827-69-0

Basic information

• Product Name: 3-Penten-2-one, 4-phenyl-
• CAS NO: 827-69-0
• Molecular Formula: C11H12O
• Molecular Weight: 160.216
• Mol File: 827-69-0.mol
• Article Data: 47

Chemical Properties

• CAS DataBase Reference: 3-Penten-2-one, 4-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Penten-2-one, 4-phenyl-(827-69-0)
• EPA Substance Registry System: 3-Penten-2-one, 4-phenyl-(827-69-0)

Safety Data

• Hazardous Substances Data: 827-69-0(Hazardous Substances Data)

Upstream product

• 18854-62-1 3-Methyl-3-phnenylperlaevulincarbonsaeure-tert.-butylester 
• 108-24-7 acetic anhydride 
• 35660-91-4 (E)-1-phenyl-2-buten-1-one 
• 123-54-6 acetylacetone 
• 917-64-6 methyl magnesium iodide 
• 76973-17-6 1-phenyl-3-(1-imidazolyl)-2-buten-1-one 
• 71127-26-9 (E)-4-Imidazol-1-yl-4-phenyl-but-3-en-2-one 
• 51384-73-7 (Z)-4-Phenyl-3-penten-2-one 
• 3102-33-8 trans-3-penten-2-one 
• 14922-16-8 phenylazo phenyl sulfone 
• 1817-57-8 4-phenyl-3-butyne-2-one 
• 5158-46-3 methylzinc chloride 
• 151990-53-3 3-methyl-3-phenylcyclobutan-1-one 
• 4467-33-8 6-methyl-4-phenyl-2H-pyran-2-one 

Downstream Products

• 98-86-2 acetophenone 
• 1722-68-5 2-phenyl-penten-(2c)-one-⁽⁴⁾-semicarbazone 
• 61455-17-2 4,4-Phenylpentan-2-on 
• 67262-97-9 4-dimethyl(phenyl)silyl-4-phenylpentan-2-one 
• 285566-28-1 (3E)-4-phenyl-3-penten-2-ol 
• 15121-66-1 4-Hydroxy-4-phenyl-2-pentanone 
• 51384-73-7 (Z)-4-Phenyl-3-penten-2-one 
• 17913-10-9 1-methyl-3-phenyl-butanal 
• 77614-49-4 4-phenyl-pentan-2-ol 
• 81454-80-0 3-Chloro-4-phenyl-pent-4-en-2-one 
• 81454-81-1 (Z)-3-Chloro-4-phenyl-pent-3-en-2-one 
• 82323-38-4 (Z)-5-bromo-4-phenylpent-3-en-2-one 
• 107644-76-8 (E)-1-Bromo-4-phenyl-pent-3-en-2-one 
• 363598-96-3 (2S,3E)-4-phenylpent-3-en-2-ol 

Relevant articles and documents

Lithium(1+)-catalyzed nazarov-type cyclization of 1-arylbuta-2,3-dien-1- ols: Synthesis of benzofulvene derivatives

Lithium hexafluorophosphate proved to be an effective catalyst for a Nazarov-type cyclization of 1-arylbuta-2,3-dien-1-ols to afford benzofulvenes, valuable as building blocks for functional materials and bioactive compounds. Georg Thieme Verlag Stuttgart New York.

Alcohol Dehydrogenases and N-Heterocyclic Carbene Gold(I) Catalysts: Design of a Chemoenzymatic Cascade towards Optically Active β,β-Disubstituted Allylic Alcohols

The combination of gold(I) and enzyme catalysis is used in a two-step approach, including Meyer–Schuster rearrangement of a series of readily available propargylic alcohols followed by stereoselective bioreduction of the corresponding allylic ketone intermediates, to provide optically pure β,β-disubstituted allylic alcohols. This cascade involves a gold N-heterocyclic carbene and an enzyme, demonstrating the compatibility of both catalyst types in aqueous medium under mild reaction conditions. The combination of [1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene][bis(trifluoromethanesulfonyl)-imide]gold(I) (IPrAuNTf2) and a selective alcohol dehydrogenase (ADH-A from Rhodococcus ruber, KRED-P1-A12 or KRED-P3-G09) led to the synthesis of a series of optically active (E)-4-arylpent-3-en-2-ols in good yields (65–86 %). The approach was also extended to various 2-hetarylpent-3-yn-2-ol, hexynol, and butynol derivatives. The use of alcohol dehydrogenases of opposite selectivity led to the production of both allyl alcohol enantiomers (93->99 % ee) for a broad panel of substrates.

Cobalt-Catalyzed Asymmetric 1,4-Hydroboration of Enones with HBpin

Herein, a series of new 8-OIQ cobalt complexes were synthesized and used for cobalt-catalyzed chemo- and enantioselective 1,4-hydroboration of enones with HBpin to access chiral β,β-disubstituted ketones with good to excellent chemo- and enantioselectivties. This protocol is operationally simple and shows a broad substrate scope.