191403-25-5

Basic information

• Product Name: 1-(4-fluorophenyl)hept-2-yn-1-ol
• Synonyms: 1-(4-fluorophenyl)hept-2-yn-1-ol
• CAS NO: 191403-25-5
• Molecular Weight: 206.26
• Mol File: 191403-25-5.mol
• Article Data: 13

Chemical Properties

• CAS DataBase Reference: 1-(4-fluorophenyl)hept-2-yn-1-ol(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(4-fluorophenyl)hept-2-yn-1-ol(191403-25-5)
• EPA Substance Registry System: 1-(4-fluorophenyl)hept-2-yn-1-ol(191403-25-5)

Safety Data

• Hazardous Substances Data: 191403-25-5(Hazardous Substances Data)

Upstream product

• 627-19-0 1-Pentyne 
• 459-57-4 4-fluorobenzaldehyde 
• 693-02-7 hex-1-yne 

Downstream Products

• 1238187-54-6 5-butyl-3-(4-fluorophenyl)-2-(phenylsulfonyl)-2,3-dihydroisoxazole 
• 1379804-67-7 (Z)-1-(4-fluorophenyl)hept-1-en-3-one 
• 1421675-09-3 3,6-bis(1-(4-bromophenyl)-3-phenylprop-2-ynyl)-9-methyl-9H-carbazole 
• 1421675-14-0 9-methyl-3,6-bis(1-p-tolylhept-2-ynyl)-9H-carbazole 
• 1421675-19-5 3-(1-(4-bromophenyl)-3-phenylprop-2-ynyl)-9-methyl-6-(1-p-tolylhept-2-ynyl)-9H-carbazole 
• 1421675-13-9 3,6-bis(1-(4-fluorophenyl)hept-2-ynyl)-9-methyl-9H-carbazole 
• 903512-05-0 1-(4-fluorophenyl)hept-2-ynyl acetate 
• 852525-63-4 1-(p-fluorophenyl)-2-heptyn-1-one 
• 1225432-57-4 (Z)-1-(4-fluorophenyl)-2-iodo-n-hept-1-en-3-one 
• 1644493-96-8 1-(4-fluorophenyl)hept-2-yn-1-yl 3,4-dihydro-2H-pyran-6-carboxylate 
• 1453496-67-7 (Z)-2-(chloromethyl)-3-(4-fluorophenyl)-1-(p-tolyl)non-1-en-4-yne 
• 1453496-89-3 (E)-2-(chloromethyl)-3-(4-fluorophenyl)-1-(p-tolyl)non-1-en-4-yne 

Relevant articles and documents

Vanadium(V)-mediated rearrangement/halogenation cascade: Synthesis of α-haloenones from propargyl alcohols

A method is described for the oxidative Meyer–Schuster-type rearrangement of propargylic alcohols to (Z)-α-chloro- and α-iodoenones using VOCl3 as a multifunctional reagent. The vanadium reagent is found to serve as rearrangement promoter as well as an active chlorenium ion donor. Yields are improved when VOCl3 is employed in conjunction with N-halosuccinimide reagents, giving some insights into the complex mechanism.

Synthesis of Vinyl-, Allyl-, and 2-Boryl Allylboronates via a Highly Selective Copper-Catalyzed Borylation of Propargylic Alcohols

An efficient methodology for the synthesis of vinyl-, allyl-, and (E)-2-boryl allylboronates from propargylic alcohols via Cu-catalyzed borylation under mild conditions is reported. In the presence of commercially available Cu(OAc)2 or Cu(acac)2 and Xantphos, the reaction affords the desired products in up to 92% yield with a broad substrate scope (43 examples). Isolation of an allenyl boronate as the reaction intermediate suggests that an insertion-elimination-type reaction, followed by borylcupration, is involved in the borylation of propargylic alcohols.

Dehydrogenative Meyer-Schuster-like rearrangement: A gold-catalyzed reaction generating an alkyne

Easily accessible propargylic esters are converted to the inverted alkynyl ketones in an oxidative gold-catalyzed reaction. Gagosz's catalyst in combination with PhI(OAc)2 is the best system for this conversion and 18 examples with yields up to 80 % are reported. The results indicate that the triple bond in the product is formed by elimination from a vinylgold intermediate. In a formal sense the new conversion overall is a dehydrogenative Meyer-Schuster rearrangement. It takes alkynes: Propargyl esters can be converted into alkynyl ketones by a new oxidative gold-catalyzed reaction. The best catalyst system is Ph3PAuCl/AgNTf2 in combination with the oxidant PhI(OAc)2. The yields are as high as 80 % and the reaction can be conducted in the presence of air. Copyright