83173-74-4

Basic information

• Product Name: 4-METHYL-1-PHENYL-HEX-5-EN-3-OL
• Synonyms: 4-METHYL-1-PHENYL-HEX-5-EN-3-OL
• CAS NO: 83173-74-4
• Molecular Formula: C₁₃H₁₈O
• Molecular Weight: 190.28142
• Mol File: 83173-74-4.mol
• Article Data: 41

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 4-METHYL-1-PHENYL-HEX-5-EN-3-OL(CAS DataBase Reference)
• NIST Chemistry Reference: 4-METHYL-1-PHENYL-HEX-5-EN-3-OL(83173-74-4)
• EPA Substance Registry System: 4-METHYL-1-PHENYL-HEX-5-EN-3-OL(83173-74-4)

Safety Data

• Hazardous Substances Data: 83173-74-4(Hazardous Substances Data)

Upstream product

• 104-53-0 3-phenyl-propionaldehyde 
• 18147-55-2 (E)-crotyltrichlorosilane 
• 4784-77-4 (E)-1-Bromo-2-butene 
• 69611-01-4 (Z)-2-(but-2-enyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 1280227-81-7 (3R,4S,E)-4-methyl-1-phenyl-6-(tributylstannyl)hex-5-en-3-ol 
• 6737-11-7 2-acetoxy-3-butene 
• 122-97-4 3-Phenyl-1-propanol 
• 1004996-53-5 C₁₄H₂₃BO₆ 
• 4894-61-5 trans-but-2-enyl chloride 
• 18147-55-2 but-2-enyltrichlorosilane 
• 504-61-0 (E)-but-2-enol 
• 69611-02-5 (E)-2-(but-2-enyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 106-99-0 buta-1,3-diene 
• 4784-77-4 (E/Z)-crotyl bromide 

Downstream Products

• 261919-07-7 (3S,5E)-1-phenyl-5-heptene-3-ol 
• 1615707-74-8 C₁₅H₂₂O₄ 
• 1615707-75-9 C₃₁H₄₀O₄Si 
• 1615707-76-0 tert-butyldiphenyl(((4R,5R,6R)-2,2,5-trimethyl-6-phenethyl-1,3-dioxan-4-yl)methoxy)silane 
• 1615707-40-8 C₂₅H₄₂B₂O₅ 
• 1615707-42-0 (3R,4S,5S)-4-methyl-1-phenyl-5,6-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)hexan-3-yl acetate 
• 1615707-73-7 (3R,4S)-4-methyl-1-phenylhex-5-en-3-yl acetate 
• 518308-57-1 (2S,3R)-2-methyl-5-phenylpentane-1,3-diol 

Relevant articles and documents

Photoredox Ni-Catalyzed Branch-Selective Reductive Coupling of Aldehydes with 1,3-Dienes

We report here a Ni-catalyzed reductive coupling of aldehydes with widely available 1,3-dienes under visible-light photoredox dual catalysis. The homoallyic alcohols are obtained in broad scope with complete branched regioselectivity. Hantzsch ester is used as the hydrogen radical source to oxidize low-valent nickel salt affording Ni-H species. Preliminary mechanistic studies indicate a successive single-electron transfer (SET) pathway and the generation of a key π-allylnickel intermediate via Ni-H insertion of 1,3-diene in this synergistic catalytic process.

Direct, Mild, and General n-Bu4NBr-Catalyzed Aldehyde Allylsilylation with Allyl Chlorides

A direct, mild, and general method for the enantioselective allylsilylation of aldehydes with allyl chlorides is reported. The reactions are effectively catalyzed by 5 mol % of n-Bu4NBr, and this rate acceleration allows the use of complex allyl donors in fragment-coupling reactions and of electron-deficient allyl donors. The results are (1) significant progress toward a "universal" asymmetric aldehyde allylation reaction that can reliably and highly stereoselectively couple any allyl chloride-aldehyde combination and (2) the discovery of a novel mode of nucleophilic catalysis for aldehyde allylsilylation reactions.

Syn -Selective crotylation of aldehydes using bismuth-crotyl bromide-(1-butyl-3-methylimidazolium bromide) combination: Some synthetic applications

The Bi-[bmim][Br] combination has been found to offer high syn-selectivity in the crotylation of aldehydes with crotyl bromide using practically stoichiometric amounts of the reagents. The room temperature ionic liquid (RTIL), [bmim][Br], activated Bi metal in the presence of oxygen to produce crotylbismuthdibromide, which reacted with the aldehydes at room temperature. The major anti-syn diastereomeric product obtained from the crotylation of (R)-cyclohexylideneglyceraldehyde was utilized for the synthesis of dictyostatin and cryptophycin segments, and (+)-cis-aerangis lactone, using standard synthetic protocols.