Product Name

  • Name

    (3Z,7Z)-3,7-Dimethyl-10-propan-2-ylidene-cyclodeca-3,7-dien-1-one

  • EINECS
  • CAS No. 6902-91-6
  • Article Data2
  • CAS DataBase
  • Density 0.916 g/cm3
  • Solubility
  • Melting Point 55-58 °C
  • Formula C15H22O
  • Boiling Point 330.274 °C at 760 mmHg
  • Molecular Weight 218.339
  • Flash Point 148.419 °C
  • Transport Information
  • Appearance
  • Safety 23-24/25
  • Risk Codes
  • Molecular Structure Molecular Structure of 6902-91-6 ((3Z,7Z)-3,7-Dimethyl-10-propan-2-ylidene-cyclodeca-3,7-dien-1-one)
  • Hazard Symbols
  • Synonyms 3,7-Cyclodecadien-1-one,3,7-dimethyl-10-(1-methylethylidene)-, (E,E)-;Germacra-3,7(11),9-trien-6-one,(E,E)- (8CI);Germacrone (6CI,7CI);(E,E)-Germacrone;Germacron;
  • PSA 17.07000
  • LogP 4.35850

Synthetic route

(3E,7E)-1-Hydroxy-10-isopropylidene-3,7-dimethyl-cyclodeca-3,7-dienecarbonitrile
87920-50-1

(3E,7E)-1-Hydroxy-10-isopropylidene-3,7-dimethyl-cyclodeca-3,7-dienecarbonitrile

germacrone
6902-91-6

germacrone

Conditions
ConditionsYield
With sodium hydroxide In diethyl ether for 0.333333h; Yield given;
8-hydroxygeranyl acetate
37905-03-6

8-hydroxygeranyl acetate

germacrone
6902-91-6

germacrone

Conditions
ConditionsYield
Multi-step reaction with 13 steps
2: 65 percent / triphenylphosphine / palladium acetate / tetrahydrofuran / 5 h / Heating
3: 95 percent / sodium hydride / diethyl ether / 0 °C
4: 70 percent / diethyl ether / -10 °C
5: 90 percent / triphenylphosphine, carbon tetrachloride / 12 h / Heating
6: diisobutylaluminium hydride / tetrahydrofuran / -40 °C
7: manganese dioxide / hexane / Ambient temperature
8: KCN, 18-crown-6 / 1 h / 0 °C
9: trimethylbenzylammonium fluoride / tetrahydrofuran; H2O / 0 °C
11: 79 percent / sodium bis(trimethylsilyl)amide / tetrahydrofuran / 0.5 h / 56 °C
12: p-toluenesulfonic acid / methanol / 1 h / 0 °C
13: 2percent aqueous sodium hydroxide / diethyl ether / 0.33 h
View Scheme
(4E,8E)-10-Chloro-2-isopropylidene-5,9-dimethyl-deca-4,8-dien-1-ol
87920-44-3

(4E,8E)-10-Chloro-2-isopropylidene-5,9-dimethyl-deca-4,8-dien-1-ol

germacrone
6902-91-6

germacrone

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1: manganese dioxide / hexane / Ambient temperature
2: KCN, 18-crown-6 / 1 h / 0 °C
3: trimethylbenzylammonium fluoride / tetrahydrofuran; H2O / 0 °C
5: 79 percent / sodium bis(trimethylsilyl)amide / tetrahydrofuran / 0.5 h / 56 °C
6: p-toluenesulfonic acid / methanol / 1 h / 0 °C
7: 2percent aqueous sodium hydroxide / diethyl ether / 0.33 h
View Scheme
(4E,8E)-10-Chloro-2-isopropylidene-5,9-dimethyl-deca-4,8-dienal
87920-45-4

(4E,8E)-10-Chloro-2-isopropylidene-5,9-dimethyl-deca-4,8-dienal

germacrone
6902-91-6

germacrone

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: KCN, 18-crown-6 / 1 h / 0 °C
2: trimethylbenzylammonium fluoride / tetrahydrofuran; H2O / 0 °C
4: 79 percent / sodium bis(trimethylsilyl)amide / tetrahydrofuran / 0.5 h / 56 °C
5: p-toluenesulfonic acid / methanol / 1 h / 0 °C
6: 2percent aqueous sodium hydroxide / diethyl ether / 0.33 h
View Scheme
(4E,8E)-10-Hydroxy-2-isopropylidene-5,9-dimethyl-deca-4,8-dienoic acid methyl ester
87920-42-1

(4E,8E)-10-Hydroxy-2-isopropylidene-5,9-dimethyl-deca-4,8-dienoic acid methyl ester

germacrone
6902-91-6

germacrone

Conditions
ConditionsYield
Multi-step reaction with 9 steps
1: 90 percent / triphenylphosphine, carbon tetrachloride / 12 h / Heating
2: diisobutylaluminium hydride / tetrahydrofuran / -40 °C
3: manganese dioxide / hexane / Ambient temperature
4: KCN, 18-crown-6 / 1 h / 0 °C
5: trimethylbenzylammonium fluoride / tetrahydrofuran; H2O / 0 °C
7: 79 percent / sodium bis(trimethylsilyl)amide / tetrahydrofuran / 0.5 h / 56 °C
8: p-toluenesulfonic acid / methanol / 1 h / 0 °C
9: 2percent aqueous sodium hydroxide / diethyl ether / 0.33 h
View Scheme
(4E,8E)-10-Chloro-2-isopropylidene-5,9-dimethyl-deca-4,8-dienoic acid methyl ester
87920-43-2

(4E,8E)-10-Chloro-2-isopropylidene-5,9-dimethyl-deca-4,8-dienoic acid methyl ester

germacrone
6902-91-6

germacrone

Conditions
ConditionsYield
Multi-step reaction with 8 steps
1: diisobutylaluminium hydride / tetrahydrofuran / -40 °C
2: manganese dioxide / hexane / Ambient temperature
3: KCN, 18-crown-6 / 1 h / 0 °C
4: trimethylbenzylammonium fluoride / tetrahydrofuran; H2O / 0 °C
6: 79 percent / sodium bis(trimethylsilyl)amide / tetrahydrofuran / 0.5 h / 56 °C
7: p-toluenesulfonic acid / methanol / 1 h / 0 °C
8: 2percent aqueous sodium hydroxide / diethyl ether / 0.33 h
View Scheme
(5E,9E)-11-Chloro-2-hydroxy-3-isopropylidene-6,10-dimethyl-undeca-5,9-dienenitrile
87920-47-6

(5E,9E)-11-Chloro-2-hydroxy-3-isopropylidene-6,10-dimethyl-undeca-5,9-dienenitrile

germacrone
6902-91-6

germacrone

Conditions
ConditionsYield
Multi-step reaction with 4 steps
2: 79 percent / sodium bis(trimethylsilyl)amide / tetrahydrofuran / 0.5 h / 56 °C
3: p-toluenesulfonic acid / methanol / 1 h / 0 °C
4: 2percent aqueous sodium hydroxide / diethyl ether / 0.33 h
View Scheme
(5E,9E)-11-Chloro-3-isopropylidene-6,10-dimethyl-2-trimethylsilanyloxy-undeca-5,9-dienenitrile
87920-46-5

(5E,9E)-11-Chloro-3-isopropylidene-6,10-dimethyl-2-trimethylsilanyloxy-undeca-5,9-dienenitrile

germacrone
6902-91-6

germacrone

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: trimethylbenzylammonium fluoride / tetrahydrofuran; H2O / 0 °C
3: 79 percent / sodium bis(trimethylsilyl)amide / tetrahydrofuran / 0.5 h / 56 °C
4: p-toluenesulfonic acid / methanol / 1 h / 0 °C
5: 2percent aqueous sodium hydroxide / diethyl ether / 0.33 h
View Scheme
(4E,8E)-2-Acetyl-10-(1-ethoxy-ethoxy)-5,9-dimethyl-deca-4,8-dienoic acid methyl ester
87920-40-9

(4E,8E)-2-Acetyl-10-(1-ethoxy-ethoxy)-5,9-dimethyl-deca-4,8-dienoic acid methyl ester

germacrone
6902-91-6

germacrone

Conditions
ConditionsYield
Multi-step reaction with 11 steps
1: 95 percent / sodium hydride / diethyl ether / 0 °C
2: 70 percent / diethyl ether / -10 °C
3: 90 percent / triphenylphosphine, carbon tetrachloride / 12 h / Heating
4: diisobutylaluminium hydride / tetrahydrofuran / -40 °C
5: manganese dioxide / hexane / Ambient temperature
6: KCN, 18-crown-6 / 1 h / 0 °C
7: trimethylbenzylammonium fluoride / tetrahydrofuran; H2O / 0 °C
9: 79 percent / sodium bis(trimethylsilyl)amide / tetrahydrofuran / 0.5 h / 56 °C
10: p-toluenesulfonic acid / methanol / 1 h / 0 °C
11: 2percent aqueous sodium hydroxide / diethyl ether / 0.33 h
View Scheme
(5E,9E)-11-Chloro-2-(1-ethoxy-ethoxy)-3-isopropylidene-6,10-dimethyl-undeca-5,9-dienenitrile
87920-48-7

(5E,9E)-11-Chloro-2-(1-ethoxy-ethoxy)-3-isopropylidene-6,10-dimethyl-undeca-5,9-dienenitrile

germacrone
6902-91-6

germacrone

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 79 percent / sodium bis(trimethylsilyl)amide / tetrahydrofuran / 0.5 h / 56 °C
2: p-toluenesulfonic acid / methanol / 1 h / 0 °C
3: 2percent aqueous sodium hydroxide / diethyl ether / 0.33 h
View Scheme
(3E,7E)-1-(1-Ethoxy-ethoxy)-10-isopropylidene-3,7-dimethyl-cyclodeca-3,7-dienecarbonitrile
87920-49-8

(3E,7E)-1-(1-Ethoxy-ethoxy)-10-isopropylidene-3,7-dimethyl-cyclodeca-3,7-dienecarbonitrile

germacrone
6902-91-6

germacrone

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: p-toluenesulfonic acid / methanol / 1 h / 0 °C
2: 2percent aqueous sodium hydroxide / diethyl ether / 0.33 h
View Scheme
(4E,8E)-2-[1-(Diethoxy-phosphoryloxy)-eth-(E)-ylidene]-10-hydroxy-5,9-dimethyl-deca-4,8-dienoic acid methyl ester
87920-41-0

(4E,8E)-2-[1-(Diethoxy-phosphoryloxy)-eth-(E)-ylidene]-10-hydroxy-5,9-dimethyl-deca-4,8-dienoic acid methyl ester

germacrone
6902-91-6

germacrone

Conditions
ConditionsYield
Multi-step reaction with 10 steps
1: 70 percent / diethyl ether / -10 °C
2: 90 percent / triphenylphosphine, carbon tetrachloride / 12 h / Heating
3: diisobutylaluminium hydride / tetrahydrofuran / -40 °C
4: manganese dioxide / hexane / Ambient temperature
5: KCN, 18-crown-6 / 1 h / 0 °C
6: trimethylbenzylammonium fluoride / tetrahydrofuran; H2O / 0 °C
8: 79 percent / sodium bis(trimethylsilyl)amide / tetrahydrofuran / 0.5 h / 56 °C
9: p-toluenesulfonic acid / methanol / 1 h / 0 °C
10: 2percent aqueous sodium hydroxide / diethyl ether / 0.33 h
View Scheme
Acetic acid (2E,6E)-8-(1-ethoxy-ethoxy)-3,7-dimethyl-octa-2,6-dienyl ester
87064-43-5

Acetic acid (2E,6E)-8-(1-ethoxy-ethoxy)-3,7-dimethyl-octa-2,6-dienyl ester

germacrone
6902-91-6

germacrone

Conditions
ConditionsYield
Multi-step reaction with 12 steps
1: 65 percent / triphenylphosphine / palladium acetate / tetrahydrofuran / 5 h / Heating
2: 95 percent / sodium hydride / diethyl ether / 0 °C
3: 70 percent / diethyl ether / -10 °C
4: 90 percent / triphenylphosphine, carbon tetrachloride / 12 h / Heating
5: diisobutylaluminium hydride / tetrahydrofuran / -40 °C
6: manganese dioxide / hexane / Ambient temperature
7: KCN, 18-crown-6 / 1 h / 0 °C
8: trimethylbenzylammonium fluoride / tetrahydrofuran; H2O / 0 °C
10: 79 percent / sodium bis(trimethylsilyl)amide / tetrahydrofuran / 0.5 h / 56 °C
11: p-toluenesulfonic acid / methanol / 1 h / 0 °C
12: 2percent aqueous sodium hydroxide / diethyl ether / 0.33 h
View Scheme
germacrone
6902-91-6

germacrone

(3E,7E)-3,7-dimethyl-10-(1-methylethylidene)-3,7-cyclodecanedien-1-ol
90988-53-7

(3E,7E)-3,7-dimethyl-10-(1-methylethylidene)-3,7-cyclodecanedien-1-ol

Conditions
ConditionsYield
With methanol; sodium tetrahydroborate at 0℃; for 4h; Sealed tube;98.3%
With lithium aluminium tetrahydride In tetrahydrofuran at -10℃; for 0.166667h; Inert atmosphere;94%
With sodium tetrahydroborate In methanol at 4℃; for 1h;83%
germacrone
6902-91-6

germacrone

(4S)-trans-β-elemenone
20303-60-0

(4S)-trans-β-elemenone

Conditions
ConditionsYield
With bis(benzonitrile)palladium(II) dichloride In toluene for 1h; Cope rearrangement; Reflux; Inert atmosphere;98%
germacrone
6902-91-6

germacrone

C15H22O
1443277-02-8

C15H22O

Conditions
ConditionsYield
With sulfuric acid In chloroform at 20℃; for 1h; Temperature; Time; Inert atmosphere;94%
germacrone
6902-91-6

germacrone

isogermacrone
5975-50-8

isogermacrone

Conditions
ConditionsYield
With sodium ethanolate at 20℃; for 48h; Inert atmosphere;86%
germacrone
6902-91-6

germacrone

A

germacrone-1,10-epoxide

germacrone-1,10-epoxide

B

(4S,5S)-(+)-germacrone 4,5-epoxide
32179-17-2, 70680-71-6, 92691-35-5

(4S,5S)-(+)-germacrone 4,5-epoxide

Conditions
ConditionsYield
With 3-chloro-benzenecarboperoxoic acid In dichloromethane for 6h; Inert atmosphere;A 19%
B 79%
germacrone
6902-91-6

germacrone

A

selina-4(14),7(11)-dien-8-one
54707-47-0

selina-4(14),7(11)-dien-8-one

B

C15H22O
1443277-02-8

C15H22O

C

eudesma-4,7(11)-dien-8-one
97530-59-1

eudesma-4,7(11)-dien-8-one

Conditions
ConditionsYield
With sulfuric acid In chloroform at 25℃; for 0.5h; Inert atmosphere;A 5%
B 78%
C 10%
...Expand
germacrone
6902-91-6

germacrone

1,10-epoxygermacrone
52061-45-7, 106862-05-9, 142794-64-7

1,10-epoxygermacrone

(+/-)-germacrone-4,5-epoxide
32179-17-2, 70680-71-6, 92691-35-5

(+/-)-germacrone-4,5-epoxide

Conditions
ConditionsYield
With 3-chloro-benzenecarboperoxoic acid In dichloromethane at 20℃;A 19%
B 72%
germacrone
6902-91-6

germacrone

A

C15H21BrO
1443277-03-9

C15H21BrO

B

C15H21BrO
1443277-04-0

C15H21BrO

Conditions
ConditionsYield
With N-Bromosuccinimide In dichloromethane at 20℃; for 0.25h; Inert atmosphere;A 53%
B 19%
germacrone
6902-91-6

germacrone

A

selina-4(14),7(11)-dien-8-one
54707-47-0

selina-4(14),7(11)-dien-8-one

B

C15H22O
1443277-02-8

C15H22O

C

eudesma-4,7(11)-dien-8-one
97530-59-1

eudesma-4,7(11)-dien-8-one

D

eudesm-3,7(11)-diene-8-one

eudesm-3,7(11)-diene-8-one

Conditions
ConditionsYield
With sulfuric acid In chloroform at 25℃; for 0.0833333h; Inert atmosphere;A 5%
B 21%
C 42%
D 24%
...Expand
germacrone
6902-91-6

germacrone

A

isogermacrone <(2Z,7E)-3,7-dimethyl-10-(1-methylethylidene)-2,7-cyclodecadien-1-one>
5975-50-8, 92465-08-2, 92465-09-3, 108667-42-1, 116713-46-3

isogermacrone <(2Z,7E)-3,7-dimethyl-10-(1-methylethylidene)-2,7-cyclodecadien-1-one>

B

C15H22O2

C15H22O2

Conditions
ConditionsYield
With dihydrogen peroxide; sodium hydroxide In ethanol at 20℃; for 960h;A 41%
B 20%
germacrone
6902-91-6

germacrone

1-Nitropropane
108-03-2

1-Nitropropane

1,5,5,11-tetramethyltricyclo[6.2.1.0(4,11)]undec-3-en-6-one

1,5,5,11-tetramethyltricyclo[6.2.1.0(4,11)]undec-3-en-6-one

1,4-dimethyl-8-isopropylidenespiro[4.5]dec-1-en-7-one

1,4-dimethyl-8-isopropylidenespiro[4.5]dec-1-en-7-one

1,7-dimethyl-4-isopropylidenebicyclo[5.3.0]dec-9-en-3-one

1,7-dimethyl-4-isopropylidenebicyclo[5.3.0]dec-9-en-3-one

10-(1-chloropropylideneaminooxy)-1,7-dimethyl-4-isopropylidenebicyclo[5.3.0]decan-3-one

10-(1-chloropropylideneaminooxy)-1,7-dimethyl-4-isopropylidenebicyclo[5.3.0]decan-3-one

9-(1-chloropropylideneaminooxy)-1,7-dimethyl-4-isopropylidenebicyclo[5.3.0]decan-3-one

9-(1-chloropropylideneaminooxy)-1,7-dimethyl-4-isopropylidenebicyclo[5.3.0]decan-3-one

Conditions
ConditionsYield
With chlorosulfonic acid at -78℃; for 1h; Inert atmosphere;A 39%
B 27%
C 9%
D 4%
E 1%
With chlorosulfonic acid at -78℃; for 0.166667h; Inert atmosphere;A 16%
B 16%
C 5%
D 21%
E 15%
...Expand
Phenylselenyl chloride
5707-04-0

Phenylselenyl chloride

germacrone
6902-91-6

germacrone

A

C21H26OSe
1443277-05-1

C21H26OSe

B

C21H26OSe
1443277-06-2

C21H26OSe

C

C21H26OSe
1443277-08-4

C21H26OSe

D

C21H26OSe
1443277-09-5

C21H26OSe

E

C21H26OSe
1443277-07-3

C21H26OSe

Conditions
ConditionsYield
In dichloromethane at 20℃; for 0.5h; Inert atmosphere;A 37%
B 20%
C 14%
D 6%
E 7%
...Expand
germacrone
6902-91-6

germacrone

A

C15H21ClO

C15H21ClO

B

C15H21ClO
1443277-11-9

C15H21ClO

C

C15H21ClO
1443277-12-0

C15H21ClO

Conditions
ConditionsYield
With N-chloro-succinimide In dichloromethane at 20℃; for 30h; Inert atmosphere;A 35%
B 6%
C 31%
...Expand
germacrone
6902-91-6

germacrone

A

C15H22O

C15H22O

B

C15H22O

C15H22O

C

C15H22O

C15H22O

Conditions
ConditionsYield
With chlorosulfonic acid at -78℃; for 0.166667h; Inert atmosphere;A 24%
B 35%
C 8%
...Expand
germacrone
6902-91-6

germacrone

A

eudesma-4,7(11),dien-8-one

eudesma-4,7(11),dien-8-one

6-isopropylidene-4,8aβ-dimethyl-trans-1,2,5,6,8,8a-hexahydronaphthalene-7-(4aH)-one
54707-46-9, 73788-48-4, 130466-24-9

6-isopropylidene-4,8aβ-dimethyl-trans-1,2,5,6,8,8a-hexahydronaphthalene-7-(4aH)-one

Conditions
ConditionsYield
With gallium(III) trichloride In dichloromethane at 20℃; for 0.666667h;A 15%
B 24%
germacrone
6902-91-6

germacrone

lead(IV) tetraacetate
546-67-8

lead(IV) tetraacetate

(1R,3aR,8aR)-7-Isopropylidene-1-methoxy-1-methyl-4-methylene-octahydro-azulen-6-one
115857-52-8

(1R,3aR,8aR)-7-Isopropylidene-1-methoxy-1-methyl-4-methylene-octahydro-azulen-6-one

B

4,7-Diacetyl-2-isopropylidene-cyclooctanone
115842-60-9

4,7-Diacetyl-2-isopropylidene-cyclooctanone

(1S,3aR,4R,8aS)-7-Isopropylidene-1,4-dimethoxy-1,4-dimethyl-octahydro-azulen-6-one
115842-59-6, 115939-29-2

(1S,3aR,4R,8aS)-7-Isopropylidene-1,4-dimethoxy-1,4-dimethyl-octahydro-azulen-6-one

(1S,3aS,4S,8aS)-7-Isopropylidene-1,4-dimethoxy-1,4-dimethyl-octahydro-azulen-6-one
115842-59-6, 115939-29-2

(1S,3aS,4S,8aS)-7-Isopropylidene-1,4-dimethoxy-1,4-dimethyl-octahydro-azulen-6-one

Conditions
ConditionsYield
In methanol for 0.833333h; Ambient temperature;A 40 mg
B 20%
C 20 mg
D 60 mg
...Expand
germacrone
6902-91-6

germacrone

2-isopropylidene-5,9-dimethyl-cyclodecanone
69239-69-6

2-isopropylidene-5,9-dimethyl-cyclodecanone

Conditions
ConditionsYield
With hydrogen; platinum(IV) oxide
germacrone
6902-91-6

germacrone

10-isopropylidene-3,7-dimethyl-cyclodeca-3t,7t-dienone
32663-53-9

10-isopropylidene-3,7-dimethyl-cyclodeca-3t,7t-dienone

Conditions
ConditionsYield
With acetophenone In diethyl ether Irradiation;
With acetophenone Irradiation;
germacrone
6902-91-6

germacrone

3,7-dimethyl-10-isopropylidene-3(Z),7(E)-cyclodecadien-1-one
32663-51-7

3,7-dimethyl-10-isopropylidene-3(Z),7(E)-cyclodecadien-1-one

Conditions
ConditionsYield
With acetophenone In diethyl ether Irradiation;
With acetophenone Irradiation;
germacrone
6902-91-6

germacrone

(+/-)-4r-isopropenyl-2-isopropylidene-5c-methyl-5t-vinyl-cyclohexanone
470-19-9, 20303-60-0, 30824-86-3, 32663-57-3, 52153-83-0

(+/-)-4r-isopropenyl-2-isopropylidene-5c-methyl-5t-vinyl-cyclohexanone

Conditions
ConditionsYield
at 140 - 148℃;
methanol
67-56-1

methanol

germacrone
6902-91-6

germacrone

(1R,3aR,8aR)-7-Isopropylidene-1-methoxy-1-methyl-4-methylene-octahydro-azulen-6-one
115857-52-8

(1R,3aR,8aR)-7-Isopropylidene-1-methoxy-1-methyl-4-methylene-octahydro-azulen-6-one

B

4,7-Diacetyl-2-isopropylidene-cyclooctanone
115842-60-9

4,7-Diacetyl-2-isopropylidene-cyclooctanone

(1S,3aR,4R,8aS)-7-Isopropylidene-1,4-dimethoxy-1,4-dimethyl-octahydro-azulen-6-one
115842-59-6, 115939-29-2

(1S,3aR,4R,8aS)-7-Isopropylidene-1,4-dimethoxy-1,4-dimethyl-octahydro-azulen-6-one

(1S,3aS,4S,8aS)-7-Isopropylidene-1,4-dimethoxy-1,4-dimethyl-octahydro-azulen-6-one
115842-59-6, 115939-29-2

(1S,3aS,4S,8aS)-7-Isopropylidene-1,4-dimethoxy-1,4-dimethyl-octahydro-azulen-6-one

Conditions
ConditionsYield
With lead(IV) acetate for 0.833333h; Ambient temperature;A 40 mg
B 40 mg
C 20 mg
D 60 mg
...Expand
diiodomethane
75-11-6

diiodomethane

germacrone
6902-91-6

germacrone

4,5-cyclopropane-8-oxo-germacrene B
96235-08-4

4,5-cyclopropane-8-oxo-germacrene B

1,10-cyclopropane-8-oxo-germacrene B
96235-09-5

1,10-cyclopropane-8-oxo-germacrene B

Conditions
ConditionsYield
With copper(l) chloride; zinc In diethyl ether at 30℃; for 24h;
...Expand
germacrone
6902-91-6

germacrone

lead(IV) tetraacetate
546-67-8

lead(IV) tetraacetate

A

2-hydroxy-4-methyl-ω,ω-dichloroacetophenone
116046-02-7

2-hydroxy-4-methyl-ω,ω-dichloroacetophenone

Acetic acid (1R,8aR)-7-isopropylidene-1,4-dimethyl-6-oxo-1,2,3,5,6,7,8,8a-octahydro-azulen-1-yl ester
115842-58-5

Acetic acid (1R,8aR)-7-isopropylidene-1,4-dimethyl-6-oxo-1,2,3,5,6,7,8,8a-octahydro-azulen-1-yl ester

Acetic acid (3aR,4R)-7-isopropylidene-1,4-dimethyl-6-oxo-2,3,3a,4,5,6,7,8-octahydro-azulen-4-yl ester
115842-51-8

Acetic acid (3aR,4R)-7-isopropylidene-1,4-dimethyl-6-oxo-2,3,3a,4,5,6,7,8-octahydro-azulen-4-yl ester

Acetic acid (1S,3aS,4S,8aS)-1-acetoxy-7-isopropylidene-1,4-dimethyl-6-oxo-decahydro-azulen-4-yl ester
98644-26-9, 115936-78-2

Acetic acid (1S,3aS,4S,8aS)-1-acetoxy-7-isopropylidene-1,4-dimethyl-6-oxo-decahydro-azulen-4-yl ester

Conditions
ConditionsYield
In acetic acid for 2h; Ambient temperature; Further byproducts given;A 50 mg
B 25 mg
C 25 mg
D 16 mg
...Expand
germacrone
6902-91-6

germacrone

lead(IV) tetraacetate
546-67-8

lead(IV) tetraacetate

(3aR,3bR,7aS)-6-Isopropylidene-1,3b-dimethyl-3,3a,3b,4,6,7-hexahydro-cyclopenta[1,3]cyclopropa[1,2]benzen-5-one
115842-54-1

(3aR,3bR,7aS)-6-Isopropylidene-1,3b-dimethyl-3,3a,3b,4,6,7-hexahydro-cyclopenta[1,3]cyclopropa[1,2]benzen-5-one

(3aS,8aS)-5-Isopropylidene-3-methyl-8-methylene-3a,4,5,7,8,8a-hexahydro-1H-azulen-6-one
115842-48-3

(3aS,8aS)-5-Isopropylidene-3-methyl-8-methylene-3a,4,5,7,8,8a-hexahydro-1H-azulen-6-one

(3aS,8aS)-5-Isopropylidene-3,8-dimethyl-3a,4,5,8a-tetrahydro-1H-azulen-6-one
115842-47-2

(3aS,8aS)-5-Isopropylidene-3,8-dimethyl-3a,4,5,8a-tetrahydro-1H-azulen-6-one

Acetic acid (3aR,4R,8aR)-7-isopropylidene-1,4-dimethyl-6-oxo-3,3a,4,5,6,7,8,8a-octahydro-azulen-4-yl ester
115842-49-4

Acetic acid (3aR,4R,8aR)-7-isopropylidene-1,4-dimethyl-6-oxo-3,3a,4,5,6,7,8,8a-octahydro-azulen-4-yl ester

Conditions
ConditionsYield
In benzene for 18h; Ambient temperature; Further byproducts given;A 3 mg
B 15 mg
C 18 mg
D 75 mg
...Expand
germacrone
6902-91-6

germacrone

lead(IV) tetraacetate
546-67-8

lead(IV) tetraacetate

(3aS,8aS)-5-Isopropylidene-3-methyl-8-methylene-3a,4,5,7,8,8a-hexahydro-1H-azulen-6-one
115842-48-3

(3aS,8aS)-5-Isopropylidene-3-methyl-8-methylene-3a,4,5,7,8,8a-hexahydro-1H-azulen-6-one

(3aS,8aS)-5-Isopropylidene-3,8-dimethyl-3a,4,5,8a-tetrahydro-1H-azulen-6-one
115842-47-2

(3aS,8aS)-5-Isopropylidene-3,8-dimethyl-3a,4,5,8a-tetrahydro-1H-azulen-6-one

Acetic acid (4aR,8aS)-6-isopropylidene-4,8a-dimethyl-7-oxo-1,2,4a,5,6,7,8,8a-octahydro-naphthalen-1-yl ester
115842-52-9

Acetic acid (4aR,8aS)-6-isopropylidene-4,8a-dimethyl-7-oxo-1,2,4a,5,6,7,8,8a-octahydro-naphthalen-1-yl ester

Acetic acid (3aR,4R,8aR)-7-isopropylidene-4-methyl-1-methylene-6-oxo-decahydro-azulen-4-yl ester
115842-50-7

Acetic acid (3aR,4R,8aR)-7-isopropylidene-4-methyl-1-methylene-6-oxo-decahydro-azulen-4-yl ester

Acetic acid (3aR,4R,8aR)-7-isopropylidene-1,4-dimethyl-6-oxo-3,3a,4,5,6,7,8,8a-octahydro-azulen-4-yl ester
115842-49-4

Acetic acid (3aR,4R,8aR)-7-isopropylidene-1,4-dimethyl-6-oxo-3,3a,4,5,6,7,8,8a-octahydro-azulen-4-yl ester

Acetic acid (3aR,4R)-7-isopropylidene-1,4-dimethyl-6-oxo-2,3,3a,4,5,6,7,8-octahydro-azulen-4-yl ester
115842-51-8

Acetic acid (3aR,4R)-7-isopropylidene-1,4-dimethyl-6-oxo-2,3,3a,4,5,6,7,8-octahydro-azulen-4-yl ester

Conditions
ConditionsYield
In benzene for 18h; Mechanism; Product distribution; Ambient temperature; different solvents, reaction time;A 15 mg
B 18 mg
C 9 mg
D 12 mg
E 75 mg
F 9 mg
...Expand
germacrone
6902-91-6

germacrone

lead(IV) tetraacetate
546-67-8

lead(IV) tetraacetate

(3aS,8aS)-5-Isopropylidene-3-methyl-8-methylene-3a,4,5,7,8,8a-hexahydro-1H-azulen-6-one
115842-48-3

(3aS,8aS)-5-Isopropylidene-3-methyl-8-methylene-3a,4,5,7,8,8a-hexahydro-1H-azulen-6-one

(3aS,8aS)-5-Isopropylidene-3,8-dimethyl-3a,4,5,8a-tetrahydro-1H-azulen-6-one
115842-47-2

(3aS,8aS)-5-Isopropylidene-3,8-dimethyl-3a,4,5,8a-tetrahydro-1H-azulen-6-one

Acetic acid (4aR,8aS)-6-isopropylidene-4,8a-dimethyl-7-oxo-1,2,4a,5,6,7,8,8a-octahydro-naphthalen-1-yl ester
115842-52-9

Acetic acid (4aR,8aS)-6-isopropylidene-4,8a-dimethyl-7-oxo-1,2,4a,5,6,7,8,8a-octahydro-naphthalen-1-yl ester

Acetic acid (3aR,4R,8aR)-7-isopropylidene-1,4-dimethyl-6-oxo-3,3a,4,5,6,7,8,8a-octahydro-azulen-4-yl ester
115842-49-4

Acetic acid (3aR,4R,8aR)-7-isopropylidene-1,4-dimethyl-6-oxo-3,3a,4,5,6,7,8,8a-octahydro-azulen-4-yl ester

Conditions
ConditionsYield
In benzene for 18h; Ambient temperature; Further byproducts given;A 15 mg
B 18 mg
C 9 mg
D 75 mg
...Expand
germacrone
6902-91-6

germacrone

lead(IV) tetraacetate
546-67-8

lead(IV) tetraacetate

(3aS,8aS)-5-Isopropylidene-3-methyl-8-methylene-3a,4,5,7,8,8a-hexahydro-1H-azulen-6-one
115842-48-3

(3aS,8aS)-5-Isopropylidene-3-methyl-8-methylene-3a,4,5,7,8,8a-hexahydro-1H-azulen-6-one

(3aS,8aS)-5-Isopropylidene-3,8-dimethyl-3a,4,5,8a-tetrahydro-1H-azulen-6-one
115842-47-2

(3aS,8aS)-5-Isopropylidene-3,8-dimethyl-3a,4,5,8a-tetrahydro-1H-azulen-6-one

Acetic acid (3aR,4R,8aR)-7-isopropylidene-4-methyl-1-methylene-6-oxo-decahydro-azulen-4-yl ester
115842-50-7

Acetic acid (3aR,4R,8aR)-7-isopropylidene-4-methyl-1-methylene-6-oxo-decahydro-azulen-4-yl ester

Acetic acid (3aR,4R,8aR)-7-isopropylidene-1,4-dimethyl-6-oxo-3,3a,4,5,6,7,8,8a-octahydro-azulen-4-yl ester
115842-49-4

Acetic acid (3aR,4R,8aR)-7-isopropylidene-1,4-dimethyl-6-oxo-3,3a,4,5,6,7,8,8a-octahydro-azulen-4-yl ester

Conditions
ConditionsYield
In benzene for 18h; Ambient temperature; Further byproducts given;A 15 mg
B 18 mg
C 12 mg
D 75 mg
...Expand
germacrone
6902-91-6

germacrone

lead(IV) tetraacetate
546-67-8

lead(IV) tetraacetate

(3aS,8aS)-5-Isopropylidene-3-methyl-8-methylene-3a,4,5,7,8,8a-hexahydro-1H-azulen-6-one
115842-48-3

(3aS,8aS)-5-Isopropylidene-3-methyl-8-methylene-3a,4,5,7,8,8a-hexahydro-1H-azulen-6-one

(3aS,8aS)-5-Isopropylidene-3,8-dimethyl-3a,4,5,8a-tetrahydro-1H-azulen-6-one
115842-47-2

(3aS,8aS)-5-Isopropylidene-3,8-dimethyl-3a,4,5,8a-tetrahydro-1H-azulen-6-one

Acetic acid (3aR,4R,8aR)-7-isopropylidene-1,4-dimethyl-6-oxo-3,3a,4,5,6,7,8,8a-octahydro-azulen-4-yl ester
115842-49-4

Acetic acid (3aR,4R,8aR)-7-isopropylidene-1,4-dimethyl-6-oxo-3,3a,4,5,6,7,8,8a-octahydro-azulen-4-yl ester

Acetic acid (2E,6E)-(1S,5S)-5-acetoxy-8-isopropylidene-1,5-dimethyl-9-oxo-cyclodeca-2,6-dienyl ester
115842-56-3

Acetic acid (2E,6E)-(1S,5S)-5-acetoxy-8-isopropylidene-1,5-dimethyl-9-oxo-cyclodeca-2,6-dienyl ester

Conditions
ConditionsYield
In benzene for 18h; Ambient temperature; Further byproducts given;A 15 mg
B 18 mg
C 75 mg
D 3 mg
...Expand
germacrone
6902-91-6

germacrone

lead(IV) tetraacetate
546-67-8

lead(IV) tetraacetate

(3aS,8aS)-5-Isopropylidene-3-methyl-8-methylene-3a,4,5,7,8,8a-hexahydro-1H-azulen-6-one
115842-48-3

(3aS,8aS)-5-Isopropylidene-3-methyl-8-methylene-3a,4,5,7,8,8a-hexahydro-1H-azulen-6-one

Acetic acid (3aR,4R,8aR)-7-isopropylidene-1,4-dimethyl-6-oxo-3,3a,4,5,6,7,8,8a-octahydro-azulen-4-yl ester
115842-49-4

Acetic acid (3aR,4R,8aR)-7-isopropylidene-1,4-dimethyl-6-oxo-3,3a,4,5,6,7,8,8a-octahydro-azulen-4-yl ester

Acetic acid (1R,8aR)-7-isopropylidene-1,4-dimethyl-6-oxo-1,2,3,5,6,7,8,8a-octahydro-azulen-1-yl ester
115842-58-5

Acetic acid (1R,8aR)-7-isopropylidene-1,4-dimethyl-6-oxo-1,2,3,5,6,7,8,8a-octahydro-azulen-1-yl ester

Acetic acid (3aR,4R)-7-isopropylidene-1,4-dimethyl-6-oxo-2,3,3a,4,5,6,7,8-octahydro-azulen-4-yl ester
115842-51-8

Acetic acid (3aR,4R)-7-isopropylidene-1,4-dimethyl-6-oxo-2,3,3a,4,5,6,7,8-octahydro-azulen-4-yl ester

Conditions
ConditionsYield
In acetic acid for 2h; Ambient temperature; Further byproducts given;A 16 mg
B 50 mg
C 25 mg
D 25 mg
...Expand
germacrone
6902-91-6

germacrone

lead(IV) tetraacetate
546-67-8

lead(IV) tetraacetate

Acetic acid (1R,3aR,8aR)-7-isopropylidene-1-methyl-4-methylene-6-oxo-decahydro-azulen-1-yl ester
115842-57-4

Acetic acid (1R,3aR,8aR)-7-isopropylidene-1-methyl-4-methylene-6-oxo-decahydro-azulen-1-yl ester

Acetic acid (3aR,4R,8aR)-7-isopropylidene-1,4-dimethyl-6-oxo-3,3a,4,5,6,7,8,8a-octahydro-azulen-4-yl ester
115842-49-4

Acetic acid (3aR,4R,8aR)-7-isopropylidene-1,4-dimethyl-6-oxo-3,3a,4,5,6,7,8,8a-octahydro-azulen-4-yl ester

Acetic acid (1R,8aR)-7-isopropylidene-1,4-dimethyl-6-oxo-1,2,3,5,6,7,8,8a-octahydro-azulen-1-yl ester
115842-58-5

Acetic acid (1R,8aR)-7-isopropylidene-1,4-dimethyl-6-oxo-1,2,3,5,6,7,8,8a-octahydro-azulen-1-yl ester

Acetic acid (3aR,4R)-7-isopropylidene-1,4-dimethyl-6-oxo-2,3,3a,4,5,6,7,8-octahydro-azulen-4-yl ester
115842-51-8

Acetic acid (3aR,4R)-7-isopropylidene-1,4-dimethyl-6-oxo-2,3,3a,4,5,6,7,8-octahydro-azulen-4-yl ester

Conditions
ConditionsYield
In acetic acid for 2h; Ambient temperature; Further byproducts given;A 16 mg
B 50 mg
C 25 mg
D 25 mg
...Expand

(E,E)-Germacra-3,7(11),9-trien-6-one Chemical Properties

IUPAC Name: (3E,7E)-3,7-Dimethyl-10-propan-2-ylidenecyclodeca-3,7-dien-1-one
CAS: 6902-91-6
Formula : C15H22O
Molecular Weight: 218.33458
Molecular Structure of (3E,7E)-3,7-Dimethyl-10-propan-2-ylidenecyclodeca-3,7-dien-1-one (6902-91-6):

Density: 0.916 g/cm3 
Flash Point: 148.4 °C
Melting Point: 55-58 °C
Boiling Point: 330.3 °C at 760 mmHg 
Index of Refraction: 1.485 
Molar Refractivity: 68.34 cm3 
Molar Volume: 238.3 cm3 
Polarizability: 27.09×10-24cm3 
Surface Tension: 29.2 dyne/cm 
Appearance: fanit yellow crystal 
Enthalpy of Vaporization: 57.28 kJ/mol 
Vapour Pressure: 0.000168 mmHg at 25°C 
Water Solubility: 0.8354(mg/L)at 25°C

(E,E)-Germacra-3,7(11),9-trien-6-one Toxicity Data With Reference

1.    

orl-mus TDLo:25 mg/kg

     BIPBU*    Biological & pharmaceutical bulletin. 25 (2002),627.

(E,E)-Germacra-3,7(11),9-trien-6-one Safety Profile

A poison by ingestion. When heated to decomposition it emits acrid smoke and irritating vapors.
Safety Information about (3E,7E)-3,7-Dimethyl-10-propan-2-ylidenecyclodeca-3,7-dien-1-one (6902-91-6):
S23: Do not breathe gas/fumes/vapor/spray (appropriate wording to be specified by the manufacturer).
S24/25: Avoid contact with skin and eyes.

(E,E)-Germacra-3,7(11),9-trien-6-one Specification

  The chemical synonyms of (3E,7E)-3,7-Dimethyl-10-propan-2-ylidenecyclodeca-3,7-dien-1-one (6902-91-6) are (3Z,7Z)-3,7-Dimethyl-10-propan-2-ylidene-cyclodeca-3,7-dien-1-one ; (E,E)-Germacra-3,7(11),9-trien-6-one ; (E,E)-3,7-Dimethyl-10-(1-methylethylidene)-3,7-cyclodecadien-1-one ; 3,7-Cyclodecadien-1-one, 3,7-dimethyl-10-(1-methylethylidene)-, (E,E)- ; 3,7-Dimethyl-10-(1-methylethylidene)-3,7-cyclodecadien-1-one ; Germacra-3,7(11),9-trien-6-one, (E,E)- ; Germacron ; Trans,trans-3,7-Dimethyl-10-isopropylidene-3,7-cyclodecadien-1-one .

Related Products

Hot Products

Post buying leads

About|Contact|Cas|Product Name|Molecular|Country|Encyclopedia

Message|New Cas|MSDS|Service|Advertisement|CAS DataBase|Article Data|Manufacturers | Chemical Catalog

©2008 LookChem.com,License: ICP

NO.:Zhejiang16009103

complaints:service@lookchem.com Desktop View