17679-93-5

Basic information

• Product Name: TRANS,TRANS-1,3,5-HEPTATRIENE
• Synonyms: All-trans-1,3,5-Heptatriene;TRANS,TRANS-1,3,5-HEPTATRIENE;1,3,5-Heptatriene, (E,E)-;(3E,5E)-1,3,5-Heptatriene;(E,E)-1,3,5-heptatriene;(E,E)-CH2=CHCH=CHCH=CHCH3
• CAS NO: 17679-93-5
• Molecular Formula: C7H10
• Molecular Weight: 94.15
• Mol File: 17679-93-5.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 113.5 °C at 760 mmHg
• Flash Point: 4.8 °C
• Appearance: /
• Density: 0.744 g/cm³
• Vapor Pressure: 24.5mmHg at 25°C
• Refractive Index: 1.455
• CAS DataBase Reference: TRANS,TRANS-1,3,5-HEPTATRIENE(CAS DataBase Reference)
• NIST Chemistry Reference: TRANS,TRANS-1,3,5-HEPTATRIENE(17679-93-5)
• EPA Substance Registry System: TRANS,TRANS-1,3,5-HEPTATRIENE(17679-93-5)

Safety Data

• Hazardous Substances Data: 17679-93-5(Hazardous Substances Data)

Usage

InChI:InChI=1/C7H10/c1-3-5-7-6-4-2/h3-7H,1H2,2H3/b6-4+,7-5+

Upstream product

• 79996-62-6 (E)-4,6-heptadien-3-ol 
• 80639-21-0 (E,E)-4-acetoxyhepta-2,5-diene 
• 31458-72-7 (3E,5E)-hepta-3,5-dien-2-ol 
• 3219-52-1 hept-6-en-4-yn-3-ol 
• 2806-40-8 Hept-3-en-1-in 
• 63640-74-4 hept-2t-en-4-yne 
• 2384-73-8 hept-1-en-3-yne 
• 141695-18-3 (2E)-2,4-pentadienoyltriphenylsilane 
• 141695-22-9 (3E,5Z)-5-triphenylsilyl-1,3,5-heptatriene 

Downstream Products

• 24587-25-5 Z,E-heptatriene 
• 25809-29-4 3-propyl-phthalic acid-anhydride 
• 104217-03-0 (+/-)-3c-trans-propenyl-cyclohex-4-ene-1r,2c-dicarboxylic acid 

Relevant articles and documents

Acetylenic silyl ketone as polysynthetic equivalent of useful building blocks in organic synthesis

Ethynyl silyl ketone 1 proved to be a very efficient Michael acceptor in carbocupration and metallocupration reactions. In particular, when using carbocuprates, a smooth entry to polyenals can be obtained, while, when using metallocuprates, silyl- and stannylpropenoyl silanes may be obtained, very powerful intermediates in organic synthesis.

Complexations of 1,4-Dienes to Rhodium(I) Pentane-2,4-dionates; Thermal Rearrangements of the Complexes

As models for natural products containing a 'skipped' diene fragment (-CH=CHCH2CH=CH-), a series of hepta-2,5-dienes, hepta-2,5-dien-4-ols, and hepta-2,5-dien-4-ol acetates have been prepared.Some of these dienes react with either bis(ethylene)(pentane-2,4-dionato)rhodium(I) or bis(ethylene)(1,1,1,5,5,5-hexafluoropentane-2,4-dionato)rhodium(I) to afford 1:1 complexes, e.g. (1,1,1,5,5,5-hexafluoropentane-2,4-dionato)rhodium(I).Other dienes, e.g. (Z,Z)-hepta-2,5-diene, form 2:1 complexes in which for each molecule of diene, one double bond is co-ordinated to rhodium, whereas the other is not.The (Z,Z)-dienes do not form 1:1 complexes because there would be a severe steric interaction between the terminal substituents of each double bond in such complexes.For the complexes of the dienols and certain allylic alcohols (e.g. prop-2-en-1-ol), evidence was obtained for the presence of a stabilizing intramolecular hydrogen bond between each OH and its nearest CO of the pentane-2,4-dionate.When heated in benzene with 5 mol percent of bis(ethylene)-(pentane-2,4-dionato)rhodium(I) each dienol rearranged to give an enone as the main product .Their acetates rearranged to isomeric conjugated dienes .The hepta-2,5-dienes were recovered unchanged.The mechanism of the rearrangements observed are explained in terms of intermediate (?-allyl)rhodium complexes.