26186-02-7

Basic information

• Product Name: 1-TRIDECYNE
• Synonyms: 1-TRIDECYNE;TIMTEC-BB SBB009041;1-C13H24;tridec-1-yne;1-Tridecyne,97%;Hendecylacetylene;Undecylacetylene
• CAS NO: 26186-02-7
• Molecular Formula: C₁₃H₂₄
• Molecular Weight: 180.33
• EINECS: 247-511-7
• Product Categories: Acetylenes;Acetylenic Hydrocarbons
• Mol File: 26186-02-7.mol
• Article Data: 12

Chemical Properties

• Melting Point: -4.99°C
• Boiling Point: 94,5°C 25mm
• Flash Point: 116-118°C/10mm
• Appearance: /
• Density: 0,773 g/cm3
• Vapor Pressure: 0.0833mmHg at 25°C
• Refractive Index: 1.4380
• Water Solubility: Not miscible or difficult to mix in water.
• BRN: 1744658
• CAS DataBase Reference: 1-TRIDECYNE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-TRIDECYNE(26186-02-7)
• EPA Substance Registry System: 1-TRIDECYNE(26186-02-7)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• TSCA: Yes
• Hazardous Substances Data: 26186-02-7(Hazardous Substances Data)

Usage

Uses

It finds its application in the synthesis of unsaturated fatty acids and in the stereoselective synthesis of d-erythro- and l-threo-sphinganines via palladium-catalyzed equilibration and Suzuki coupling.

InChI:InChI=1/C13H24/c1-3-5-7-9-11-13-12-10-8-6-4-2/h1H,4-13H2,2H3

Upstream product

• 4282-44-4 1-iodo-n-undecane 
• 1216963-74-4 lithium acetylide-ethylenediamine complex 
• 693-67-4 bromoundecane 
• 128803-06-5 1,1-Dibromo-1-tridecene 
• 112-54-9 Dodecanal 
• 1245898-23-0 1,1-diiodotridec-1-ene 
• 593-08-8 tridecan-2-one 
• 2437-56-1 1-tridecene 
• 143-15-7 1-dodecylbromide 
• 90965-06-3 dimethyl 1-(1-diazo-2-oxopropyl)phosphonate 
• 74-86-2 acetylene 
• 60186-79-0 4-tridecyne 
• 17049-50-2 n-decyl magnesium bromide 
• 513-31-5 2-bromoallyl bromide 

Downstream Products

• 51309-22-9 tetradec-2-yn-1-ol 
• 115791-87-2 4-(1-tridecynyl)phenyl methyl ether 
• 241824-81-7 (R)-1-((4R,5S)-5-Benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-tetradec-2-yn-1-ol 
• 120756-34-5 1-(2-bromophenyl)tridec-1-yne 
• 92991-90-7 methyl 4-(1-tridecynyl)cinnamate 
• 1194396-97-8 C₂₈H₄₂N₆O 
• 130645-86-2 (E)-1-dimethyl(phenyl)silyltridec-1-ene 
• 214683-69-9 Dimethyl-phenyl-tridec-1-ynyl-silane 
• 126960-10-9 (4S,1'R,2'E)-4,5-Dihydro-4-(1'-hydroxy-2'-tetradecenyl)-2-phenyl-1,3-oxazole 
• 126960-11-0 (4S,1'S,2'E)-4,5-Dihydro-4-(1'-hydroxy-2'-tetradecenyl)-2-phenyl-1,3-oxazole 
• 544-74-1 octadec-6-ynoic acid 
• 5259-04-1 1,3-dimethoxy-5-tridecylbenzene 
• 5259-01-8 5-tridecylresorcinol 
• 2774-87-0 (6Z)-6-octadecen-1-ol 

Relevant articles and documents

Further Improvements of the Synthesis of Alkynes from Aldehydes

A highly convenient way to perform the synthesis of alkynes from aldehydes is reported. The procedure utilizes a new in situ preparation of dimethyldiazomethylphosphonate. As a consequence a commercially available reagent can now be used, circumventing a disadvantage of earlier protocols. The easy one-pot procedure avoids the use of strong bases, low temperatures and inert gas techniques.

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In situ generation of the Ohira-Bestmann reagent from stable sulfonyl azide: Scalable synthesis of alkynes from aldehydes

We report an improved method for in situ generation of the Ohira-Bestmann reagent. Using the recently reported bench-stable imidazole-1-sulfonyl azide as diazotransfer reagent, this new method represents a scalable and convenient approach for the transformation of aldehydes into terminal alkynes. The method features an easier workup compared to the existing in situ protocol due to increased aqueous solubility of waste products.

Fritsch-Buttenberg-Wiechell rearrangement to alkynes from gem-dihaloalkenes with lanthanum metal

The first example of the FBW rearrangement using of lanthanum metal and a catalytic amount of iodine was disclosed. When gem-diiodo- and gem-dibromoalkenes were treated with lanthanum metal in the presence of a catalytic amount of iodine, the reductive dehalogenation of these compounds smoothly proceeded to produce the corresponding alkynes in moderate to good yields.