1,8-Nonadiene

Base Information

• Chemical Name: 1,8-Nonadiene
• CAS No.: 4900-30-5
• Molecular Formula: C9H16
• Molecular Weight: 124.226
• European Community (EC) Number: 225-527-5
• DSSTox Substance ID: DTXSID6063642
• Nikkaji Number: J147.979B
• Wikidata: Q54554850
• Mol file: 4900-30-5.mol

Synonyms:1,8-Nonadiene;4900-30-5;nona-1,8-diene;EINECS 225-527-5;1,8-Nonadiene, 99%;DTXSID6063642;MFCD00008669;AKOS025295366;FT-0607057;N0332;D91681

Chemical Property of 1,8-Nonadiene

Chemical Property:

• Appearance/Colour: clear colorless liquid
• Vapor Pressure: 6.94mmHg at 25°C
• Melting Point: -70.83°C (estimate)
• Refractive Index: 1.4265-1.4285
• Boiling Point: 132 °C
• Flash Point: 26 °C
• PSA: 0.00000
• Density: 0.74
• LogP: 3.30890
• Storage Temp.: Flammables area
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 6
• Exact Mass: 124.125200510
• Heavy Atom Count: 9
• Complexity: 62.1

Purity/Quality:

98%,99%, ^*data from raw suppliers

1,8-Nonadiene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38-10
• Safety Statements: 37/39-26-16-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=CCCCCCC=C
• Uses: 1,8-Nonadiene is a useful reagent for organic synthesis and other chemical processes.

Technology Process of 1,8-Nonadiene

There total 30 articles about 1,8-Nonadiene which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 50.0%

polyheptene + ethene (74-85-1) → C16H28 + C23H40 + nona-1,8-diene (4900-30-5)

Guidance literature:

Cl₂(PCy₃)(N,N'-(Mes)2-imidazolidin-2-yl)Ru=CHC₆H₅; In dichloromethane; at 20 ℃; for 24h; under 3102.97 Torr; Product distribution / selectivity;

Reference yield: 46.0%

1,3-dibromo-propane (109-64-8) + allylmagnesium bromide (1730-25-2) → nona-1,8-diene (4900-30-5)

Guidance literature:

With dilithium tetrachlorocuprate; In tetrahydrofuran; at 25 ℃; for 20h;

DOI:10.1080/00397919408010156

Reference yield: 35.0%

4-Bromo-nona-1,8-diene (80056-37-7) → nona-1,8-diene (4900-30-5) + endo-3-methyl-cis-bicyclo(3.3.0)octane (1551-79-7) + exo-3-Methyl-cis-bicyclo<3.3.0>octan (1551-78-6) + trans-Allyl-2-methylcyclopentan (50746-53-7,80056-34-4)

Guidance literature:

With tri-n-butyl-tin hydride; Further byproducts given;

DOI:10.1016/S0040-4039(01)90559-3

upstream raw materials:

1,8-nonadiyn

1,9-nonanediol diacetate

cyclononanol

(E)-cyclononene

Downstream raw materials:

1,5-bisoxiranyl-pentane

2-butylcyclohexanone

5-(6-heptenyl)-3-(triphenylmethyl)-2-isoxazoline

nonane-1,5-diol

Refernces

• 1、 Dennig, Alexander,Kurakin, Sara,Kuhn, Miriam,Dordic, Andela,Hall, Mélanie,Faber, Kurt. "Enzymatic Oxidative Tandem Decarboxylation of Dioic Acids to Terminal Dienes". supporting information. p. 3473 - 3477. Retrieved 2016/07/29.
• 2、 Iranpoor, Nasser,Firouzabadi, Habib,Azadi, Roya,Ebrahimzadeh, Farzaneh. "Regioselective synthesis of vic-halo alcohols and symmetrical or unsymmetrical vic-dihalides from epoxides using triphenylphosphine -N-halo imides". . p. 69 - 75. Retrieved 2007/10/03.