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CAS No.: | 432-25-7 | ||||||||||||||
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Name: | BETA-CYCLOCITRAL | ||||||||||||||
Article Data: | 63 | ||||||||||||||
Molecular Structure: | |||||||||||||||
Formula: | C10H16 O | ||||||||||||||
Molecular Weight: | 152.236 | ||||||||||||||
Synonyms: | 1-Formyl-2,6,6-trimethyl-1-cyclohexene;2,6,6-Trimethyl-1-cyclohexene-1-carboxaldehyde; 2,6,6-Trimethyl-1-cyclohexenecarboxaldehyde;b-Cyclocitral | ||||||||||||||
Density: | 0.947g/cm3 | ||||||||||||||
Melting Point: | 62-63 C | ||||||||||||||
Boiling Point: | 212.1°Cat760mmHg | ||||||||||||||
Flash Point: | 76.9°C | ||||||||||||||
Solubility: | Soluble in chloroform, dichloromethane, ethyl acetate and methanol. Insoluble in water. | ||||||||||||||
Hazard Symbols: | |||||||||||||||
Risk Codes: | 20/21/22-36/37/38 | ||||||||||||||
Safety: |
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PSA: | 17.07000 | ||||||||||||||
LogP: | 2.71190 |
Conditions | Yield |
---|---|
Stage #1: (E)-β-ionone With ozone In methanol at -78℃; for 2.5h; Stage #2: With zinc In water; acetic acid | 93% |
Stage #1: (E)-β-ionone With oxygen; ozone In methanol at -30℃; for 6h; Stage #2: With acetic acid; zinc In methanol at -30 - 25℃; for 1.5h; Further stages.; | 65% |
(i) O3, MeOH, (ii) Zn, AcOH; Multistep reaction; |
2,6,6-trimethylcyclohex-1-enecarbaldehyde
Conditions | Yield |
---|---|
Stage #1: (E)-3-(2,6,6-Trimethyl-cyclohex-1-enyl)-acrylic acid methyl ester With ozone In methanol at -78℃; for 2.5h; Stage #2: With acetic acid; zinc In water | 93% |
(8,8-dimethyl-4-methylene)-1-oxaspiro<2.5>octane
A
α-cyclocitral
B
2,6,6-trimethylcyclohex-1-enecarbaldehyde
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid In benzene for 3h; Heating; | A 7% B 91% |
With toluene-4-sulfonic acid In benzene for 3h; Heating; Yield given. Yields of byproduct given; |
oxime 2,6,6-trimethylcyclohex-1-ene-1-carbaldehyde
2,6,6-trimethylcyclohex-1-enecarbaldehyde
Conditions | Yield |
---|---|
With manganese(IV) oxide In hexane for 0.25h; | 91% |
Conditions | Yield |
---|---|
With fluorosulfonyl fluoride; potassium carbonate; dimethyl sulfoxide at 20℃; for 12h; chemoselective reaction; | 90% |
With aluminum isopropoxide at 70 - 100℃; under 12 Torr; anschliessend Erhitzen mit 4-Methoxy-benzaldehyd unter 14 Torr auf 140-160grad; |
2,2,6-trimethyl-1-cyclohexenylcarbonitrile
2,6,6-trimethylcyclohex-1-enecarbaldehyde
Conditions | Yield |
---|---|
With diisobutylaluminium hydride In toluene; benzene at 0℃; for 2h; | 90% |
With diisobutylaluminium hydride In hexane; benzene for 2h; Ambient temperature; | 70% |
4-(2,6,6-trimethyl-1-cyclohexen-1-yl)-3-buten-2-one
2,6,6-trimethylcyclohex-1-enecarbaldehyde
Conditions | Yield |
---|---|
Stage #1: 4-(2,6,6-trimethyl-1-cyclohexen-1-yl)-3-buten-2-one With ozone In methanol at 30 - 40℃; under 4500.45 Torr; Stage #2: In methanol Product distribution / selectivity; Steam distillation; | 80% |
β-carotene
A
2,2,6-trimethylcyclohexan-1-one
B
(E)-β-ionone
C
2,6,6-trimethylcyclohex-1-enecarbaldehyde
Conditions | Yield |
---|---|
With oxygen In ethyl acetate at 80℃; Catalytic behavior; | A n/a B 62% C n/a |
2,2-dimethyl-6-methylenecyclohexane-1-carbaldehyde
2,6,6-trimethylcyclohex-1-enecarbaldehyde
Conditions | Yield |
---|---|
With 1,8-diazabicyclo[5.4.0]undec-7-ene In dichloromethane at 0 - 20℃; Inert atmosphere; | 60% |
5,5-dimethyl-1,4,5,6,7,8-hexahydro-2,3-benzodioxine
A
2,6,6-trimethylcyclohex-1-enecarbaldehyde
B
"iso"-β-cyclocitral
Conditions | Yield |
---|---|
With triphenylphosphine In cyclohexane for 1h; Heating; | A n/a B n/a C 15% |