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31823-43-5

Basic Information
CAS No.: 31823-43-5
Name: 3-nonenal,(Z)-3-nonenal
Article Data: 37
Molecular Structure:
Molecular Structure of 31823-43-5 (3-nonenal,(Z)-3-nonenal)
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
Synthetic route
120018-49-7

(Z)-3-nonenal diisopropyl acetal

31823-43-5

(Z)-3-nonenal

Conditions
ConditionsYield
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;
10340-23-5

(Z)-non-3-en-1-ol

31823-43-5

(Z)-3-nonenal

Conditions
ConditionsYield
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%
89616-41-1

(2RS,4Z)-4-decen-1,2-diol

31823-43-5

(Z)-3-nonenal

Conditions
ConditionsYield
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;
103229-70-5

1,1-dimethoxy-non-3c-ene

31823-43-5

(Z)-3-nonenal

Conditions
ConditionsYield
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;
89682-47-3

(3Z)-3-nonenal diethyl acetal

31823-43-5

(Z)-3-nonenal

Conditions
ConditionsYield
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℃;
77953-94-7

1,1-ethylenedioxy-non-3(Z)-ene

31823-43-5

(Z)-3-nonenal

Conditions
ConditionsYield
With pyridinium p-toluenesulfonate In acetone for 24h; Ambient temperature;90%
With acetic acid for 24h; Ambient temperature;82%
Conditions
ConditionsYield
With Cs-9/13-hydroperoxidelyase In aq. phosphate buffer pH=6; Enzymatic reaction;A 73%
B n/a
10340-23-5

(Z)-non-3-en-1-ol

B

31823-43-5

(Z)-3-nonenal

Conditions
ConditionsYield
With pyridinium chlorochromate In dichloromethane for 1h; Ambient temperature;A 5%
B 65.4%
10340-23-5

(Z)-non-3-en-1-ol

A

18829-56-6

(E)-2-Nonenal

B

31823-43-5

(Z)-3-nonenal

Conditions
ConditionsYield
Swern oxidation;
628-71-7

1-Heptyne

31823-43-5

(Z)-3-nonenal

Conditions
ConditionsYield
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
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