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501-24-6

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501-24-6 Usage

Chemical Properties

slightly brown to pink-brown crystalline chunks

Uses

3-Pentadecylphenol may be used as a reference standard for the analysis of 3-pentadecylphenol as a bioactive compound in Aplotaxis auriculata rhizome by gas chromatography-mass spectrometry (GC-MS). It has been reported to have been used as a reference standard for the determination of 3-pentadecylphenol in Sakhalin-Ainu as well as Ryukyu lacquerwares and in Japanese ancient lacquerwares excavated from Jomon period ruins by pyrolysis GC-MS.

General Description

3-Pentadecylphenol is classified under the amphiphilic phenolic lipids group of chemicals.

Check Digit Verification of cas no

The CAS Registry Mumber 501-24-6 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 5,0 and 1 respectively; the second part has 2 digits, 2 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 501-24:
(5*5)+(4*0)+(3*1)+(2*2)+(1*4)=36
36 % 10 = 6
So 501-24-6 is a valid CAS Registry Number.
InChI:InChI=1/C21H36O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-16-20-17-15-18-21(22)19-20/h15,17-19,22H,2-14,16H2,1H3

501-24-6 Well-known Company Product Price

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  • Sigma-Aldrich

  • (04016)  3-Pentadecylphenol  analytical standard

  • 501-24-6

  • 04016-50MG

  • 1,909.44CNY

  • Detail

501-24-6SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name 3-N-PENTADECYLPHENOL

1.2 Other means of identification

Product number -
Other names Cyclogallipharaol

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
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:501-24-6 SDS

501-24-6Synthetic route

dimethyl amine
124-40-3

dimethyl amine

cardanol

cardanol

A

3-n-Pentadecylphenol
501-24-6

3-n-Pentadecylphenol

B

N,N-dimethyl-3-pentadecylcyclohexan-1-amine oxide

N,N-dimethyl-3-pentadecylcyclohexan-1-amine oxide

Conditions
ConditionsYield
Stage #1: dimethyl amine; cardanol With palladium 10% on activated carbon; hydrogen In water at 100℃; under 7500.75 Torr; for 15h; Autoclave;
Stage #2: With dihydrogen peroxide In water at 0 - 30℃;
A n/a
B 71%
quinoline
91-22-5

quinoline

2-hydroxy-5-pentadecyl-isophthalic acid

2-hydroxy-5-pentadecyl-isophthalic acid

3-n-Pentadecylphenol
501-24-6

3-n-Pentadecylphenol

Conditions
ConditionsYield
at 180 - 240℃;
at 180 - 240℃;
3-[(Z)-8-pentadecenyl]phenol
501-26-8

3-[(Z)-8-pentadecenyl]phenol

3-n-Pentadecylphenol
501-24-6

3-n-Pentadecylphenol

Conditions
ConditionsYield
Hydrogenation;
With platinum Hydrogenation;
Methyl 3-n-pentadecylphenyl ether
15071-57-5

Methyl 3-n-pentadecylphenyl ether

3-n-Pentadecylphenol
501-24-6

3-n-Pentadecylphenol

Conditions
ConditionsYield
With phosphorus; hydrogen iodide at 150 - 180℃;
With boron tribromide In chloroform
6-Pentadecylsalicylic Acid
16611-84-0

6-Pentadecylsalicylic Acid

3-n-Pentadecylphenol
501-24-6

3-n-Pentadecylphenol

Conditions
ConditionsYield
at 200 - 220℃;
6-Pentadecylsalicylic Acid
16611-84-0

6-Pentadecylsalicylic Acid

A

3-n-Pentadecylphenol
501-24-6

3-n-Pentadecylphenol

B

2-hydroxy-6-pentadecyl-benzoic acid-(3-pentadecyl-phenyl ester)

2-hydroxy-6-pentadecyl-benzoic acid-(3-pentadecyl-phenyl ester)

Conditions
ConditionsYield
Erhitzen unter Stickstoff auf 235grad;
at 235℃; unter Stickstoff;
3-[8(Z),11(Z)-pentadecadienyl] phenol
51546-63-5

3-[8(Z),11(Z)-pentadecadienyl] phenol

3-n-Pentadecylphenol
501-24-6

3-n-Pentadecylphenol

Conditions
ConditionsYield
With hydrogen; nickel
1-(3-benzyloxy-phenyl)-pentadecan-1-ol
855748-60-6

1-(3-benzyloxy-phenyl)-pentadecan-1-ol

3-n-Pentadecylphenol
501-24-6

3-n-Pentadecylphenol

Conditions
ConditionsYield
With sulfuric acid; hydrogen; palladium on activated charcoal In ethyl acetate Yield given;
cardanol

cardanol

3-n-Pentadecylphenol
501-24-6

3-n-Pentadecylphenol

Conditions
ConditionsYield
With ethanol; palladium Hydrogenation;
With ethyl acetate; platinum Hydrogenation;
With hydrogen; palladium on activated charcoal under 1838.77 Torr; for 2h;
1-Bromotetradecane
112-71-0

1-Bromotetradecane

sodium-compound of (+-)-2-oxo-tetrahydro-furan-3-carboxylic acid ethyl ester

sodium-compound of (+-)-2-oxo-tetrahydro-furan-3-carboxylic acid ethyl ester

3-n-Pentadecylphenol
501-24-6

3-n-Pentadecylphenol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: Mg / tetrahydrofuran / 3 h / Ambient temperature
2: H2, cc. sulfuric acid / 5percent Pd-C / ethyl acetate
View Scheme
3-Benzyloxybenzaldehyde
1700-37-4

3-Benzyloxybenzaldehyde

3-n-Pentadecylphenol
501-24-6

3-n-Pentadecylphenol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: Mg / tetrahydrofuran / 3 h / Ambient temperature
2: H2, cc. sulfuric acid / 5percent Pd-C / ethyl acetate
View Scheme
(+/-)-1-hydroxy-1-(3-methoxy-phenyl)-pentadecane
720678-60-4

(+/-)-1-hydroxy-1-(3-methoxy-phenyl)-pentadecane

3-n-Pentadecylphenol
501-24-6

3-n-Pentadecylphenol

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: KHSO4 / 200 °C
2: platinum; glacial acetic acid / Hydrogenation
3: aqueous HI; red phosphorus / 150 - 180 °C
View Scheme
1-methoxy-3-(pentadec-(1E)-en-1-yl)benzene

1-methoxy-3-(pentadec-(1E)-en-1-yl)benzene

3-n-Pentadecylphenol
501-24-6

3-n-Pentadecylphenol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: platinum; glacial acetic acid / Hydrogenation
2: aqueous HI; red phosphorus / 150 - 180 °C
View Scheme
tetradecylmagnesium bromide
88303-25-7

tetradecylmagnesium bromide

3-n-Pentadecylphenol
501-24-6

3-n-Pentadecylphenol

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: diethyl ether
2: KHSO4 / 200 °C
3: platinum; glacial acetic acid / Hydrogenation
4: aqueous HI; red phosphorus / 150 - 180 °C
View Scheme
3-methoxy-benzaldehyde
591-31-1

3-methoxy-benzaldehyde

3-n-Pentadecylphenol
501-24-6

3-n-Pentadecylphenol

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: diethyl ether
2: KHSO4 / 200 °C
3: platinum; glacial acetic acid / Hydrogenation
4: aqueous HI; red phosphorus / 150 - 180 °C
View Scheme
3-methoxyphenyl bromide
2398-37-0

3-methoxyphenyl bromide

pentadecyl bromide
629-72-1

pentadecyl bromide

3-n-Pentadecylphenol
501-24-6

3-n-Pentadecylphenol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: iodine; magnesium / tetrahydrofuran
2: boron tribromide / chloroform
View Scheme
3-[(8E)-8-pentadecen-1-yl]phenol

3-[(8E)-8-pentadecen-1-yl]phenol

3-n-Pentadecylphenol
501-24-6

3-n-Pentadecylphenol

Conditions
ConditionsYield
With hydrogen
3-[(Z)-8-pentadecenyl]phenol
501-26-8

3-[(Z)-8-pentadecenyl]phenol

3-[8(Z),11(Z)-pentadecadienyl] phenol
51546-63-5

3-[8(Z),11(Z)-pentadecadienyl] phenol

3-[(8Z,11Z)-8,11,14-pentadecatrien-1-yl]phenol
79353-39-2

3-[(8Z,11Z)-8,11,14-pentadecatrien-1-yl]phenol

3-n-Pentadecylphenol
501-24-6

3-n-Pentadecylphenol

Conditions
ConditionsYield
With 5%-palladium/activated carbon; hydrogen In hexane at 25℃; under 18751.9 Torr;
dibutylamine
111-92-2

dibutylamine

cardanol

cardanol

A

3-n-Pentadecylphenol
501-24-6

3-n-Pentadecylphenol

B

N,N-dibutyl-3-pentadecylcyclohexylamine

N,N-dibutyl-3-pentadecylcyclohexylamine

Conditions
ConditionsYield
With hafnium tetrakis(trifluoromethanesulfonate); palladium on activated charcoal; hydrogen In para-xylene at 100℃; under 7500.75 Torr; for 15h;A 91 %Chromat.
B 7 %Chromat.
With palladium on activated charcoal; hydrogen In water at 100℃; under 7500.75 Torr; for 15h;A 10 %Chromat.
B 90 %Chromat.
dibutylamine
111-92-2

dibutylamine

cardanol

cardanol

A

3-pentadecylcyclohexanone
1589-19-1

3-pentadecylcyclohexanone

B

3-n-Pentadecylphenol
501-24-6

3-n-Pentadecylphenol

C

N,N-dibutyl-3-pentadecylcyclohexylamine

N,N-dibutyl-3-pentadecylcyclohexylamine

Conditions
ConditionsYield
With palladium on activated charcoal; hydrogen In cyclohexane at 100℃; under 7500.75 Torr; for 15h;A 8 %Chromat.
B 69 %Chromat.
C 15 %Chromat.
With palladium on activated charcoal; hydrogen In water at 100℃; under 750.075 Torr; for 15h;A 12 %Chromat.
B 7 %Chromat.
C 61 %Chromat.
3-Δ8-pentadecenylphenol
52302-99-5, 501-26-8

3-Δ8-pentadecenylphenol

3-n-Pentadecylphenol
501-24-6

3-n-Pentadecylphenol

Conditions
ConditionsYield
With palladium on activated charcoal; hydrogen In ethyl acetate
3-n-Pentadecylphenol
501-24-6

3-n-Pentadecylphenol

3-pentadecylcyclohexanol
1589-20-4

3-pentadecylcyclohexanol

Conditions
ConditionsYield
With hydrogen; Ru/C In isopropyl alcohol at 140℃; under 31029.7 Torr; for 25h;99%
3-n-Pentadecylphenol
501-24-6

3-n-Pentadecylphenol

3-pentadecyl phenol potassium salt

3-pentadecyl phenol potassium salt

Conditions
ConditionsYield
With potassium hydroxide; N,N-dimethyl acetamide In toluene for 7h; Heating / reflux;99%
With potassium hydroxide In N,N-dimethyl acetamide; toluene for 7h; Heating / reflux;99%
With potassium hydroxide In N,N-dimethyl acetamide; toluene for 7h; Dean-Stark; Reflux;
phthalimidesulfenyl chloride
54974-07-1

phthalimidesulfenyl chloride

3-n-Pentadecylphenol
501-24-6

3-n-Pentadecylphenol

C29H39NO3S
1282616-19-6

C29H39NO3S

Conditions
ConditionsYield
In chloroform at 0 - 20℃;99%
In chloroform at 0 - 20℃;82%
tert-butyl methyl ether
1634-04-4

tert-butyl methyl ether

3-n-Pentadecylphenol
501-24-6

3-n-Pentadecylphenol

2-tert-butyl-5-n-pentadecylphenol
32360-03-5

2-tert-butyl-5-n-pentadecylphenol

Conditions
ConditionsYield
tin(IV) chloride In dichloromethane for 16h; Ambient temperature;98%
3-n-Pentadecylphenol
501-24-6

3-n-Pentadecylphenol

2-Fluorobenzoyl chloride
393-52-2

2-Fluorobenzoyl chloride

3-pentadecylphenyl-2-fluorobenzoate

3-pentadecylphenyl-2-fluorobenzoate

Conditions
ConditionsYield
With dmap; triethylamine In 2-methyltetrahydrofuran at 0 - 20℃; for 2h;98%
With 2-methyltetrahydrofuran; dmap; triethylamine at 0 - 20℃;98%
3-n-Pentadecylphenol
501-24-6

3-n-Pentadecylphenol

acetic anhydride
108-24-7

acetic anhydride

3-pentadecylphenyl acetate
52122-74-4

3-pentadecylphenyl acetate

Conditions
ConditionsYield
With pyridine In dichloromethane at 20℃; for 42h;97%
With pyridine
With sulfuric acid; benzene
With pyridine at 25℃; for 4h; Acetylation;
3-n-Pentadecylphenol
501-24-6

3-n-Pentadecylphenol

benzoyl chloride
98-88-4

benzoyl chloride

3-pentadecylphenyl benzoate
86011-65-6

3-pentadecylphenyl benzoate

Conditions
ConditionsYield
With pyridine; dmap In dichloromethane at 20℃; for 0.5h;97%
With dmap; triethylamine In 2-methyltetrahydrofuran at 0 - 20℃; for 2h;95%
Stage #1: 3-n-Pentadecylphenol With 2-methyltetrahydrofuran; dmap; triethylamine at 0℃;
Stage #2: benzoyl chloride With 2-methyltetrahydrofuran at 20℃; for 2h;
89%
3-n-Pentadecylphenol
501-24-6

3-n-Pentadecylphenol

dimethyl sulfate
77-78-1

dimethyl sulfate

Methyl 3-n-pentadecylphenyl ether
15071-57-5

Methyl 3-n-pentadecylphenyl ether

Conditions
ConditionsYield
With sodium hydroxide; Aliquat 336 In dichloromethane; water at 20℃; for 0.5h;97%
With potassium hydroxide
3-n-Pentadecylphenol
501-24-6

3-n-Pentadecylphenol

methyl iodide
74-88-4

methyl iodide

Methyl 3-n-pentadecylphenyl ether
15071-57-5

Methyl 3-n-pentadecylphenyl ether

Conditions
ConditionsYield
With potassium hydroxide In dimethyl sulfoxide at 20℃; for 6h;97%
With sodium hydroxide In dimethyl sulfoxide at 20℃; for 6h;97%
With sodium hydroxide In dimethylsulfoxide-d6 at 20℃; for 6h;97%
With potassium carbonate In N,N-dimethyl-formamide at 25℃; for 12h; Methylation;
3-n-Pentadecylphenol
501-24-6

3-n-Pentadecylphenol

2,4,6-Trichloro-3-pentadecylphenol
111254-03-6

2,4,6-Trichloro-3-pentadecylphenol

Conditions
ConditionsYield
With iodine; chlorine In Petroleum ether 1.) 10-11 deg C, 30 min, 2.) 30 deg C, 30 min;96%
3-n-Pentadecylphenol
501-24-6

3-n-Pentadecylphenol

acetyl chloride
75-36-5

acetyl chloride

3-pentadecylphenyl acetate
52122-74-4

3-pentadecylphenyl acetate

Conditions
ConditionsYield
With dmap; triethylamine In 2-methyltetrahydrofuran at 0 - 20℃; for 2h;96%
With 2-methyltetrahydrofuran; dmap; triethylamine at 0 - 20℃; for 2h;93%
3-n-Pentadecylphenol
501-24-6

3-n-Pentadecylphenol

phosphoric acid O,O'-bis-(3-pentadecyl-phenyl) ester

phosphoric acid O,O'-bis-(3-pentadecyl-phenyl) ester

Conditions
ConditionsYield
With trichlorophosphate at 140℃;95%
3-n-Pentadecylphenol
501-24-6

3-n-Pentadecylphenol

thiophosphoric acid O,O'-bis-(3-pentadecyl-phenyl) ester

thiophosphoric acid O,O'-bis-(3-pentadecyl-phenyl) ester

Conditions
ConditionsYield
With trichlorothiophosphine at 140℃;95%
formaldehyd
50-00-0

formaldehyd

3-n-Pentadecylphenol
501-24-6

3-n-Pentadecylphenol

dimethyl amine
124-40-3

dimethyl amine

2-dimethylaminomethyl-5-n-pentadecylphenol
95809-00-0

2-dimethylaminomethyl-5-n-pentadecylphenol

Conditions
ConditionsYield
In methanol; water at 70℃; for 2.5h;94%
In methanol; water for 2.5h; Mannich reaction; Heating;
3-n-Pentadecylphenol
501-24-6

3-n-Pentadecylphenol

N-trifluoroacetoxy succinimide
51599-76-9

N-trifluoroacetoxy succinimide

3-Pentadecylphenyl trifluoroacetate

3-Pentadecylphenyl trifluoroacetate

Conditions
ConditionsYield
In tetrahydrofuran for 12h; Heating;92%
formaldehyd
50-00-0

formaldehyd

3-n-Pentadecylphenol
501-24-6

3-n-Pentadecylphenol

2-hydroxy-4-n-pentadecylbenzaldehyde
40188-88-3

2-hydroxy-4-n-pentadecylbenzaldehyde

Conditions
ConditionsYield
With triethylamine; magnesium chloride In acetonitrile Reflux;92%
With triethylamine; magnesium chloride In acetonitrile for 15h; Reflux;92%
With triethylamine; magnesium chloride In acetonitrile Reflux;92%
formaldehyd
50-00-0

formaldehyd

3-n-Pentadecylphenol
501-24-6

3-n-Pentadecylphenol

1,4,10,13-tetraoxa-7,16-diazacyclooctadecane
23978-55-4

1,4,10,13-tetraoxa-7,16-diazacyclooctadecane

7,16-bis(2-hydroxy-4-pentadecylbenzyl)-1,4,10,13-tetraoxa-7,16-diazacyclooctadecane

7,16-bis(2-hydroxy-4-pentadecylbenzyl)-1,4,10,13-tetraoxa-7,16-diazacyclooctadecane

Conditions
ConditionsYield
In methanol Heating;90%
3-n-Pentadecylphenol
501-24-6

3-n-Pentadecylphenol

1-(but-2-enyloxy)-3-n-pentadecylbenzene

1-(but-2-enyloxy)-3-n-pentadecylbenzene

Conditions
ConditionsYield
With potassium carbonate In acetone Heating;90%
3-n-Pentadecylphenol
501-24-6

3-n-Pentadecylphenol

ethylene dibromide
106-93-4

ethylene dibromide

1-(2-bromoethoxy)-3-pentadecyl-benzene
96264-02-7

1-(2-bromoethoxy)-3-pentadecyl-benzene

Conditions
ConditionsYield
With potassium hydroxide at 70℃; for 6h;90%
With potassium hydroxide at 70℃; for 6h;
formaldehyd
50-00-0

formaldehyd

3-n-Pentadecylphenol
501-24-6

3-n-Pentadecylphenol

aniline
62-53-3

aniline

3-phenyl-7-pentadecyl-3,4-dihydro-2H-1,3-benzoxazine

3-phenyl-7-pentadecyl-3,4-dihydro-2H-1,3-benzoxazine

Conditions
ConditionsYield
In water at 60 - 70℃; Mannich Aminomethylation; Green chemistry;88%
In neat (no solvent) at 70 - 100℃; for 3h;
4-Nitrophthalonitrile
31643-49-9

4-Nitrophthalonitrile

3-n-Pentadecylphenol
501-24-6

3-n-Pentadecylphenol

4-(3-pentadecylphenoxy)phthalonitrile

4-(3-pentadecylphenoxy)phthalonitrile

Conditions
ConditionsYield
Stage #1: 3-n-Pentadecylphenol With potassium carbonate In 1-methyl-pyrrolidin-2-one at 90℃; for 1h;
Stage #2: 4-Nitrophthalonitrile at 90℃; for 4h;
87.6%
With potassium carbonate In water; dimethyl sulfoxide
With potassium carbonate In water; dimethyl sulfoxide
With potassium carbonate In water; dimethyl sulfoxide
3-n-Pentadecylphenol
501-24-6

3-n-Pentadecylphenol

Cinnamyl bromide
4392-24-9

Cinnamyl bromide

1-n-pentadecyl-3-(3-phenylallyloxy)benzene

1-n-pentadecyl-3-(3-phenylallyloxy)benzene

Conditions
ConditionsYield
With potassium carbonate In acetone Heating;87%
3-n-Pentadecylphenol
501-24-6

3-n-Pentadecylphenol

acryloyl chloride
814-68-6

acryloyl chloride

3-pentadecylphenyl acrylate
119080-22-7

3-pentadecylphenyl acrylate

Conditions
ConditionsYield
With triethylamine In toluene at 0 - 5℃; for 12h;87%
formic acid
64-18-6

formic acid

3-n-Pentadecylphenol
501-24-6

3-n-Pentadecylphenol

diethylamine
109-89-7

diethylamine

2-diethylaminomethyl-5-n-pentadecylphenol

2-diethylaminomethyl-5-n-pentadecylphenol

Conditions
ConditionsYield
In water; isopropyl alcohol at 40℃; for 18h;86.5%
3-n-Pentadecylphenol
501-24-6

3-n-Pentadecylphenol

3-n-pentadecyl-2,4,6-trinitrophenol

3-n-pentadecyl-2,4,6-trinitrophenol

Conditions
ConditionsYield
With nitric acid In methanol at 20℃; for 0.5h;86%
formic acid
64-18-6

formic acid

3-n-Pentadecylphenol
501-24-6

3-n-Pentadecylphenol

dimethyl amine
124-40-3

dimethyl amine

2-dimethylaminomethyl-5-n-pentadecylphenol
95809-00-0

2-dimethylaminomethyl-5-n-pentadecylphenol

Conditions
ConditionsYield
In ethanol; water at 30℃; for 6h;85.7%

501-24-6Relevant articles and documents

Process for isolation of cardanol from technical cashew (Anacardium occidentale L.) nut shell liquid.

Phani Kumar,Paramashivappa,Vithayathil,Subba Rao,Srinivasa Rao

, p. 4705 - 4708 (2002)

Commercially available technical cashew (Anacardium occidentale L.) nut shell liquid (CNSL) contains mainly cardanol (decarboxylated anacardic acid) and cardol. Cardanol, the monophenolic component of technical CNSL, is widely used as a synthon for the preparation of a number of polymers and agricultural products. This paper describes the separation of cardanol from toxic cardol. Technical CNSL was dissolved in a mixture of methanol and ammonium hydroxide (8:5) and extracted with hexane to obtain cardanol. The resultant methanolic ammonia layer was extracted with a mixture of ethyl acetate and hexane to yield cardol. This is the first industrially feasible process based on solvent extractions for the isolation of cardanol from technical CNSL.

Unequivocal structural assignments of three cardanol derivatives: An experimental and theoretical approach

Barbosa, Layla R.,Souza, Daiane S.,Queiroz, Luiz H.K.,Neto, Alvaro C.,de Lima, Denis P.,Beatriz, Adilson,Rom?o, Wanderson,de Castro, Eustaquio V.R.,Lacerda, Valdemar

, p. 357 - 366 (2018/09/18)

Cardanol was obtained by vacuum distillation of ‘‘cashew nut shell liquid’’ (CNSL). Cardanol is a by-product of cashew production and a building block for chemical synthesis; cardanol and its derivatives can be used for different types of applications. Three of these compounds are the subject of the present NMR study and theoretical comparison. 1H and 13C NMR signals were assigned using 1D and 2D NMR experiments. The DFT/B3LYP method using the cc-pVTZ basis set was employed for the calculations of the 1H and 13C NMR chemical shifts (δ). The obtained data were used as an auxiliary tool for unequivocal assignment of all 1H and 13C NMR signals. For these compounds, the adopted theoretical model was sufficient to obtain a good description of the chemical shifts.

Valorization of Madagascar's CNSL via the synthesis of one advanced intermediate (3-Pentadecylcyclohexanone)

Rahobinirina, Andrianarivo Irène,Rakotondramanga, Maonja Finaritra,Berlioz-Barbier, Alexandra,Métay, Estelle,Ramanandraibe, Voahangy,Lemaire, Marc

supporting information, p. 2284 - 2289 (2018/03/26)

A unique advanced intermediate: 3-Pentadecylcyclohexanone was synthetized from the crude product which contained a mixture of cardanol, cardol and 2-methylcardol, which was hydrogenated onto Pd/C at 80 °C. From this alkylated cyclohexanone: C15 alkylated adipic acid, caprolactam, caprolactone, were synthetized in high yields, such products may have many potentially applications in polymer chemistry. The condensation of the 3-pentadecyl-cyclohexanone and triethylene glycol in oxidative or reductive conditions gave aryl ether and cyclohexyl ether, this may be a way to prepare intermediate for surfactant chemistry. Therefore we show that Cashew Nut Shell Liquid (CNSL) may lead to numerous useful compounds thank to the preparation of a unique advanced intermediate.

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