3452-09-3

Basic information

• Product Name: 1-Nonyne
• Synonyms: 1-NONYNE,98%;Heptylacetylene;1-Nonyne, 98% 5GR;1-NONYNE;1-C9H16;non-1-yne;1-Nonyne (6CI, 7CI, 8CI, 9CI);1-Nonyne,96%
• CAS NO: 3452-09-3
• Molecular Formula: C₉H₁₆
• Molecular Weight: 124.22
• EINECS: 222-375-1
• Product Categories: Acetylenes;Acetylenic Hydrocarbons;Alkynes;Organic Building Blocks;Terminal
• Mol File: 3452-09-3.mol
• Article Data: 15

Chemical Properties

• Melting Point: -50°C
• Boiling Point: 150-151°C
• Flash Point: 33°C
• Appearance: Clear colorless to pale yellow/Liquid
• Density: 0.758
• Vapor Pressure: 4.87mmHg at 25°C
• Refractive Index: 1.419-1.422
• Storage Temp.: Flammables area
• Water Solubility: Insoluble in water.
• BRN: 1736573
• CAS DataBase Reference: 1-Nonyne(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Nonyne(3452-09-3)
• EPA Substance Registry System: 1-Nonyne(3452-09-3)

Safety Data

• Hazard Codes: F;Xn,Xn,F,Xi
• Statements: 10-36/37/38
• Safety Statements: 16-26-36/37/39
• RIDADR: 1993
• WGK Germany: 3
• TSCA: Yes
• HazardClass: 3
• PackingGroup: III
• Hazardous Substances Data: 3452-09-3(Hazardous Substances Data)

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

• 629-04-9 1-Bromoheptane 
• 4301-14-8 acetylenemagnesium bromide 
• 1066-26-8 sodium acetylide 
• 19447-29-1 non-2-yne 
• 86001-97-0 1,1-Dichloro-1-nonene 
• 66250-04-2 2,2-dichlorononane 
• 79-01-6 Trichloroethylene 
• 13169-00-1 Methoxyallene 
• 44767-62-6 n-hexylmagnesium chloride 
• 39247-28-4 1,1-dibromonon-1-ene 
• 17048-20-3 trimethyl(non-1-ynyl)silane 
• 3761-92-0 n-hexylmagnesium bromide 
• 513-31-5 2-bromoallyl bromide 
• 74-86-2 acetylene 

Downstream Products

• 35216-12-7 8-octadecyne 
• 1851-90-7 dec-2-ynoic acid 
• 124-11-8 non-1-ene 
• 67587-20-6 methyl 2-decynoate 
• 3330-12-9 1-Chlor-8-hexadecin 
• 3330-35-6 8-heptadecyne iodide 
• 821-55-6 2-Nonanone 
• 73317-98-3 thiocyanato-2 nonene-1 
• 100-68-5 methyl-phenyl-thioether 
• 88695-37-8 non-1-yn-1-yl(phenyl)sulfane 
• 124-07-2 Octanoic acid 
• 111-11-5 methyl octanate 
• 112-05-0 nonanoic acid 
• 13139-94-1 2-oxononanoic acid 

Relevant articles and documents

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.

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.

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.

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.