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39770-05-3

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39770-05-3 Usage

Occurrence

Reported found in coriander leaf.

Uses

Costenal is an intermediate in the synthesis of 2-Hydroxydecanedioic Acid (H939450), a biomarker to detect?peroxisomal disorders (neonatal adrenoleukodystrophy or Zellweger syndrome) in the urines of children. 2-Hydroxydecanedioic Acid is an oxidation product of sebaic acid (S211410), a urinary metabolite that has been identified as an anti-fatigue biomarker.

Check Digit Verification of cas no

The CAS Registry Mumber 39770-05-3 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 3,9,7,7 and 0 respectively; the second part has 2 digits, 0 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 39770-05:
(7*3)+(6*9)+(5*7)+(4*7)+(3*0)+(2*0)+(1*5)=143
143 % 10 = 3
So 39770-05-3 is a valid CAS Registry Number.
InChI:InChI=1/C10H18O/c1-2-3-4-5-6-7-8-9-10-11/h2,10H,1,3-9H2

39770-05-3SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name dec-9-enal

1.2 Other means of identification

Product number -
Other names 9-Decenal

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Food additives -> Flavoring Agents
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:39770-05-3 SDS

39770-05-3Synthetic 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
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;
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%
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%
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%
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%
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%

39770-05-3Relevant articles and documents

2D NMR Nutation Analysis of Non-Thermal Polarization of Coupled Multi-Spin Systems

Ivanov,Miesel,Vieth,Yurkovskaya,Sagdeev

, p. 1641 - 1659 (2003)

A new, convenient method of analyzing the spin polarization of a non-equilibrium system of N coupled nuclei is described and applied to photo-reactions exhibiting chemically induced dynamic nuclear polarization (CIDNP). It is based on the Fourier analysis of the variation of NMR line intensities as a function of the radio frequency excitation pulse length. A relationship between the spectral components at various harmonic order and the alignment in the spin multiplet is established. In application to the Norrish type I photolysis of cyclodecanone we demonstrate that at low magnetic field the rate determining step in the reaction kinetics depends on the mutual orientation of at least four pairs of non-equivalent spins.

The Effects of Material Properties on the Activity of Sol-Gel Entrapped Perruthenate under Supercritical Conditions

Ciriminna, Rosaria,Campestrini, Sandro,Pagliaro, Mario

, p. 1261 - 1267 (2003)

Silica gels organically modified and doped with the ruthenium species tetra-n-propylammonium perruthenate (TPAP) are leach-proof, selective catalysts for the aerobic oxidation of alcohols to carbonyl compounds with dioxygen at low pressure in compressed carbon dioxide. The catalytic sol-gels are recyclable and the correlation between the reactivity of the materials and their surface polarity and textural properties suggests valuable information on the chemical behaviour of sol-gel entrapped silica catalysts in oxidation catalysis which is of relevant interest considering the importance of heterogeneous oxidative dehydrogenation of alcohols in fine chemistry. An explanation of the structure-activity relationship is proposed to provide guidelines for the further development of efficient solid oxidation catalysts for conversions in supercritical carbon dioxide.

Straightforward Synthesis of Fluorinated Enals via Photocatalytic α-Perfluoroalkenylation of Aldehydes

Wulkesch, Christian,Czekelius, Constantin

, p. 7425 - 7438 (2021/06/21)

(Per)fluorinated substances represent an important compound class with regard to drug design and material chemistry. We found a mild, operationally simple, and inexpensive photocatalytic perfluoroalkenylation reaction giving tetrasubstituted, highly electron-deficient enals straight from aldehydes. This one-step reaction tolerates various functional groups and can be applied to a wide range of substrates giving the products in yields of 52-84%.

One-pot, two-step synthesis of unnatural α-amino acids involving the exhaustive aerobic oxidation of 1,2-diols

Inada, Haruki,Furukawa, Keisuke,Shibuya, Masatoshi,Yamamoto, Yoshihiko

supporting information, p. 15105 - 15108 (2019/12/26)

Herein, we report the nor-AZADO-catalyzed exhaustive aerobic oxidations of 1,2-diols to α-keto acids. Combining oxidation with transamination using dl-2-phenylglycine led to the synthesis of free α-amino acids (AAs) in one pot. This method enables the rapid and flexible preparation of a variety of valuable unnatural AAs, such as fluorescent AAs, photoactivatable AAs, and other functional AAs for bioorthogonal reactions.

Copper(i)-catalysed stereoselective debromoborylation of aliphatic 1,1-dibromo-1-alkenes with bis(pinacolato)diboron

Pang, Yadong,Kojima, Ryoto,Ito, Hajime

supporting information, p. 6187 - 6190 (2018/09/10)

A stereoselective debromoborylation of aliphatic 1,1-dibromo-1-alkenes to prepare (Z)-1-bromo-1-alkenylboronate esters using copper(i) catalysts was developed. The debromoborylation of various aliphatic 1,1-dibromo-1-alkenes in the presence of a copper(i) catalyst and bis(pinacolato)diboron proceeded smoothly to produce (Z)-1-bromo-1-alkenylboronate esters in good yields with only Z geometry.

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