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CAS No.: | 19945-61-0 |
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Name: | (3E)-4,8-dimethylnona-1,3,7-triene |
Article Data: | 32 |
Molecular Structure: | |
Formula: | C11H18 |
Molecular Weight: | 150.264 |
Synonyms: | 1,3,7-Nonatriene,4,8-dimethyl-, (E)- (8CI); (3E)-4,8-Dimethyl-1,3,7-nonatriene;(E)-4,8-Dimethyl-1,3,7-nonatriene; 4,8-Dimethyl-1,3(E),7-nonatriene;E-4,8-Dimethyl-1,3,7-nonatriene |
Density: | 0.782g/cm3 |
Boiling Point: | 195.6°Cat760mmHg |
Flash Point: | 60.4°C |
PSA: | 0.00000 |
LogP: | 3.86510 |
3,7-dimethyl-2,6-octadienal
Methyltriphenylphosphonium bromide
(E)-4,8-dimethylnona-1,3,7-triene
Conditions | Yield |
---|---|
With sodium hexamethyldisilazane In tetrahydrofuran at 0 - 25℃; | 92% |
With potassium tert-butylate In dichloromethane Wittig reaction; Inert atmosphere; | 84% |
Stage #1: Methyltriphenylphosphonium bromide With sodium hexamethyldisilazane In tetrahydrofuran at 25℃; for 1h; Stage #2: 3,7-dimethyl-2,6-octadienal In tetrahydrofuran at 25℃; for 6h; Wittig reaction; | 77% |
geranyl mesylate
methylenetriphenylarsorane
(E)-4,8-dimethylnona-1,3,7-triene
Conditions | Yield |
---|---|
With n-butyllithium In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; hexane for 1h; Ambient temperature; | 91% |
Conditions | Yield |
---|---|
With n-butyllithium In tetrahydrofuran Condensation; | 90% |
3,7-dimethyl-2,6-octadienal
diazomethyl-trimethyl-silane
(E)-4,8-dimethylnona-1,3,7-triene
Conditions | Yield |
---|---|
With Wilkinson's catalyst; triphenylphosphine; isopropyl alcohol In tetrahydrofuran at 25℃; for 2h; | 90% |
With triphenylphosphine; isopropyl alcohol; RhCl(PPh3)3 In tetrahydrofuran at 25℃; | 90% |
With (IMes)CuCl; triphenylphosphine; isopropyl alcohol In 1,4-dioxane; diethyl ether at 60℃; for 16h; | 74% |
dibromo-1,1 dimethyl-4,8 nonadiene-3 E, 7
A
(E)-4,8-dimethylnona-1,3,7-triene
B
2-Methyl-2-(4-methyl-pent-3-enyl)-bicyclo[1.1.0]butane
Conditions | Yield |
---|---|
With n-butyllithium In diethyl ether at -30℃; | A 89% B 10% |
geranyl mesylate
trimethylsulphonium iodide
(E)-4,8-dimethylnona-1,3,7-triene
Conditions | Yield |
---|---|
With n-butyllithium; lithium iodide In tetrahydrofuran; hexane from 0 degC to room temp.; | 85% |
3,7-dimethyl-2,6-octadienal
methyl-triphenylphosphonium iodide
(E)-4,8-dimethylnona-1,3,7-triene
Conditions | Yield |
---|---|
Stage #1: methyl-triphenylphosphonium iodide With phenyllithium In tetrahydrofuran; diethyl ether; cyclohexane at 20℃; for 0.5h; Wittig Olefination; Inert atmosphere; Cooling with ice; Stage #2: 3,7-dimethyl-2,6-octadienal In tetrahydrofuran; diethyl ether; cyclohexane at 0 - 20℃; for 2h; Inert atmosphere; | 80% |
Stage #1: methyl-triphenylphosphonium iodide With phenyllithium In tetrahydrofuran; hexane at 0 - 20℃; Stage #2: 3,7-dimethyl-2,6-octadienal In tetrahydrofuran; hexane at 0 - 20℃; | 60 g |
With potassium tert-butylate In tetrahydrofuran Wittig Olefination; |
Conditions | Yield |
---|---|
Stage #1: Geraniol With 1,10-Phenanthroline; potassium tert-butylate; copper(l) chloride In fluorobenzene at 20℃; for 0.166667h; Inert atmosphere; Stage #2: With 1-methyl-1H-imidazole; di-tert-butyl-diazodicarboxylate; oxygen In fluorobenzene Reflux; Stage #3: diazomethyl-trimethyl-silane With triphenylphosphine; isopropyl alcohol In fluorobenzene; diethyl ether at 60℃; Inert atmosphere; | 74% |
3,7-dimethyl-1-(N-methyl-2-imidazolylthio)-2,6-octadiene
A
(E)-4,8-dimethylnona-1,3,7-triene
B
1-Methyl-2-tributylstannanylmethylsulfanyl-1H-imidazole
C
2-((E)-3,7-Dimethyl-1-tributylstannanyl-octa-2,6-dienylsulfanyl)-1-methyl-1H-imidazole
Conditions | Yield |
---|---|
With n-butyllithium; tri-n-butylstannylmethyl iodide Product distribution; | A 45% B 43% C 31% |
With n-butyllithium; tri-n-butylstannylmethyl iodide Yield given. Multistep reaction; | A n/a B 43% C 31% |
Vinyl bromide
2-methylhept-2-en-6-yne
trimethylaluminum
(E)-4,8-dimethylnona-1,3,7-triene
Conditions | Yield |
---|---|
(i) Zr catalyst, (ii) /BRN= 1361370/, Pd(PPh3)2Cl2, iBu2AlH, ZnCl2; Multistep reaction; |