce(n-Bu)3(thf)x

LiClO4-Promoted Addition of Alkyl Grignard and Alkynyllithium Reagents to Ketones. Comparison of a 5 M LiClO4/Diethyl Ether Solution with CeCl3

The influence of a 5 M ethereal LiClO4 solution as solvent on the addition of different alkyl Grignard and alkynyllithium reagents to highly enolizable ketones was studied.A comparison with the results in the presence of CeCl3 shows a similar improvement in the yield. - Keywords: Nucleophilic addition; Lewis acid; Enolizable ketones; Alkyl Grignard; Alkynyllithium reagent

Reactions of Carbonyl Compounds with Grignard Reagents in the Presence of Cerium Chloride

The addition of Grignard reagents to ketones is significantly enhanced by cerium chloride with remarkable supression of side reactions, particularly enolization.Some esters, which are prone to side reactions, also react readily with Grignard reagents in the presence of cerium chloride to give normal reaction products in reasonable to high yields.

CERIUM CHLORIDE-PROMOTED NUCLEOPHILIC ADDITION OF GRIGNARD REAGENTS TO KETONES AN EFFICIENT METHOD FOR THE SYNTHESIS OF TERTIARY ALCOHOLS

In the presence of anhydrous cerium(III) chloride, Grignard reagents react with ketones to afford addition products in high yields, even though the substrates are susceptible to abnormal reactions with Grignard reagents alone.

ORGANOCERIUM REAGENTS. NUCLEOPHILIC ADDITION TO EASILY ENOLIZABLE KETONES

Organocerium reagens, prepared from organolithiums and anhydrous cerium (III) chloride, react cleanly with easily enolizable ketones to afford the addition products in good to excellent yields.

Carbon-Carbon Bond-Forming Reactions Using Cerium Metal or Organocerium(III) Reagents

Carbon-carbon bond-forming reactions using cerium metal or organocerium(III) reagents have been investigated.Cerium amalgam is an effective reagent for the chemoselective preparation of homoallylic alcohols from allyl halides and carbonyl compounds.These same reagent can also be satisfactorily employed for the Reformatsky-type reaction of α-halo esters with carbonyl compounds.It has been shown that organocerium(III) reagents are conveniently generated by the reaction of organolithiums with cerium(III)iodide or cerium(III)chloride.The reagents are less basic thanorganolithiums or Grignard reagents, and they react cleanly at -78 to -65 deg C with various carbonyl compounds to afford the addition products in high yields, even though the substrates are susceptible to enolization or metal-halogen exchange with simple organolithiums.The same reagents react also with α,β-unsaturated compounds to yield 1,2-addition products in high selectivity.

Generation and Reactivities of Organocerium Reagents

Organocerium reagents, prepared in situ by the treatment of organolithium compounds with cerium(III) iodide, exhibit characteristic reactivities toward ketones; at -65 deg C, nucleophilic additions give the corresponding tertiary alcohols in excellent yields; while, at 0 deg C to ca. room temperature, reductive coupling and/or reduction of the ketones prevail.