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19945-61-0

Basic Information
CAS No.: 19945-61-0
Name: (3E)-4,8-dimethylnona-1,3,7-triene
Article Data: 32
Molecular Structure:
Molecular Structure of 19945-61-0 ((3E)-4,8-dimethylnona-1,3,7-triene)
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
Synthetic route
141-27-5

3,7-dimethyl-2,6-octadienal

1779-49-3

Methyltriphenylphosphonium bromide

19945-61-0

(E)-4,8-dimethylnona-1,3,7-triene

Conditions
ConditionsYield
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%
78130-96-8

geranyl mesylate

47025-43-4, 19365-61-8

methylenetriphenylarsorane

19945-61-0

(E)-4,8-dimethylnona-1,3,7-triene

Conditions
ConditionsYield
With n-butyllithium In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; hexane for 1h; Ambient temperature;91%
141-27-5

3,7-dimethyl-2,6-octadienal

MePPh3Br

MePPh3Br

19945-61-0

(E)-4,8-dimethylnona-1,3,7-triene

Conditions
ConditionsYield
With n-butyllithium In tetrahydrofuran Condensation;90%
141-27-5

3,7-dimethyl-2,6-octadienal

18107-18-1

diazomethyl-trimethyl-silane

19945-61-0

(E)-4,8-dimethylnona-1,3,7-triene

Conditions
ConditionsYield
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%
105865-47-2

dibromo-1,1 dimethyl-4,8 nonadiene-3 E, 7

A

19945-61-0

(E)-4,8-dimethylnona-1,3,7-triene

B

105865-53-0

2-Methyl-2-(4-methyl-pent-3-enyl)-bicyclo[1.1.0]butane

Conditions
ConditionsYield
With n-butyllithium In diethyl ether at -30℃;A 89%
B 10%
78130-96-8

geranyl mesylate

2181-42-2

trimethylsulphonium iodide

19945-61-0

(E)-4,8-dimethylnona-1,3,7-triene

Conditions
ConditionsYield
With n-butyllithium; lithium iodide In tetrahydrofuran; hexane from 0 degC to room temp.;85%
141-27-5

3,7-dimethyl-2,6-octadienal

2065-66-9

methyl-triphenylphosphonium iodide

19945-61-0

(E)-4,8-dimethylnona-1,3,7-triene

Conditions
ConditionsYield
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;
106-24-1

Geraniol

18107-18-1

diazomethyl-trimethyl-silane

19945-61-0

(E)-4,8-dimethylnona-1,3,7-triene

Conditions
ConditionsYield
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%
81678-25-3

3,7-dimethyl-1-(N-methyl-2-imidazolylthio)-2,6-octadiene

A

19945-61-0

(E)-4,8-dimethylnona-1,3,7-triene

B

82895-46-3

1-Methyl-2-tributylstannanylmethylsulfanyl-1H-imidazole

C

82895-45-2

2-((E)-3,7-Dimethyl-1-tributylstannanyl-octa-2,6-dienylsulfanyl)-1-methyl-1H-imidazole

Conditions
ConditionsYield
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%
593-60-2

Vinyl bromide

22842-10-0

2-methylhept-2-en-6-yne

75-24-1

trimethylaluminum

19945-61-0

(E)-4,8-dimethylnona-1,3,7-triene

Conditions
ConditionsYield
(i) Zr catalyst, (ii) /BRN= 1361370/, Pd(PPh3)2Cl2, iBu2AlH, ZnCl2; Multistep reaction;
Downstream Products
64218-02-6
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  • (3E)-4,8-dimethylnona-1,3,7-triene CAS:19945-61-0

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