Product Name

  • Name

    9-Decenal

  • EINECS 254-624-5
  • CAS No. 39770-05-3
  • Article Data31
  • CAS DataBase
  • Density 0.829 g/cm3
  • Solubility insoluble in water
  • Melting Point -16°C (estimate)
  • Formula C10H18O
  • Boiling Point 220.2 °C at 760 mmHg
  • Molecular Weight 154.252
  • Flash Point 83.5 °C
  • Transport Information
  • Appearance colorless to pale yellow liquid
  • Safety
  • Risk Codes
  • Molecular Structure Molecular Structure of 39770-05-3 (9-Decenal)
  • Hazard Symbols
  • Synonyms Costenal;
  • PSA 17.07000
  • LogP 3.10200

Synthetic route

9-Decen-1-ol
13019-22-2

9-Decen-1-ol

9-decenal
39770-05-3

9-decenal

Conditions
ConditionsYield
With oxalyl dichloride; dimethyl sulfoxide; triethylamine In dichloromethane at -60 - 20℃; for 0.333333h;100%
With Bu4N In 1,2-dichloro-ethane at 50℃; for 9h;99%
With aluminum oxide; pyridinium chlorochromate In dichloromethane at 20℃; for 3h;97%
2-(oct-7-en-1-yl)oxirane
85721-25-1

2-(oct-7-en-1-yl)oxirane

9-decenal
39770-05-3

9-decenal

Conditions
ConditionsYield
With 2,2,6,6-tetramethylpiperidinyl-lithium In tetrahydrofuran; hexane at 20℃; for 12h;78%
1-[(trimethylsilyl)oxy]-1,10-undecadiene

1-[(trimethylsilyl)oxy]-1,10-undecadiene

A

9-decenal
39770-05-3

9-decenal

B

9,10-epoxydecenal
127087-61-0

9,10-epoxydecenal

C

10,11-epoxyundecanal

10,11-epoxyundecanal

D

2-oxo-10-undecen-1-ol

2-oxo-10-undecen-1-ol

Conditions
ConditionsYield
With tris(cetylpyridinium) 12-tungstophosphate; dihydrogen peroxide In dichloromethane at 20℃; for 16h; oxidative cleavage; Further byproducts given;A 52%
B n/a
C n/a
D n/a
...Expand
10-undecenoic acid
112-38-9

10-undecenoic acid

9-decenal
39770-05-3

9-decenal

Conditions
ConditionsYield
(i) LDA, HMPT, THF, (ii) O2, (iii) Pb(OAc), AcOH; Multistep reaction;
deca-2c,9-dienal
69775-59-3, 104728-47-4, 20659-84-1

deca-2c,9-dienal

9-decenal
39770-05-3

9-decenal

Conditions
ConditionsYield
With lithium amide; ammonia In diethyl ether
10-undecenoic acid
112-38-9

10-undecenoic acid

A

2D-Hydroxyundec-10-en-saeure
34456-31-0

2D-Hydroxyundec-10-en-saeure

B

9-decenal
39770-05-3

9-decenal

Conditions
ConditionsYield
With phosphate buffer; α-oxidase of peas (Pisum sativum); oxygen; Triton X-100 at 4℃; for 22h; Yield given. Yields of byproduct given;
2-(oct-7-en-1-yl)oxirane
85721-25-1

2-(oct-7-en-1-yl)oxirane

A

9-decenal
39770-05-3

9-decenal

B

9-decen-2-one
35194-30-0

9-decen-2-one

Conditions
ConditionsYield
With iron(III) tetraphenylporphyrin triflate In 1,4-dioxane Rearrangement; Heating;A 94 % Spectr.
B 6 % Spectr.
cyclodecanone
1502-06-3

cyclodecanone

9-decenal
39770-05-3

9-decenal

Conditions
ConditionsYield
Photolysis;
deca-2c,9-dien-1-ol
4117-07-1

deca-2c,9-dien-1-ol

9-decenal
39770-05-3

9-decenal

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: MnO2 / diethyl ether
2: LiNH2, liq. NH3 / diethyl ether
View Scheme
9-decenal
39770-05-3

9-decenal

ethyl (triphenylphosphoranylidene)acetate
1099-45-2

ethyl (triphenylphosphoranylidene)acetate

(E)-ethyl dodeca-2,11-dienoate
182280-18-8

(E)-ethyl dodeca-2,11-dienoate

Conditions
ConditionsYield
In benzene for 10h; Heating;95%
In dichloromethane at 20℃; for 12h;80%
9-decenal
39770-05-3

9-decenal

trimethylsulphonium iodide
2181-42-2

trimethylsulphonium iodide

10,11-epoxy-1-undecene
606490-50-0

10,11-epoxy-1-undecene

Conditions
ConditionsYield
With sodium hydride; dimethyl sulfoxide In tetrahydrofuran94%
9-decenal
39770-05-3

9-decenal

(trifluoromethyl)trimethylsilane
81290-20-2

(trifluoromethyl)trimethylsilane

1,1,1-trifluoroundec-10-en-2-ol

1,1,1-trifluoroundec-10-en-2-ol

Conditions
ConditionsYield
Stage #1: 9-decenal; (trifluoromethyl)trimethylsilane In tetrahydrofuran at 0℃; for 0.166667h; Inert atmosphere; Sealed tube;
Stage #2: With tetrabutyl ammonium fluoride In tetrahydrofuran at 0 - 20℃; Inert atmosphere; Sealed tube;
Stage #3: With tetrabutyl ammonium fluoride; water In tetrahydrofuran at 0 - 20℃; Inert atmosphere; Sealed tube;		92%
9-decenal
39770-05-3

9-decenal

<(p-chlorophenyl)sulfinyl>(phenylsulfonyl)methane
133445-41-7

<(p-chlorophenyl)sulfinyl>(phenylsulfonyl)methane

(E)-1-(phenylsulfonyl)-1,11-dodecadien-3-ol
133420-71-0

(E)-1-(phenylsulfonyl)-1,11-dodecadien-3-ol

Conditions
ConditionsYield
With piperidine In acetonitrile for 2h; Ambient temperature;90%
9-decenal
39770-05-3

9-decenal

C14H28O

C14H28O

Conditions
ConditionsYield
With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 1h; Inert atmosphere;89%
Chloroiodomethane
593-71-5

Chloroiodomethane

9-decenal
39770-05-3

9-decenal

bromoacetic acid methyl ester
96-32-2

bromoacetic acid methyl ester

10-cyclopropyl-3-hydroxy-decanoic acid methyl ester

10-cyclopropyl-3-hydroxy-decanoic acid methyl ester

Conditions
ConditionsYield
Stage #1: 9-decenal; bromoacetic acid methyl ester With RhCl(PPh3)3; diethylzinc In 1,2-dichloro-ethane at 0℃; for 0.5h; Reformatsky reaction;
Stage #2: Chloroiodomethane With diethylzinc In 1,2-dichloro-ethane at -15 - 20℃; for 28h;		88%
...Expand
9-decenal
39770-05-3

9-decenal

ethylene glycol
107-21-1

ethylene glycol

2-Non-8-enyl-[1,3]dioxolane
126382-06-7

2-Non-8-enyl-[1,3]dioxolane

Conditions
ConditionsYield
toluene-4-sulfonic acid In benzene at 120℃; for 8h;86%
9-decenal
39770-05-3

9-decenal

acrylic acid methyl ester
292638-85-8

acrylic acid methyl ester

3-hydroxy-2-methylenedodec-11-enoic acid methyl ester
239079-30-2

3-hydroxy-2-methylenedodec-11-enoic acid methyl ester

Conditions
ConditionsYield
With 1,4-diaza-bicyclo[2.2.2]octane Addition; Baylis-Hillman;86%
With 1,4-diaza-bicyclo[2.2.2]octane at 20℃; for 504h; Baylis-Hillman coupling;86%
9-decenal
39770-05-3

9-decenal

9-Decen-1-ol
13019-22-2

9-Decen-1-ol

Conditions
ConditionsYield
With manganese; water; 2,4,6-collidine hydrochloride In tetrahydrofuran at 20℃; chemoselective reaction;84%
9-decenal
39770-05-3

9-decenal

acetylenemagnesium bromide
4301-14-8

acetylenemagnesium bromide

dodec-11-en-1-yn-3-ol
29749-61-9

dodec-11-en-1-yn-3-ol

Conditions
ConditionsYield
In tetrahydrofuran at 0 - 20℃; for 2.5h; Inert atmosphere;83%
9-decenal
39770-05-3

9-decenal

dimethyl zinc(II)
544-97-8

dimethyl zinc(II)

(+)-(S)-10-hydroxyundec-1-ene
213263-50-4

(+)-(S)-10-hydroxyundec-1-ene

Conditions
ConditionsYield
With N,N’-(1R,2R)-cyclohexane-1,2-diylbis(1,1,1-trifluoromethanesulfonamide); titanium(IV) isopropylate In toluene at -25℃; for 4h; Methylation;83%
9-decenal
39770-05-3

9-decenal

methylmagnesium bromide
75-16-1

methylmagnesium bromide

(+/-)-undec-10-en-2-ol
91523-75-0

(+/-)-undec-10-en-2-ol

Conditions
ConditionsYield
In diethyl ether at -23 - 0℃; for 3h;82%
9-decenal
39770-05-3

9-decenal

dimethyl ester of 1H,2H-cyclopropene-3,3-dicarboxylic acid
102127-47-9

dimethyl ester of 1H,2H-cyclopropene-3,3-dicarboxylic acid

diethylamine
109-89-7

diethylamine

C22H37NO4

C22H37NO4

Conditions
ConditionsYield
In 1,2-dichloro-ethane at 130℃; for 4h; Inert atmosphere; Schlenk technique; Sealed tube;82%
...Expand
9-decenal
39770-05-3

9-decenal

A

C10H20O3

C10H20O3

B

decane-1,2,10-triol
91717-85-0

decane-1,2,10-triol

Conditions
ConditionsYield
With Quinuclidine; potassium osmate(VI); disodium hydrogenphosphate; dipotassium peroxodisulfate; potassium hexacyanoferrate(III) In water; tert-butyl alcohol at 20℃; Reagent/catalyst;A 82%
B n/a
methyl magnesium iodide
917-64-6

methyl magnesium iodide

9-decenal
39770-05-3

9-decenal

(+/-)-undec-10-en-2-ol
91523-75-0

(+/-)-undec-10-en-2-ol

Conditions
ConditionsYield
In diethyl ether80%
9-decenal
39770-05-3

9-decenal

(4R)-phenyl-2-oxazolidinone
90319-52-1

(4R)-phenyl-2-oxazolidinone

Benzenesulfinic acid
618-41-7

Benzenesulfinic acid

(4R)-3-[1-(phenylsulfonyl)dec-9-enyl]-4-phenyloxazolidin-2-one

(4R)-3-[1-(phenylsulfonyl)dec-9-enyl]-4-phenyloxazolidin-2-one

Conditions
ConditionsYield
With magnesium sulfate In dichloromethane at 20℃; for 36h;78%
...Expand
formaldehyd
50-00-0

formaldehyd

9-decenal
39770-05-3

9-decenal

2-methylenedec-9-enal

2-methylenedec-9-enal

Conditions
ConditionsYield
With diethyl amine hydrochloride In 1,2-dichloro-ethane at 70℃;78%
With pyrrolidine In dichloromethane; water at 45℃; for 0.75h;39%
9-decenal
39770-05-3

9-decenal

methyllithium
917-54-4

methyllithium

(+/-)-undec-10-en-2-ol
91523-75-0

(+/-)-undec-10-en-2-ol

Conditions
ConditionsYield
In diethyl ether at -78 - 20℃;77%
9-decenal
39770-05-3

9-decenal

benzaldehyde N-boc imine
150884-50-7

benzaldehyde N-boc imine

tert-butyl (1S,2S)-2-formyl-1-phenyldec-9-enylcarbamate
1374758-35-6

tert-butyl (1S,2S)-2-formyl-1-phenyldec-9-enylcarbamate

Conditions
ConditionsYield
With L-proline Mannich reaction;76%
9-decenal
39770-05-3

9-decenal

A

9-oxodecanal
36218-85-6

9-oxodecanal

B

(E)-9-Oxo-dec-2-enal

(E)-9-Oxo-dec-2-enal

Conditions
ConditionsYield
With tri(p-bromophenyl)amine; palladium dichloride In water; acetonitrile Ambient temperature; electrochemical oxidation, 0.5 M Et4NOTs-(Pt)-(Pt) system;A 74%
B 4%
With palladium diacetate; tri(p-bromophenyl)amine In water; acetonitrile Ambient temperature; electrochemical oxidation, 0.5 M Et4NOTs-(Pt)-(Pt) system;A 46%
B 22%
1-(methylsulfonyl)-4-phenyl-1H-1,2,3-triazole
1135539-10-4

1-(methylsulfonyl)-4-phenyl-1H-1,2,3-triazole

9-decenal
39770-05-3

9-decenal

(R)-(+)-2-(dec-9-enyl)-3-(methylsulfonyl)-5-phenyl-2,3-dihydrooxazole
1451217-92-7

(R)-(+)-2-(dec-9-enyl)-3-(methylsulfonyl)-5-phenyl-2,3-dihydrooxazole

Conditions
ConditionsYield
With tetrakis[μ-(αS)-α-(1,1-dimethylethyl)-2,3-dihydro-1H-naphtho[1,8-cd]pyridine-2-acetato-κO:.kappaO']dirhodium(II)(Rh-Rh) In chloroform at 20℃; Inert atmosphere; Sealed tube; enantioselective reaction;74%
trimetylsilylketene
4071-85-6

trimetylsilylketene

9-decenal
39770-05-3

9-decenal

(1R,2R)-2-[(diphenyl)-hydroxymethyl] cyclohexan-1-ol
214853-77-7

(1R,2R)-2-[(diphenyl)-hydroxymethyl] cyclohexan-1-ol

Et2AlCl

Et2AlCl

4-(8-nonenyl)oxetan-2-one

4-(8-nonenyl)oxetan-2-one

Conditions
ConditionsYield
Stage #1: (1R,2R)-2-[(diphenyl)-hydroxymethyl] cyclohexan-1-ol; Et2AlCl In toluene Metallation;
Stage #2: trimetylsilylketene; 9-decenal Cycloaddition;
Stage #3: Desilylation;		71%
...Expand
9-decenal
39770-05-3

9-decenal

C10H19(2)HO
1246855-71-9

C10H19(2)HO

Conditions
ConditionsYield
With manganese; 2,4,6-collidine deuterochloride; water-d2 In tetrahydrofuran at 20℃; chemoselective reaction;71%
9-decenal
39770-05-3

9-decenal

10-iodo-1-decene
213207-73-9

10-iodo-1-decene

nonadeca-1,18-dien-10-ol
1351586-51-0

nonadeca-1,18-dien-10-ol

Conditions
ConditionsYield
Stage #1: 10-iodo-1-decene With tert.-butyl lithium In diethyl ether; pentane at -78 - 20℃; for 1h; Inert atmosphere;
Stage #2: 9-decenal In diethyl ether; pentane at -78 - 20℃; for 1h; Inert atmosphere;		71%
9-decenal
39770-05-3

9-decenal

10-azidodecanal

10-azidodecanal

Conditions
ConditionsYield
With 1-hydroxy-1,2-benzodioxol-3-(1H)-one; trimethylsilylazide; trifluoroacetic acid In dichloromethane; water at 0 - 22℃; Inert atmosphere;71%
With 1-hydroxy-1,2-benzodioxol-3-(1H)-one; trimethylsilylazide; water; trifluoroacetic acid In dichloromethane at 22℃; for 3h; Inert atmosphere;71%
9-decenal
39770-05-3

9-decenal

1-(phenylsulfinyl)propan-2-one
33840-74-3

1-(phenylsulfinyl)propan-2-one

(E)-5-hydroxy-3,12-tridecadien-2-one

(E)-5-hydroxy-3,12-tridecadien-2-one

Conditions
ConditionsYield
With acetic acid; diethylamine In acetonitrile at 60℃; for 2h;69%
9-decenal
39770-05-3

9-decenal

benzenesulfinyl-acetonitrile
17665-58-6

benzenesulfinyl-acetonitrile

(E)-4-hydroxydodeca-2,11-dienenitrile

(E)-4-hydroxydodeca-2,11-dienenitrile

Conditions
ConditionsYield
With piperidine In benzene at 20℃; for 2h;66%

9-Decenal Specification

The 9-Decenal has the CAS registry number 39770-05-3. Its EINECS registry number is 254-624-5. This chemical's molecular formula is C10H18O and molecular weight is 154.2493. Its systematic name is called dec-9-enal.

Physical properties of 9-Decenal: (1)ACD/LogP: 3.58; (2)ACD/LogD (pH 5.5): 3.58; (3)ACD/LogD (pH 7.4): 3.58; (4)ACD/BCF (pH 5.5): 311.94; (5)ACD/BCF (pH 7.4): 311.94; (6)ACD/KOC (pH 5.5): 2122.57; (7)ACD/KOC (pH 7.4): 2122.57; (8)#H bond acceptors: 1; (9)#Freely Rotating Bonds: 8; (10)Index of Refraction: 1.432; (11)Molar Refractivity: 48.28 cm3; (12)Molar Volume: 186 cm3; (13)Surface Tension: 27.9 dyne/cm; (14)Density: 0.829 g/cm3; (15)Flash Point: 83.5 °C; (16)Enthalpy of Vaporization: 45.66 kJ/mol; (17)Boiling Point: 220.2 °C at 760 mmHg; (18)Vapour Pressure: 0.115 mmHg at 25°C.

Preparation of 9-Decenal: this chemical can be prepared by dec-9-en-1-ol. This reaction is a kind of Swern oxidation. It will need reagents oxalyl chloride, DMSO and solvent CH2Cl2. The reaction time is 4 hours with reaction temperature of -78 °C.

9-Decenal can be prepared by dec-9-en-1-ol

Uses of 9-Decenal: it can be used to produce 2-non-8-enyl-[1,3]dioxolane with ethane-1,2-diol at temperature of 120 °C. This reaction will need catalyst p-toluenesulphonic acid and solvent benzene with reaction time of 8 hours. The yield is about 86%.

9-Decenal can be used to produce 2-non-8-enyl-[1,3]dioxolane with ethane-1,2-diol

You can still convert the following datas into molecular structure:
(1)SMILES: O=CCCCCCCC\C=C
(2)InChI: InChI=1/C10H18O/c1-2-3-4-5-6-7-8-9-10-11/h2,10H,1,3-9H2
(3)InChIKey: AKMSQWLDTSOVME-UHFFFAOYAZ

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