7642-10-6

Basic information

• Product Name: cis-3-Heptene
• Synonyms: (3Z)-Hept-3-ene; (Z)-3-Heptene; 3-heptene, (3Z)-; 3-Heptene, (Z)-
• CAS NO: 7642-10-6
• Molecular Formula: C₇H₁₄
• Molecular Weight: 0
• Mol File: 7642-10-6.mol
• Article Data: 9

Chemical Properties

• Melting Point: -136.6 °C
• Boiling Point: 96 °C
• Flash Point: -7 °C
• Appearance: /
• Density: 0.71
• Vapor Pressure: 54.2mmHg at 25°C
• Refractive Index: 1.415
• CAS DataBase Reference: cis-3-Heptene(CAS DataBase Reference)
• NIST Chemistry Reference: cis-3-Heptene(7642-10-6)
• EPA Substance Registry System: cis-3-Heptene(7642-10-6)

Safety Data

• Hazardous Substances Data: 7642-10-6(Hazardous Substances Data)

Usage

InChI:InChI=1/C7H14/c1-3-5-7-6-4-2/h5,7H,3-4,6H2,1-2H3/b7-5-

Upstream product

• 5921-84-6 heptyl-4-acetate 
• 592-76-7 1-Heptene 
• 137224-93-2 Thiophosphoric acid O,O'-diethyl ester S-(2-oxo-1-propyl-butyl) ester 
• 137224-84-1 Selenophosphoric acid O,O'-diethyl ester Se-(2-oxo-1-propyl-butyl) ester 
• 110-89-4 piperidine 
• 225659-86-9 dipropyldiazirine 
• 138723-85-0 2-methoxy-2-methyl-5,5-di-n-propyl-1,3,4-Δ³-oxadiazoline 
• 142-82-5 n-heptane 
• 52390-72-4 2-Heptanol 
• 589-55-9 heptan-4-ol 

Downstream Products

• 106-98-9 1-butylene 
• 74-85-1 ethene 
• 109-67-1 1-penten 
• 96424-71-4 (E)-Dec-6-enenitrile 
• 53897-32-8 3,4-Epoxy-heptan 
• 53897-32-8 cis-2-ethyl-3-propyloxirane 
• 67077-40-1 (Z)-hept-3-en-2-ol 
• 35077-66-8 (Z)-hept-4-en-3-ol 
• 53897-32-8 trans-3,4-epoxyheptane 
• 62593-33-3 (+/-)-erythro-heptane-3,4-diol 
• 127727-92-8 trans-3-hexenenitrile 
• 592-47-2 3-hexene 
• 592-99-4 4-octene 
• 100596-91-6 (E)-hept-3-enenitrile 

Relevant articles and documents

Graphite oxide activated zeolite NaY: Applications in alcohol dehydration

A mixture of graphite oxide (GO) and the zeolite NaY (Si/Al = 5.1) was used to dehydrate various alcohols to their respective olefinic products. Using conditions optimized for 4-heptanol (15 wt% GO-NaY (1 : 1 wt/wt), 150°C, 30 min), a series of secondary and tertiary aliphatic alcohols were cleanly dehydrated in moderate to excellent conversions (27.5-97.2%). Several primary alcohols were also dehydrated, although higher catalyst loadings (200 wt% GO-NaY (1 : 1) and longer reaction times (3 h) were required. The enhanced dehydration activity was attributed to the ability of GO to convert NaY to an acidic form and without the need for ammonium cation exchange and/or high temperature calcination. The Royal Society of Chemistry 2013.

Photolysis of dipropyldiazirine and trapping of dipropylcarbene with piperidine

Photolysis (350 nm) of dipropyldiazirine in methylene chloride at 4°C produces a mixture of E and Z 3-heptene in 81% yield in an E/Z ratio of 1.8. Tetrapropylazine was formed in less than 5% yield. Photolysis of dipropyldiazirine in the presence of piperidine leads to the formation of a carbene-amine adduct. In the presence of 0.06 M piperidine the yield of adduct is 48%, the yield of E and Z 3-heptene is 47% and the E/Z ratio of 3- heptenes is 1.1. The results show that heptene is formed by three pathways. One pathway involves dipropylcarbene formed directly from the diazirine, the other pathways are attributed to ionic and photochemical reactions of 4- diazoheptane and to the excited state of the diazirine precursor. Dipropylcarbene can be easily intercepted with a simple trap. The yield of this process is limited by the efficiency with which the precursor forms the carbene.

A convenient synthesis of episulfides and their conversion into alkenes

A convenient and stereoselective synthesis of episulfides based on the reaction of readily available S-(β-oxoalkyl) thiophosphate with sodium borohydride and their conversion into alkenes is described.