3452-09-3

Usage

Chemical Properties

Clear colorless to pale yellow liquid

Uses

1-Nonyne is a useful building block for preparing pyrrole derivatives as ACC inhibitors.

Synthesis Reference(s)

The Journal of Organic Chemistry, 43, p. 3083, 1978 DOI: 10.1021/jo00409a042Tetrahedron Letters, 13, p. 3769, 1972 DOI: 10.1016/S0040-4039(01)94157-7

General Description

1-Nonyne reacts with thianthrene cation radical tetrafluoroborate to form trans-1,2-bis(5-thianthreniumyl)alkene tetrafluoroborate.

InChI:InChI=1/C9H16/c1-3-5-7-9-8-6-4-2/h1H,4-9H2,2H3

Upstream product

• 17048-20-3 trimethyl(non-1-ynyl)silane 
• 53434-75-6 (E)-1-bromo-1-nonene 
• 101270-10-4 N-(2-hydroxy-nonyl)-N-nitroso-benzamide 
• 52886-17-6 (Z)-1-iodo-1-nonene 
• 18402-90-9 (3E,5E)-3.5-heptadien-2-one 
• 106-96-7 propargyl bromide 
• 629-05-0 n-octyne 
• 1071-84-7 1,1,1-trichlorononane 
• 124-13-0 Octanal 
• 629-04-9 1-Bromoheptane 
• 29552-15-6 4-chloro-2-methylbut-3-yn-2-ol 
• 1851-90-7 dec-2-ynoic acid 
• 60-29-7 diethyl ether 
• 86001-97-0 1,1-Dichloro-1-nonene 

Downstream Products

• 1851-90-7 dec-2-ynoic acid 
• 124-11-8 non-1-ene 
• 60212-30-8 3-undecyne 
• 3330-12-9 1-Chlor-8-hexadecin 
• 3330-35-6 8-heptadecyne iodide 
• 264627-76-1 1-bromohexadec-8-yne 
• 827028-06-8 4-non-1-ynyl-benzoic acid ethyl ester 
• 859507-78-1 2,4-dihydroxy-3-methyl-6-non-1-ynyl-benzaldehyde 
• 935701-42-1 (2S,3R)-2,3-epoxy-1-decanol tosylate 
• 4194-71-2 (Z)-2-decen-1-ol 
• 69830-91-7 (R)-4-dodecanolide 
• 70972-98-4 4-(n-nonyl)benzaldehyde 
• 122654-72-2 methyl 2-heptyl-3-methoxybenzoate 
• 475208-92-5 4-Nonyl-benzoic acid ethyl ester 

Relevant academic research and scientific papers

Reaction de CF2=CH2 avec les organolithiens . Une nouvelle preparation du difluorovinyllithium

2,2-Difluorovinyllithium has been prepared in quantitative yield from CF2=CH2 and sec.butyllithium at low temperature.Reaction of 2,2-difluorovinyllithium with carbonyl groups gives the corresponding alcohols.

Identification of the new hydrocarbon (Z,Z)-1,6,9-heptadecatriene as the secretory component of Caloglyphus polyphyllae (Astigmata: Acaridae)

A new heptadecatriene was isolated from the acarid mite, Caloglyphus polyphyllae, as the major characteristic component which could be used to identify the species chemo-taxonomically. Its structure was elucidated as 1,6,9-heptadecatriene by partial hydrogenation and a subsequent GC/MS analysis of the dimethyldisulfide derivative, together with evidence of the terminal vinyl group and Z-configuration of double bonds that was provided by GC-FT/IR and NMR. The triene was identified as (Z,Z)-1,6,9-heptadecatriene by its synthesis and is revealed to be a new compound as a natural product.

UNE NOUVELLE PREPARATION DU FLUOROACETYLENE - SA REACTION AVEC LES ORGANOMETALLIQUES. SYNTHESE D'ALCINES ET D'ENYNES DIVERS

FC*CH has been prepared from 1,1-difluoroethylene at low temperature.Its reaction with various organometallics opens a way to acetylenes bearing tertiary alkyl-, vinyl-, aryl- or heteroaryl groups directly α to the unsaturation.

Method for synthesizing terminal alkyne by utilizing 1, 2-dihaloalkane

The invention discloses a method for synthesizing terminal alkyne by utilizing 1, 2-dihaloalkane. According to the method, 1, 3-dihaloalkane is used as a raw material and terminal alkyne is synthesized under the action of alkali and a catalyst, wherein the molar ratio of the alkali to the 1, 2-dihaloalkane is 2: 1-5: 1, the use amount of the catalyst is 2%-10% of the mass of the 1, 2-dihaloalkane,the reaction temperature is 100-150 DEG C and the reaction time is 3-10 h. The method has the advantages of environmental protection, high selectivity, high yield and the like.

α-Hydroxy-Tetrazoles as Latent Ethynyl Moieties: A Mechanistic Investigation

This article focuses on the dehydration of α-hydroxy-tetrazoles, leading to tetraazafulvenes and then to vinylic carbenes that rearrange into ethynyl moieties through the Fritsch-Buttenberg-Wiechell rearrangement. Each step of this sequence was scrutinized, either by examination of the substrate and/or dehydrating agent scope, or through AM1 calculations, in order to understand the limiting step of this process. This underrated transformation appears to be a viable alternative to existing methods used for transforming aldehydes into alkynes.

Terminal alkynes from aldehydes via dehydrohalogenation of (Z)-1-iodo-1-alkenes with TBAF

Terminal alkynes were prepared in near quantitative yields via dehydrohalogenation of (Z)-1-iodo-1-alkenes with tetrabutylammonium fluoride (TBAF) under mild conditions. The methodology was expanded to include a one-pot, direct synthesis of terminal alkynes from aldehydes without the necessity of isolating and purifying the intermediate iodoalkene.

Reaction of Grignard compounds with 4-chloro-2-methyl-3-butyn-2-ol in Diethyl Ether equivalents

Reactions of RMgX · THF complexes with 4-chloro-2-methyl-3-butyn-2-ol in aromatic hydrocarbons were studied. The complexes formed by arylmagnesium halides require the presence of anisole for the reaction to occur. 4-Chloro-2-methyl-3-butyn-2-ol can be synthesized by reaction of 2-methyl-3-butyn-2-ol with sodium hypochloride in the two-phase system water-benzene.

Synthesis and Nuclear Magnetic Resonance Studies on a Series of Synthesis Long-chain Tellurophene Fatty Esters

The synthesis and the results of the 1H and 13C NMR spectroscopic analyses of thirteen 2,5-disubstituted tellurophene fatty esters, containing substituents of different chain lengths, and of a monosubstituted tellurophene ester are repported.The tellurophene esters are obtained by cyclization of the corresponding conjugated intermediates with Na2Te in the presence of AgOAc in methanol.The tellurophene moiety in the alkyl chain induces a deshielding effect on the protons of the adjacent methylene prtons.The shift parameters of the tellurophene moiety on the shifts of the adjacent methylene carbon atoms are also determined.

Halogenated tetraenyl prostaglandin derivatives

The present invention relates to a novel class of halogenated tetraenyl prostaglandin compounds represented by the following general formula STR1 or a pharmaceutically acceptable salt thereof, wherein Y is --CH=CH-- or --CH2 --CH2 --; R1 is H or a lower alkyl of 1 to 6 carbons; n is an integer from 0 to 3; m is an integer from 0 to 3 and n+m=3; X is Cl or F provided that when X is Cl, n is 2 and m is 1; R2 and R3 are independently H, lower alkyl from 1 to 6 carbons, Cl, --CH2 Cl, --CH2 F, --CHCl2, --CCl3, or taken together form a cycloalkyl of 3 to 6 carbons; R4 is H, lower alkyl from 1 to 6 carbons, Cl, F or taken together with R3 form a cycloalkenyl of 4 to 6 carbons; and provided that at least one of --CHn Xm, R2, R3 and R4 includes a chlorine or fluorine atom.

Liquid crystal compounds and compositions

Smetic C liquid crystal compounds, represented by the following formula (1) or (2) are disclosed. R1-O-A1-C≡C-A2-CO-(O)P-R2 (2)wherein R1and R2are C1-18 alkyl groups; A is a cyclic group, such as aubstituted or unsubstituted 1,4-phenylene group, X is direct bond, O or C#IDW#C; Y is -C#IDW#C- or -CH2CH2-; one of A1and A2is 1,4-phenylene group and the other is, 2,3-difluoro-1,4-phenylene group; and p is 0 or 1. These compounds can provide ferroelectric liquid crystal composition of low viscosity, and are useful as a component giving negative dielectric anisotropy and enlarging a temperature range showing smetic C phase.