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CAS No.: | 31823-43-5 |
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Name: | 3-nonenal,(Z)-3-nonenal |
Article Data: | 37 |
Molecular Structure: | |
Formula: | C9H16 O |
Molecular Weight: | 140.225 |
Synonyms: | 3-Nonenal,(Z)- (8CI); (3Z)-Nonenal; cis-3-Nonenal |
Density: | 0.834g/cm3 |
Melting Point: | -28°C (estimate) |
Boiling Point: | 196.5°Cat760mmHg |
Flash Point: | 66.8°C |
PSA: | 17.07000 |
LogP: | 2.71190 |
(Z)-3-nonenal diisopropyl acetal
(Z)-3-nonenal
Conditions | Yield |
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With toluene-4-sulfonic acid In tetrahydrofuran for 0.333333h; Heating; | 99% |
With toluene-4-sulfonic acid In tetrahydrofuran for 0.3h; Heating; | |
With toluene-4-sulfonic acid In tetrahydrofuran; water for 0.166667h; Heating; | |
With toluene-4-sulfonic acid In tetrahydrofuran; water for 0.25h; Heating; | |
With toluene-4-sulfonic acid In tetrahydrofuran Heating; |
(Z)-non-3-en-1-ol
(Z)-3-nonenal
Conditions | Yield |
---|---|
With Dess-Martin periodane In dichloromethane at 20℃; for 1h; Dess-Martin oxidation; | 98% |
With Dess-Martin periodane In dichloromethane at 0 - 20℃; | 97% |
With Dess-Martin periodane In dichloromethane at 0 - 20℃; Inert atmosphere; | 96% |
(2RS,4Z)-4-decen-1,2-diol
(Z)-3-nonenal
Conditions | Yield |
---|---|
With lead(IV) acetate; sodium carbonate In dichloromethane at -40 - -30℃; for 0.333333h; Oxidation; | 98% |
With lead(IV) acetate In dichloromethane at -65℃; for 1.5h; | |
With lead(IV) acetate In dichloromethane 1.) -20 deg C, 15 min, 2.) -20 -> 0 deg C, 15 min; |
1,1-dimethoxy-non-3c-ene
(Z)-3-nonenal
Conditions | Yield |
---|---|
With trifluoroacetic acid In chloroform for 1.5h; | 94.5% |
With acetic acid for 10h; Ambient temperature; | 70% |
With oxalic acid; benzene-1,2-diol In water; acetone at 45 - 50℃; | |
With trifluoroacetic acid In chloroform | |
With water; trifluoroacetic acid In chloroform for 1h; |
(3Z)-3-nonenal diethyl acetal
(Z)-3-nonenal
Conditions | Yield |
---|---|
With oxalic acid In water; acetone at 60℃; for 1h; | 93% |
With water; oxalic acid In acetone for 1h; Heating; | |
With 2,5-bis(1,1-dimethylethyl)-1,4-benzenediol; oxalic acid In water; acetone for 2h; Heating; Yield given; | |
With formic acid In pentane at -40 - 20℃; |
1,1-ethylenedioxy-non-3(Z)-ene
(Z)-3-nonenal
Conditions | Yield |
---|---|
With pyridinium p-toluenesulfonate In acetone for 24h; Ambient temperature; | 90% |
With acetic acid for 24h; Ambient temperature; | 82% |
9(S)-hydroperoxyoctadeca-10Z,12E-dienoic acid
A
azelaic acid semialdehyde
B
(Z)-3-nonenal
Conditions | Yield |
---|---|
With Cs-9/13-hydroperoxidelyase In aq. phosphate buffer pH=6; Enzymatic reaction; | A 73% B n/a |
Conditions | Yield |
---|---|
With pyridinium chlorochromate In dichloromethane for 1h; Ambient temperature; | A 5% B 65.4% |
Conditions | Yield |
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Swern oxidation; |
1-Heptyne
(Z)-3-nonenal
Conditions | Yield |
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Multi-step reaction with 3 steps 1: 63 percent / n-BuLi; HMPA / tetrahydrofuran; hexane / 2 h / Heating 2: 83 percent / quinoline; H2 / Lindlar catalyst / ethanol / 2 h 3: HCOOH / pentane / -40 - 20 °C View Scheme | |
Multi-step reaction with 3 steps 1: 53 percent / n-BuLi / tetrahydrofuran; hexamethylphosphoric acid triamide / 1.) 0 deg C, 4 h; 2.) 27 deg C, 40 h 2: 83 percent / hydrogen / Pd/BaSO4 / methanol / 30 h 3: 93 percent / oxalic acid / acetone; H2O / 1 h / 60 °C View Scheme | |
Multi-step reaction with 3 steps 1: 1) n-butyllithium / 1) THF, hexane, -5 deg C, 1 h, 2) HMPT, a) -5 deg C, 2 h, b) 20 deg C, 18 h 2: 82 percent / NaBH4, H2, Ni(OAc)2 * 4 H2O / ethanol 3: 94.5 percent / 50percent aq. TFA / CHCl3 / 1.5 h View Scheme |