99902-35-9

Basic information

• Product Name: (R)-3-hydroxy-5-phenyl-1-pentyne
• Synonyms: (R)-3-hydroxy-5-phenyl-1-pentyne;(R)-5-phenyl-1-pentyn-3-ol
• CAS NO: 99902-35-9
• Molecular Weight: 160.216
• EINECS: -0
• Mol File: 99902-35-9.mol
• Article Data: 57

Chemical Properties

• CAS DataBase Reference: (R)-3-hydroxy-5-phenyl-1-pentyne(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-3-hydroxy-5-phenyl-1-pentyne(99902-35-9)
• EPA Substance Registry System: (R)-3-hydroxy-5-phenyl-1-pentyne(99902-35-9)

Safety Data

• Hazardous Substances Data: 99902-35-9(Hazardous Substances Data)

Usage

General Description

(R)-3-hydroxy-5-phenyl-1-pentyne is a chemical compound with the molecular formula C11H12O. It is an alkyne compound with a hydroxyl group and a phenyl group attached to a pentynyl chain. (R)-3-hydroxy-5-phenyl-1-pentyne is a chiral molecule, with the (R) configuration indicating the arrangement of substituent groups around the stereocenter. (R)-3-hydroxy-5-phenyl-1-pentyne has potential applications in organic synthesis, as well as in the pharmaceutical and chemical industries. It may also be of interest in research related to the properties and reactivity of alkynes and chiral compounds.

Upstream product

• 104-53-0 3-phenyl-propionaldehyde 
• 108-05-4 vinyl acetate 
• 99902-35-9 5-phenylpent-1-yn-3-ol 
• 100330-45-8 (+/-)-1-(2-Phenylethyl)-3-propynyl acetate 
• 118584-91-1 5-phenylpent-1-yn-3-one 
• 99902-30-4 (3R,5R)-3-methyl-5-(2'-phenylethyl)-4-oxahept-6-insaeure 
• 591-50-4 iodobenzene 
• 67-56-1 methanol 
• 621-82-9 Cinnamic acid 
• 122-97-4 3-Phenyl-1-propanol 
• 110211-31-9 Acetic acid 1-phenethyl-3-trimethylsilanyl-prop-2-ynyl ester 
• 1027627-26-4 C₂₀H₃₄OSi₂ 
• 4301-14-8 acetylenemagnesium bromide 
• 140149-77-5 5-phenyl-1-trimethylsilylpent-1-yn-3-ol 

Downstream Products

• 181229-59-4 (3R)-5-phenylpent-1-en-3-ol 
• 913977-01-2 C₁₅H₁₈O 
• 913977-12-5 acetic acid 5-methyl-1-phenethyl-hex-5-en-2-ynyl ester 
• 1190883-31-8 C₁₂H₁₂O₂ 
• 183904-28-1 (S)-5-phenyl-1-pentyn-3-ol 
• 4024-14-0 1-methyl-2-tetralone 
• 1347047-35-1 (3-fluoropent-4-en-1-yl)benzene 
• 1016225-28-7 (E)-6-phenyl-3-hexenoic acid 

Relevant articles and documents

Enantioselective [3 + 2] annulation of 4-isothiocyanato pyrazolones and alkynyl ketones under organocatalysis

An asymmetric [3 + 2] annulation reaction of 4-isothiocyanato pyrazolones with alkynyl ketones in the presence of an organic catalyst derived from a cinchona alkaloid under mild conditions is realized. This protocol provides unprecedented expeditious access to a wide range of optically active spiro[pyrroline-pyrazolones] with various electronic properties in high yields with good to excellent enantioselectivities.

A Convergent, Stereoselective Route to Trisubstituted Alkenyl Boronates

A modular, stereoselective route to trisubstituted (Z)-alkenyl (MIDA)boronates is described, consisting of the radical addition-fragmentation of dithiocarbonates to 2-(MIDA)boronyl-3-(2′-fluoro-pyridyl-6′-oxy)-alkenes. The bulky (MIDA)boronate ensures a highly stereoselective fragmentation that is enhanced by the poor stabilization of the radical adjacent to the tetravalent boron atom. The vinyl boronate precursors are prepared from propargyl alcohols by copper-catalyzed regioselective protoboration of their fluoropyridoxy derivatives, with the fluoropyridine acting as an internal directing group.

Transition-Metal-Free Synthesis of Electron Rich 1,3-Dienes via Base Promoted Isomerization of Propargylic Ethers

Herein, a novel and scalable synthesis of electron rich 1,3-dienes based on KOtBu mediated isomerization of propargylic ether derivatives was developed. This new process features easy handling reaction conditions, transition-metal-free isomerization, high isolated yields, and most of all, it could be used for modification of natural products at late stage functionalizations.