56318-81-1

Basic information

• Product Name: (E)-3-undeca-1,3-dien-5-yne
• Synonyms: (E)-3-undeca-1,3-dien-5-yne
• CAS NO: 56318-81-1
• Molecular Weight: 148.248
• Mol File: 56318-81-1.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: (E)-3-undeca-1,3-dien-5-yne(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-3-undeca-1,3-dien-5-yne(56318-81-1)
• EPA Substance Registry System: (E)-3-undeca-1,3-dien-5-yne(56318-81-1)

Safety Data

• Hazardous Substances Data: 56318-81-1(Hazardous Substances Data)

Upstream product

• 110-53-2 1-Bromopentane 
• 10420-90-3 1,3-hexadien-5-yne 
• 19821-91-1 4-bromo-undec-1-en-5-yne 
• 66426-94-6 diethyl-undec-2-en-4-ynyl-amine 
• 78389-90-9 vinyl zinc chloride 
• 107646-61-7 (E)-1-bromo-3-nonyn-1-ene 
• 78651-47-5 (E)-dec-2-en-4-yn-1-al 
• 19493-09-5 Methylenetriphenylphosphorane 
• 1846-68-0 oct-2-ynal 
• 13361-64-3 trimethyl(propargyl)silane 
• 53915-69-8 allenyltributylstannane 
• 3536-96-7 vinylmagnesium chloride 
• 77973-37-6 (E)-1-chloro-non-1-en-3-yne 
• 16195-87-2 (E)-dec-2-en-4-yl-1-ol 

Downstream Products

• 19883-27-3 (3E,5Z)-1,3,5-undecatriene 

Relevant articles and documents

PROCESS FOR PREPARING DIENE

The present invention relates to the field of organic synthesis and more specifically it concerns a process for preparing compound of formula (I) catalyzed by a nickel complex. The compound of formula (II) is also part of the invention.

An efficient synthesis of stereodefined enynes and dienes via Pd-catalyzed reaction of chloroenynes and chlorodienes with Grignard reagents

In the presence of PdCl2(PPh3)2 and Et3N, chloroenynes and chlorodienes react rapidly under mild conditions with various Grignard reagents to give isomerically pure conjugated enynes, dienes, dienynes and triene

HIGHLY STEREO- AND REGIOSELECTIVE PALLADIUM-CATALIZED SYNTHESES OF (3E,5Z)-(3E,5E)-,AND (3Z,5E)-1,3,5-UNDECATRIENE

(3E,5Z)-1,3,5-Undecatriene (3) having 98.2percent stereoisomeric purity has been prepared by a new and expeditious route involving two selective Pd-catalyzed carbon-carbon bond forming reactions.The key step of this synthesis is a highly diastereoselective Pd-catalyzed cross-coupling reaction between 1-heptynylzinc chloride (11a) and a molar excess of (E)/(Z)-1,2-dibromoethylene (12). Another highly diastereoselective Pd-catalyzed reaction, which involves a cross-coupling between trimethylsilylethynylzinc chloride (15) and molar excesses of stereoisomeric mixtures of 1-bromo-1-alkenes (16), has been used to prepare (E)-1-trimethylsilyl-3-nonen-1-yne (10a), a key intermediate for the synthesis of (3E,5E)- and (3Z,5E)-undecatriene, (4) and (5).Compounds 3 and 4, isolated from the essential oil of Ferula galbaniflua, also occur together with compound 5 in the male attracting oils of seaweeds.These substances have odors highly appreciated in perfumery.