Phenol, 3-pentadecyl- supplier

Name
3-N-PENTADECYLPHENOL
EINECS 207-921-9
CAS No. 501-24-6
Article Data22
CAS DataBase
Density 0.908 g/cm³
Solubility
Melting Point 50-53 °C(lit.)
Formula C₂₁H₃₆O
Boiling Point 402 °C at 760 mmHg
Molecular Weight 304.516
Flash Point 246.3 °C
Transport Information
Appearance slightly brown to pink-brown crystalline chunks
Safety 26-36
Risk Codes 20/21/22-36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms Phenol,m-pentadecyl- (7CI,8CI);3-Pentadecylphenol;3-n-Pentadecylphenol;CardanolC15:0;Cardolite NC 510;Cyclogallipharaol;Hydrocardanol;Hydrogenatedcardanol;Hydroginkgol;NSC 9781;Tetrahydroanacardol;m-Pentadecylphenol;
PSA 20.23000
LogP 7.02590

Synthetic route

: 124-40-3
dimethyl amine

cardanol: cardanol

A: 501-24-6
3-n-Pentadecylphenol

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

Conditions

Conditions	Yield
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%

...Expand

: 91-22-5
quinoline

: 2-hydroxy-5-pentadecyl-isophthalic acid

: 501-24-6
3-n-Pentadecylphenol

Conditions

Conditions	Yield
at 180 - 240℃;
at 180 - 240℃;

: 501-26-8
3-[(Z)-8-pentadecenyl]phenol

: 501-24-6
3-n-Pentadecylphenol

Conditions

Conditions	Yield
Hydrogenation;
With platinum Hydrogenation;

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

: 501-24-6
3-n-Pentadecylphenol

Conditions

Conditions	Yield
With phosphorus; hydrogen iodide at 150 - 180℃;
With boron tribromide In chloroform

: 16611-84-0
6-Pentadecylsalicylic Acid

: 501-24-6
3-n-Pentadecylphenol

Conditions

Conditions	Yield
at 200 - 220℃;

: 16611-84-0
6-Pentadecylsalicylic Acid

A: 501-24-6
3-n-Pentadecylphenol

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

Conditions

Conditions	Yield
Erhitzen unter Stickstoff auf 235grad;
at 235℃; unter Stickstoff;

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

: 501-24-6
3-n-Pentadecylphenol

Conditions

Conditions	Yield
With hydrogen; nickel

: 855748-60-6
1-(3-benzyloxy-phenyl)-pentadecan-1-ol

: 501-24-6
3-n-Pentadecylphenol

Conditions

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

cardanol: cardanol

: 501-24-6
3-n-Pentadecylphenol

Conditions

Conditions	Yield
With ethanol; palladium Hydrogenation;
With ethyl acetate; platinum Hydrogenation;
With hydrogen; palladium on activated charcoal under 1838.77 Torr; for 2h;

: 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

: 501-24-6
3-n-Pentadecylphenol

Conditions

Conditions	Yield
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

: 1700-37-4
3-Benzyloxybenzaldehyde

: 501-24-6
3-n-Pentadecylphenol

Conditions

Conditions	Yield
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

: 720678-60-4
(+/-)-1-hydroxy-1-(3-methoxy-phenyl)-pentadecane

: 501-24-6
3-n-Pentadecylphenol

Conditions

Conditions	Yield
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

: 501-24-6
3-n-Pentadecylphenol

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: platinum; glacial acetic acid / Hydrogenation 2: aqueous HI; red phosphorus / 150 - 180 °C View Scheme

: 88303-25-7
tetradecylmagnesium bromide

: 501-24-6
3-n-Pentadecylphenol

Conditions

Conditions	Yield
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

: 591-31-1
3-methoxy-benzaldehyde

: 501-24-6
3-n-Pentadecylphenol

Conditions

Conditions	Yield
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

: 2398-37-0
3-methoxyphenyl bromide

: 629-72-1
pentadecyl bromide

: 501-24-6
3-n-Pentadecylphenol

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: iodine; magnesium / tetrahydrofuran 2: boron tribromide / chloroform View Scheme

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

: 501-24-6
3-n-Pentadecylphenol

Conditions

Conditions	Yield
With hydrogen

: 501-26-8
3-[(Z)-8-pentadecenyl]phenol

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

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

: 501-24-6
3-n-Pentadecylphenol

Conditions

Conditions	Yield
With 5%-palladium/activated carbon; hydrogen In hexane at 25℃; under 18751.9 Torr;

...Expand

: 111-92-2
dibutylamine

cardanol: cardanol

A: 501-24-6
3-n-Pentadecylphenol

B: N,N-dibutyl-3-pentadecylcyclohexylamine

Conditions

Conditions	Yield
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.

...Expand

: 111-92-2
dibutylamine

cardanol: cardanol

A: 1589-19-1
3-pentadecylcyclohexanone

B: 501-24-6
3-n-Pentadecylphenol

C: N,N-dibutyl-3-pentadecylcyclohexylamine

Conditions

Conditions	Yield
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.

...Expand

: 52302-99-5, 501-26-8
3-Δ8-pentadecenylphenol

: 501-24-6
3-n-Pentadecylphenol

Conditions

Conditions	Yield
With palladium on activated charcoal; hydrogen In ethyl acetate

: 501-24-6
3-n-Pentadecylphenol

: 1589-20-4
3-pentadecylcyclohexanol

Conditions

Conditions	Yield
With hydrogen; Ru/C In isopropyl alcohol at 140℃; under 31029.7 Torr; for 25h;	99%

: 501-24-6
3-n-Pentadecylphenol

: 3-pentadecyl phenol potassium salt

Conditions

Conditions	Yield
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;

: 54974-07-1
phthalimidesulfenyl chloride

: 501-24-6
3-n-Pentadecylphenol

: 1282616-19-6
C29H39NO3S

Conditions

Conditions	Yield
In chloroform at 0 - 20℃;	99%
In chloroform at 0 - 20℃;	82%

: 1634-04-4
tert-butyl methyl ether

: 501-24-6
3-n-Pentadecylphenol

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

Conditions

Conditions	Yield
tin(IV) chloride In dichloromethane for 16h; Ambient temperature;	98%

: 501-24-6
3-n-Pentadecylphenol

: 393-52-2
2-Fluorobenzoyl chloride

: 3-pentadecylphenyl-2-fluorobenzoate

Conditions

Conditions	Yield
With dmap; triethylamine In 2-methyltetrahydrofuran at 0 - 20℃; for 2h;	98%
With 2-methyltetrahydrofuran; dmap; triethylamine at 0 - 20℃;	98%

: 501-24-6
3-n-Pentadecylphenol

: 108-24-7
acetic anhydride

: 52122-74-4
3-pentadecylphenyl acetate

Conditions

Conditions	Yield
With pyridine In dichloromethane at 20℃; for 42h;	97%
With pyridine
With sulfuric acid; benzene
With pyridine at 25℃; for 4h; Acetylation;

: 501-24-6
3-n-Pentadecylphenol

: 98-88-4
benzoyl chloride

: 86011-65-6
3-pentadecylphenyl benzoate

Conditions

Conditions	Yield
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%

: 501-24-6
3-n-Pentadecylphenol

: 77-78-1
dimethyl sulfate

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

Conditions

Conditions	Yield
With sodium hydroxide; Aliquat 336 In dichloromethane; water at 20℃; for 0.5h;	97%
With potassium hydroxide

: 501-24-6
3-n-Pentadecylphenol

: 74-88-4
methyl iodide

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

Conditions

Conditions	Yield
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;

: 501-24-6
3-n-Pentadecylphenol

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

Conditions

Conditions	Yield
With iodine; chlorine In Petroleum ether 1.) 10-11 deg C, 30 min, 2.) 30 deg C, 30 min;	96%

: 501-24-6
3-n-Pentadecylphenol

: 75-36-5
acetyl chloride

: 52122-74-4
3-pentadecylphenyl acetate

Conditions

Conditions	Yield
With dmap; triethylamine In 2-methyltetrahydrofuran at 0 - 20℃; for 2h;	96%
With 2-methyltetrahydrofuran; dmap; triethylamine at 0 - 20℃; for 2h;	93%

: 501-24-6
3-n-Pentadecylphenol

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

Conditions

Conditions	Yield
With trichlorophosphate at 140℃;	95%

: 501-24-6
3-n-Pentadecylphenol

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

Conditions

Conditions	Yield
With trichlorothiophosphine at 140℃;	95%

: 50-00-0
formaldehyd

: 501-24-6
3-n-Pentadecylphenol

: 124-40-3
dimethyl amine

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

Conditions

Conditions	Yield
In methanol; water at 70℃; for 2.5h;	94%
In methanol; water for 2.5h; Mannich reaction; Heating;

...Expand

: 501-24-6
3-n-Pentadecylphenol

: 51599-76-9
N-trifluoroacetoxy succinimide

: 3-Pentadecylphenyl trifluoroacetate

Conditions

Conditions	Yield
In tetrahydrofuran for 12h; Heating;	92%

: 50-00-0
formaldehyd

: 501-24-6
3-n-Pentadecylphenol

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

Conditions

Conditions	Yield
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%

: 50-00-0
formaldehyd

: 501-24-6
3-n-Pentadecylphenol

: 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

Conditions

Conditions	Yield
In methanol Heating;	90%

...Expand

: 4784-77-4, 39616-19-8, 29576-14-5
(E)-1-Bromo-2-butene

: 501-24-6
3-n-Pentadecylphenol

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

Conditions

Conditions	Yield
With potassium carbonate In acetone Heating;	90%

: 501-24-6
3-n-Pentadecylphenol

: 106-93-4
ethylene dibromide

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

Conditions

Conditions	Yield
With potassium hydroxide at 70℃; for 6h;	90%
With potassium hydroxide at 70℃; for 6h;

: 50-00-0
formaldehyd

: 501-24-6
3-n-Pentadecylphenol

: 62-53-3
aniline

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

Conditions

Conditions	Yield
In water at 60 - 70℃; Mannich Aminomethylation; Green chemistry;	88%
In neat (no solvent) at 70 - 100℃; for 3h;

...Expand

: 31643-49-9
4-Nitrophthalonitrile

: 501-24-6
3-n-Pentadecylphenol

: 4-(3-pentadecylphenoxy)phthalonitrile

Conditions

Conditions	Yield
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

: 501-24-6
3-n-Pentadecylphenol

: 4392-24-9
Cinnamyl bromide

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

Conditions

Conditions	Yield
With potassium carbonate In acetone Heating;	87%

: 501-24-6
3-n-Pentadecylphenol

: 814-68-6
acryloyl chloride

: 119080-22-7
3-pentadecylphenyl acrylate

Conditions

Conditions	Yield
With triethylamine In toluene at 0 - 5℃; for 12h;	87%

: 64-18-6
formic acid

: 501-24-6
3-n-Pentadecylphenol

: 109-89-7
diethylamine

: 2-diethylaminomethyl-5-n-pentadecylphenol

Conditions

Conditions	Yield
In water; isopropyl alcohol at 40℃; for 18h;	86.5%

...Expand

: 501-24-6
3-n-Pentadecylphenol

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

Conditions

Conditions	Yield
With nitric acid In methanol at 20℃; for 0.5h;	86%

: 64-18-6
formic acid

: 501-24-6
3-n-Pentadecylphenol

: 124-40-3
dimethyl amine

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

Conditions

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

...Expand

Phenol, 3-pentadecyl- Specification

The Phenol, 3-pentadecyl-, with the CAS registry number 501-24-6 and EINECS registry number 207-921-9, has the systematic name of 3-pentadecylphenol. It is a kind of slightly brown to pink-brown crystalline chunks, and belongs to the product category of Intermediates of Dyes and Pigments. And the molecular formula of the chemical is C₂₁H₃₆O.

The characteristics of Phenol, 3-pentadecyl- are as followings: (1)ACD/LogP: 9.38; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 9.38; (4)ACD/LogD (pH 7.4): 9.38; (5)ACD/BCF (pH 5.5): 1000000; (6)ACD/BCF (pH 7.4): 1000000; (7)ACD/KOC (pH 5.5): 3021464.25; (8)ACD/KOC (pH 7.4): 3014922.75; (9)#H bond acceptors: 1; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 15; (12)Polar Surface Area: 9.23 Å²; (13)Index of Refraction: 1.495; (14)Molar Refractivity: 97.91 cm³; (15)Molar Volume: 335.2 cm³; (16)Polarizability: 38.81×10^-24cm³; (17)Surface Tension: 35.1 dyne/cm; (18)Density: 0.908 g/cm³; (19)Flash Point: 246.3 °C; (20)Enthalpy of Vaporization: 67.85 kJ/mol; (21)Boiling Point: 402 °C at 760 mmHg; (22)Vapour Pressure: 4.88E-07 mmHg at 25°C.

Uses of Phenol, 3-pentadecyl-: It can react with 2-methoxy-2-methyl-propane to produce 2-tert-butyl-5-n-pentadecylphenol. This reaction will need reagent SnCl4, and the menstruum CH₂Cl₂. The reaction time is 16 hours with ambient temperature, and the yield is about 98%.

You should be cautious while dealing with this chemical. It irritates to eyes, respiratory system and skin, and it is also harmful by inhalation, in contact with skin and if swallowed. Therefore, you had better take the following instructions: Wear suitable protective clothing, and if in case of contacting with eyes, rinse immediately with plenty of water and seek medical advice.

Addtionally, the following datas could be converted into the molecular structure:
(1)SMILES: Oc1cc(ccc1)CCCCCCCCCCCCCCC
(2)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
(3)InChIKey: PTFIPECGHSYQNR-UHFFFAOYAE

Product Name

3-N-PENTADECYLPHENOL

Synthetic route

Phenol, 3-pentadecyl- Specification

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