1120-29-2

Basic information

• Product Name: 5,7-DODECADIYNE, 99% (STABILIZED WITH 30 0 PPM BHT)
• Synonyms: 5,7-DODECADIYNE, 99% (STABILIZED WITH 30 0 PPM BHT);n-C4H9CequivCCequivC(n-C4H9);5,7-dodecadiyne
• CAS NO: 1120-29-2
• Molecular Formula: C₁₂H₁₈
• Molecular Weight: 162.27132
• Mol File: 1120-29-2.mol
• Article Data: 12

Chemical Properties

• Melting Point: -9.25°C (estimate)
• Boiling Point: 120 °C13 mm Hg(lit.)
• Flash Point: 221 °F
• Appearance: /
• Density: 0.827 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.0338mmHg at 25°C
• Refractive Index: n20/D 1.489(lit.)
• CAS DataBase Reference: 5,7-DODECADIYNE, 99% (STABILIZED WITH 30 0 PPM BHT)(CAS DataBase Reference)
• NIST Chemistry Reference: 5,7-DODECADIYNE, 99% (STABILIZED WITH 30 0 PPM BHT)(1120-29-2)
• EPA Substance Registry System: 5,7-DODECADIYNE, 99% (STABILIZED WITH 30 0 PPM BHT)(1120-29-2)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39
• WGK Germany: 3
• Hazardous Substances Data: 1120-29-2(Hazardous Substances Data)

Usage

Synthesis Reference(s)

The Journal of Organic Chemistry, 52, p. 4296, 1987 DOI: 10.1021/jo00228a026Tetrahedron Letters, 26, p. 5585, 1985 DOI: 10.1016/S0040-4039(01)80894-7

InChI:InChI=1/C12H18/c1-3-5-7-9-11-12-10-8-6-4-2/h3-8H2,1-2H3

Upstream product

• 13146-23-1 copper(I) phenylacetylenide 
• 94957-42-3 n-hexynyl(phenyl)iodonium tosylate 
• 591-87-7 Allyl acetate 
• 91508-87-1 di-hex-1-ynyl-magnesium 
• 16212-05-8 (allylsulfonyl)benzene 
• 138583-91-2 dilithium di(phenylethynyl)cyanocuprate 
• 138583-92-3 C₁₉H₁₄CuNO₂^(2-)*2Li⁽¹⁺⁾ 
• 32359-01-6 hexenylmagnesium bromide 
• 100-39-0 benzyl bromide 
• 693-02-7 hex-1-yne 
• 115-19-5 2-methyl-but-3-yn-2-ol 
• 603-32-7 triphenyl-arsane 
• 603-35-0 triphenylphosphine 
• 536-74-3 phenylacetylene 

Downstream Products

• 293768-61-3 1-butyl-2-hex-1-ynyl-3-isopropenyl-5-methyl-benzene 
• 1027946-48-0 2-butyl-1-hex-1-ynyl-3,5-dimethyl-cyclohexa-1,4-diene 
• 515129-89-2 2-(dodeca-1,3-diyn-1-yl)aniline 
• 6797-49-5 2-butylbenzo[d]oxazole 
• 6996-50-5 2-pentylbenzoxazole 
• 6237-59-8 hexamethyl benzenehexacarboxylate 

Relevant articles and documents

NEW METHOD FOR THE SYNTHESIS OF 1,4-ENYNES BY THE CROSS-COUPLING OF MAGNESIUM ACETYLIDES WITH ALLYL COMPOUNDS

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Heterometallic complexes by transmetalation of alkynyl groups from copper or silver to allyl palladium complexes: Demetalation studies and alkynyl homocoupling

The reaction of [Pd(η3-allyl)ClL] (L = AsPh3, PPh3) with [M(Ci - CR)]n (M = Cu, Ag; R = nBu, Ph) leads to transmetalation of the alkynyl group from M to Pd. However, the group 11 metal stays η2-bound to the new Pd-alkynyl fragment and heterometallic Pd-M complexes are formed with different nuclearities depending on M: [{Pd(η3-allyl)(alkynyl)L}CuCl] 2 (3, 4) or [{Pd(η3-allyl)(alkynyl)L}2AgCl] (5, 6). The M-containing fragment can be eliminated to give the actual transmetalation complex [Pd(η3-allyl)(alkynyl)L] by adding an excess of arsine or phosphine, whereas amines do not have this effect. Allyl-alkynyl reductive elimination is a slow process; therefore, complexes 3-6 cleanly decompose by dimerization (homocoupling) of the alkynyl group. In the decomposition process reversible alkynyl transmetalation from Pd to Cu has been observed.

Synthesis of unsymmetrical 1,3-diynes via alkyne cross-metathesis

The tungsten benzylidyne complex [PhC≡W{OSi(OtBu)3} 3] (1) efficiently catalyses the metathetic conversion between symmetrical and unsymmetrical 1,3-diynes, which provides the opportunity to prepare the latter species directly from terminal alkynes by a combination of copper-catalysed homocoupling and catalytic alkyne cross-metathesis (ACM).