2,6-Octadienenitrile, 3,7-dimethyl-

Base Information

• Chemical Name: 2,6-Octadienenitrile, 3,7-dimethyl-
• CAS No.: 5146-66-7
• Deprecated CAS: 80655-58-9,80748-12-5
• Molecular Formula: C10H15N
• Molecular Weight: 149.236
• Hs Code.: 29269095
• DSSTox Substance ID: DTXSID3036286
• Wikidata: Q2700125
• ChEMBL ID: CHEMBL3185090
• Mol file: 5146-66-7.mol

Synonyms:citronitrile;2,6-Octadienenitrile, 3,7-dimethyl-;DTXSID3036286;(Z) - 3,7 - dimethylocta - 2,6 - dienenitrile;CHEMBL3185090;AKOS028109913;LS-97788;FT-0626651;FT-0626670;FT-0626671;Q2700125

Chemical Property of 2,6-Octadienenitrile, 3,7-dimethyl-

Chemical Property:

• Appearance/Colour: clear yellow liquid
• Vapor Pressure: 0.025mmHg at 25°C
• Refractive Index: n20/D 1.475(lit.)
• Boiling Point: 247.9 °C at 760 mmHg
• Flash Point: 103.7 °C
• PSA: 23.79000
• Density: 0.859 g/cm³
• LogP: 3.20268
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility.: SLIGHTLY SOLUBLE
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 149.120449483
• Heavy Atom Count: 11
• Complexity: 208

Purity/Quality:

98% ^*data from raw suppliers

GeranylNitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,N
• Hazard Codes: Xn,N
• Statements: 51/53-68-20/21
• Safety Statements: 36/37-61-23

MSDS Files:

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(=CCCC(=CC#N)C)C
• Uses: Geranyl Nitrite, is a substituted terpenoid odorant with a fruity odor quality. It is one of the most potent cyclase stimulators.

Technology Process of 2,6-Octadienenitrile, 3,7-dimethyl-

There total 13 articles about 2,6-Octadienenitrile, 3,7-dimethyl- 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: 99.0%

geraniol (624-15-7) → geranonitrile (5146-66-7,80748-12-5)

Guidance literature:

With ammonia; oxygen; In tert-Amyl alcohol; water; at 100 ℃; for 24h; under 3750.38 Torr; Autoclave; High pressure;

DOI:10.1021/acscatal.0c00485

Reference yield: 90.0%

(E/Z)-3,7-dimethyl-2,6-octadienal (5392-40-5,96680-15-8) → geranonitrile (5146-66-7,80748-12-5)

Guidance literature:

With bismuth(lll) trifluoromethanesulfonate; acetylhydroxamic acid; In acetonitrile; for 14h; Reflux;

DOI:10.1016/j.tetlet.2012.04.057

Reference yield: 90.0%

3,7-dimethylocta-2,6-dienal oxime (13372-77-5) → geranonitrile (5146-66-7,80748-12-5)

Guidance literature:

With S,S-dimethyl dithiocarbonate; triethylamine; In 1,4-dioxane; at 90 ℃;

DOI:10.1055/s-2004-830878

upstream raw materials:

3,7-dimethylocta-2,6-dienal oxime

6-Methyl-hept-5-en-2-on

cyanoacetic acid

(E/Z)-3,7-dimethyl-2,6-octadienal

Downstream raw materials:

citronellylnitrile

2,2,6-trimethyl-1-cyclohexenylcarbonitrile

2,6,6-trimethyl-2-cyclohexenecarbonitrile

2-cyano-1,1-dimethyl-3-methylenecyclohexane

Refernces

• 1、 -. "COMPOUNDS AND METHODS OF TREATING OCULAR DISORDERS". Paragraph 00148. . Retrieved 2016/06/14.
• 2、 An, Xiao-De,Yu, Shouyun. "Direct Synthesis of Nitriles from Aldehydes Using an O-Benzoyl Hydroxylamine (BHA) as the Nitrogen Source". supporting information. p. 5064 - 5067. Retrieved 2015/11/03.