1-Docosanol supplier | CasNO.661-19-8

Name
1-Docosanol
EINECS 211-546-6
CAS No. 661-19-8
Article Data38
CAS DataBase
Density 0.839 g/cm³
Solubility Insoluble in water
Hazard Symbols
Synonyms Abreva;Behenic alcohol;Behenyl 80 Alcohol;Behenyl alcohol;Conol 2265;Docosyl alcohol;Hainol 22S;IK 2;IK 2 (alcohol);Kalcohl 22080;Kalcol 22080;Lanette 22;NAA 422;NSC 8407;Nacol 22-97;Nacol 22-98;Stenol 1822;Stenol1822A;Tadenan;Toho BH 65;n-Docosanol;
PSA 20.23000
LogP 7.80060

Synthetic route

: 42449-18-3
1-docosanol

: 661-19-8
1-docosanol

Conditions

Conditions	Yield
With iodine In methanol microwave irradiation;	100%

: tert-butyl-docosyloxy-dimethyl-silane

: 661-19-8
1-docosanol

Conditions

Conditions	Yield
With iodine In methanol microwave irradiation;	100%

: 57402-36-5
n-docosanal

: 661-19-8
1-docosanol

Conditions

Conditions	Yield
With magnesium; tin(ll) chloride In tetrahydrofuran for 0.25h;	98%

: 184678-19-1
2-Docosyloxy-tetrahydro-pyran

: 661-19-8
1-docosanol

Conditions

Conditions	Yield
With CuCl2*H2O In ethanol for 3h; Hydrolysis; Heating;	91%
With iodine In methanol for 0.166667h; microwave irradiation;	80%
With toluene-4-sulfonic acid In methanol for 8h; Ambient temperature;

: 112-85-6
n-docosanoic acid

: 661-19-8
1-docosanol

Conditions

Conditions	Yield
With sodium tetrahydroborate; iodine In tetrahydrofuran at 0 - 30℃; Reagent/catalyst;	87.6%
Multi-step reaction with 2 steps 1: H2SO4 / 7 h / Heating 2: LiAlH4 / tetrahydrofuran / 3 h / 0 - 20 °C View Scheme
With acetic acid

: 112-95-8
icosane

: 629-97-0
n-docosane

: 630-01-3
n-hexacosane

: 629-50-5
Tridecane

: 593-45-3
octadecane

: 646-31-1
tetracosane

: 630-02-4
octacosane

: 638-68-6
n-triacontane

A: 112-92-5
1-octadecanol

B: 629-96-9
n-eicosanol

C: 593-50-0
melissyl alcohol

D: 661-19-8
1-docosanol

E: 506-51-4
tetracosyl alcohol

F: 506-52-5
hexacosyl alcohol

G: 557-61-9
octacosyl alcohol

Conditions

Conditions	Yield
Stage #1: icosane; n-docosane; n-hexacosane; octadecane; tetracosane; octacosane; n-triacontane With oxygen at 30 - 50℃; under 1575.16 Torr; for 0.5h; Stage #2: Tridecane With titanium(IV) isopropylate at 30 - 50℃; under 1575.16 - 3750.38 Torr; for 6.86667h; Stage #3: With sulfuric acid; water at 80℃; Product distribution / selectivity;	A 17.66% B 19.46% C 0.1% D 13.62% E 6.93% F 2.04% G 0.48%

...Expand

: 112-95-8
icosane

: 629-97-0
n-docosane

: 630-01-3
n-hexacosane

: 593-45-3
octadecane

: 646-31-1
tetracosane

: 630-02-4
octacosane

: 638-68-6
n-triacontane

A: 112-92-5
1-octadecanol

B: 629-96-9
n-eicosanol

C: 593-50-0
melissyl alcohol

D: 661-19-8
1-docosanol

E: 506-51-4
tetracosyl alcohol

F: 506-52-5
hexacosyl alcohol

G: 557-61-9
octacosyl alcohol

Conditions

Conditions	Yield
Stage #1: icosane; n-docosane; n-hexacosane; octadecane; tetracosane; octacosane; n-triacontane With oxygen at 30 - 50℃; under 1575.16 - 3675.37 Torr; for 3h; Stage #2: With sulfuric acid; water Product distribution / selectivity;	A 12.4% B 13.4% C 0.05% D 7.8% E 3.2% F 1% G 0.2%

...Expand

: 5908-87-2
ethyl docosanoate

: 661-19-8
1-docosanol

Conditions

Conditions	Yield
With copper oxide-chromium oxide under 147102 Torr; Hydrogenation;
With lithium aluminium tetrahydride; diethyl ether

: 149068-49-5
docosanoic acid phenyl ester

: 661-19-8
1-docosanol

Conditions

Conditions	Yield
With i-Amyl alcohol; sodium

: 929-77-1
behenic acid methyl ester

: 661-19-8
1-docosanol

Conditions

Conditions	Yield
With lithium aluminium tetrahydride In tetrahydrofuran at 0 - 20℃; for 3h;
With lithium aluminium tetrahydride In tetrahydrofuran

: 197958-45-5
docosyloxymethylbenzene

: 661-19-8
1-docosanol

Conditions

Conditions	Yield
With naphthalene; water; lithium 1.) THF, -78 deg C - 20 deg C, 2 h; Yield given. Multistep reaction;

: 197958-43-3
docosyloxydimethylphenylsilane

: 661-19-8
1-docosanol

Conditions

Conditions	Yield
With naphthalene; water; lithium 1.) THF, 0 deg C, 4 h; Yield given. Multistep reaction;

behenic acid amide: behenic acid amide

: 661-19-8
1-docosanol

Conditions

Conditions	Yield
With pentan-1-ol; sodium

behenic acid ethyl ester: behenic acid ethyl ester

: 661-19-8
1-docosanol

Conditions

Conditions	Yield
With sodium Darst.;
With sodium; Petroleum ether; butan-1-ol
With pentan-1-ol; sodium
With ethanol; sodium

erucyl alcohol: erucyl alcohol

: 661-19-8
1-docosanol

Conditions

Conditions	Yield
With diethyl ether; hydrogen; platinum

: 60-29-7
diethyl ether

: 23519-83-7
13-docosen-1-ol

hydrogen: hydrogen

platinum black: platinum black

: 661-19-8
1-docosanol

...Expand

: 19773-46-7
cis-13-docosenoic acid butyl ester

zinc chromite: zinc chromite

A: 661-19-8
1-docosanol

B erucyl alcohol: erucyl alcohol

Conditions

Conditions	Yield
at 295℃; under 147102 Torr; Hydrogenation;

...Expand

: 1120-34-9
methyl cis-13-docosenoate

zinc chromite: zinc chromite

A: 5634-26-4
(13E)-docos-13-en-1-ol

B: 661-19-8
1-docosanol

C erucyl alcohol: erucyl alcohol

Conditions

Conditions	Yield
at 330 - 335℃; Hydrogenation;

...Expand

: 123-51-3
i-Amyl alcohol

: 149068-49-5
docosanoic acid phenyl ester

sodium: sodium

: 661-19-8
1-docosanol

...Expand

: 18451-85-9
15-(methoxycarbonyl)pentadecanoic acid

: 661-19-8
1-docosanol

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 72 percent / MeONa / methanol / 27 °C / Electrochemical reaction; Pt anode; graphite cathode 2: lithium aluminium hydride / tetrahydrofuran View Scheme

: 2104-19-0
azelaic monomethyl ester

: 661-19-8
1-docosanol

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: MeONa / methanol / Electrolysis; Pt anode; graphite cathode 2: Ba(OH)2 3: 72 percent / MeONa / methanol / 27 °C / Electrochemical reaction; Pt anode; graphite cathode 4: lithium aluminium hydride / tetrahydrofuran View Scheme

: 19102-90-0
dimethyl hexadecanedioate

: 661-19-8
1-docosanol

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: Ba(OH)2 2: 72 percent / MeONa / methanol / 27 °C / Electrochemical reaction; Pt anode; graphite cathode 3: lithium aluminium hydride / tetrahydrofuran View Scheme

: 53963-10-3
2-[(6-bromohexyl)oxy]tetrahydro-2H-pyran

: 661-19-8
1-docosanol

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 1.) n-BuLi / 1.) THF, hexane, -10 deg C, 3,5 h, 2.) THF, hexane, -10 deg C, 4 h 2: 87 percent / Raney nickel / 5 h / Heating 3: p-toluenesulfonic acid / methanol / 8 h / Ambient temperature View Scheme

: 59014-51-6
2-pentadecyl-[1,3]dithiane

: 661-19-8
1-docosanol

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 1.) n-BuLi / 1.) THF, hexane, -10 deg C, 3,5 h, 2.) THF, hexane, -10 deg C, 4 h 2: 87 percent / Raney nickel / 5 h / Heating 3: p-toluenesulfonic acid / methanol / 8 h / Ambient temperature View Scheme

: 629-80-1
n-hexadecylaldehyde

: 661-19-8
1-docosanol

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: 1.) n-BuLi / 1.) THF, hexane, -10 deg C, 45 min, 2.) THF, hexane, room temperature, overnight 2: 86 percent / H2 / Pd/C / methanol / 6 h 3: H2SO4 / 7 h / Heating 4: LiAlH4 / tetrahydrofuran / 3 h / 0 - 20 °C View Scheme

: 50889-29-7
(5-carboxypentyl)triphenylphosphonium bromide

: 661-19-8
1-docosanol

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: 1.) n-BuLi / 1.) THF, hexane, -10 deg C, 45 min, 2.) THF, hexane, room temperature, overnight 2: 86 percent / H2 / Pd/C / methanol / 6 h 3: H2SO4 / 7 h / Heating 4: LiAlH4 / tetrahydrofuran / 3 h / 0 - 20 °C View Scheme

: 116802-23-4
6-docosenoic acid

: 661-19-8
1-docosanol

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 86 percent / H2 / Pd/C / methanol / 6 h 2: H2SO4 / 7 h / Heating 3: LiAlH4 / tetrahydrofuran / 3 h / 0 - 20 °C View Scheme

: 184678-18-0
2-[6-(2-Pentadecyl-[1,3]dithian-2-yl)-hexyloxy]-tetrahydro-pyran

: 661-19-8
1-docosanol

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 87 percent / Raney nickel / 5 h / Heating 2: p-toluenesulfonic acid / methanol / 8 h / Ambient temperature View Scheme

: 693-58-3
1-Bromononane

: 661-19-8
1-docosanol

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1: n-butyllithium; N,N,N,N,N,N-hexamethylphosphoric triamide / tetrahydrofuran 2: potassium hydride; Trimethylenediamine 3: n-butyllithium; N,N,N,N,N,N-hexamethylphosphoric triamide / tetrahydrofuran 4: hydrogen 5: hydrogen; palladium 10% on activated carbon / ethyl acetate View Scheme

: 661-19-8
1-docosanol

: 112-85-6
n-docosanoic acid

: 17671-27-1
docosyl docosanoate

Conditions

Conditions	Yield
at 250℃; for 15h; Inert atmosphere;	99.6%
With C28H60O3PS(1+)*CF3O3S(1-) at 80℃; for 6h; Sealed tube;

: 661-19-8
1-docosanol

: 108-24-7
acetic anhydride

: 822-26-4
1-docosanol acetate

Conditions

Conditions	Yield
With magnesium(II) perchlorate at 40℃; for 1h;	99%
zinc(II) perchlorate In diethyl ether for 30h;	99%

: 75-44-5
phosgene

: 661-19-8
1-docosanol

: 81691-95-4
1-docosanyl chloroformate

Conditions

Conditions	Yield
In diethyl ether; dichloromethane; toluene Ambient temperature;	98%
In diethyl ether; dichloromethane; toluene	98%

: 661-19-8
1-docosanol

: 124-63-0
methanesulfonyl chloride

: 123253-22-5
docosyl mesylate

Conditions

Conditions	Yield
With triethylamine In dichloromethane	97%
With triethylamine In dichloromethane at 20℃; for 3h;
With triethylamine In tetrahydrofuran at 40℃; for 2h; Cooling with ice bath;
With pyridine at 0 - 20℃; for 24h;

: 661-19-8
1-docosanol

: 79-10-7
acrylic acid

: 18299-85-9
behenyl acrylate

Conditions

Conditions	Yield
With 10H-phenothiazine; hydroquinone at 110 - 130℃; for 4.5h;	95.8%

: 110-87-2
3,4-dihydro-2H-pyran

: 661-19-8
1-docosanol

: 184678-19-1
2-Docosyloxy-tetrahydro-pyran

Conditions

Conditions	Yield
With iodine In tetrahydrofuran for 0.133333h; microwave irradiation;	95%

: 661-19-8
1-docosanol

: 18162-48-6
tert-butyldimethylsilyl chloride

: tert-butyl-docosyloxy-dimethyl-silane

Conditions

Conditions	Yield
With iodine In 1,2-dichloro-ethane at 71 - 72℃; for 0.0333333h; microwave irradiation;	95%

: 112-05-0
nonanoic acid

: 661-19-8
1-docosanol

: nonanoic acid docosyl ester

Conditions

Conditions	Yield
With magnesium sulfate; zinc(II) perchlorate at 80℃; for 12h;	95%

: 661-19-8
1-docosanol

: 57-10-3
1-hexadecylcarboxylic acid

: 42232-33-7
docosanyl palmitate

Conditions

Conditions	Yield
With choline chloride; zinc(II) chloride at 110℃; for 12h;	95%

: 661-19-8
1-docosanol

: 874-60-2
4-methyl-benzoyl chloride

: 1036648-35-7
docosyl 4-methylbenzoate

Conditions

Conditions	Yield
With N,N,N,N,-tetramethylethylenediamine In dichloromethane at -78℃; for 0.5h;	94%
With N,N,N,N,-tetramethylethylenediamine In dichloromethane at -78℃; for 0.5h; Inert atmosphere;	94%
With N,N,N,N,-tetramethylethylenediamine In dichloromethane at -78℃; for 0.5h; Inert atmosphere;	94%

: 2,2-dimethyl-3-hydroxypropyl 2-cyano-3,3-diphenylpropenoate

: 661-19-8
1-docosanol

Reaxys ID: 15740702: Reaxys ID: 15740702

Conditions

Conditions	Yield
Stage #1: poly(octadecene-1-co-maleic anhydride) resin; 2,2-dimethyl-3-hydroxypropyl 2-cyano-3,3-diphenylpropenoate; TYZOR DEA In xylene for 18h; Heating / reflux; Stage #2: 1-docosanol; TYZOR DEA In xylene for 8h; Heating / reflux;	93%

: 646-25-3
diaminodecane

: 661-19-8
1-docosanol

: 822-06-0
Hexamethylene diisocyanate

: C70H140N6O6

Conditions

Conditions	Yield
Stage #1: 1-docosanol; Hexamethylene diisocyanate; dibutyltin dilaurate In tetrahydrofuran; hexane at 20 - 60℃; for 1h; Stage #2: diaminodecane In tetrahydrofuran; hexane at 20℃; for 1h;	93%

...Expand

: 661-19-8
1-docosanol

: 1609928-88-2
1,2-bis(5-(2-carboxyethyl)-3-methyl-2-thienyl)hexafluorocyclopentene

: 1,2-bis(5-(2-(docosyloxycarbonyl)ethyl)-3-methyl-2-thienyl)perfluorocyclopentene

Conditions

Conditions	Yield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In tetrahydrofuran at 20℃; for 72h;	93%

: 75-77-4
chloro-trimethyl-silane

: 661-19-8
1-docosanol

: 42449-18-3
1-docosanol

Conditions

Conditions	Yield
With iodine In 1,2-dichloro-ethane at 46 - 50℃; for 0.0333333h; microwave irradiation;	92%

: 124-04-9
Adipic acid

: 661-19-8
1-docosanol

: 65540-77-4
di-behenyl adipate

Conditions

Conditions	Yield
With choline chloride; zinc(II) chloride at 110℃; for 24h;	92%

: 661-19-8
1-docosanol

: 629-97-0
n-docosane

Conditions

Conditions	Yield
With 4-methyl-benzoic acid methyl ester; tetrabutylammonium tetrafluoroborate In N,N-dimethyl-formamide at 60℃; for 6h; Electrolysis; Inert atmosphere;	92%
Multi-step reaction with 2 steps 1: phosphorus; iodine 2: zinc; hydrochloric acid; glacial acetic acid View Scheme

: 661-19-8
1-docosanol

: 6938-66-5
1-Bromodocosane

Conditions

Conditions	Yield
With phosphorus tribromide In dichloromethane at 100℃; for 4h; Inert atmosphere;	91.2%
With N-Bromosuccinimide; potassium hexamethylsilazane; (1,3,4)-triphenyl-4,5-dihydro-1H-1,2,4-triazol-5-ylidene In dichloromethane at 20℃; for 6h; Reagent/catalyst; Appel Halogenation; Inert atmosphere;	77%
With hydrogen bromide at 150℃;

: 910803-59-7
tert-butyl 2-(benzo[d]thiazol-2-ylsulfonyl)acetate

: 661-19-8
1-docosanol

: tert-butyl 2-(benzo[d]thiazol-2-ylsulfonyl)tetracosanoate

Conditions

Conditions	Yield
With triphenylphosphine; 1,1'-azodicarbonyl-dipiperidine In toluene at 0 - 20℃; for 12h; Reagent/catalyst; Mitsunobu Displacement;	91%

: 661-19-8
1-docosanol

: 57402-36-5
n-docosanal

Conditions

Conditions	Yield
With pyridinium chlorochromate In dichloromethane at 20℃; for 6h; Molecular sieve; Inert atmosphere;	88%
With N-chloro-succinimide; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; tetrabutyl-ammonium chloride; sodium hydrogencarbonate; potassium carbonate In dichloromethane; water at 20℃; for 20h; Inert atmosphere;	86%
With pyridinium chlorochromate In dichloromethane at 20℃; for 6h;	83%

: 6608-47-5
vinylsulfonyl chloride

: 661-19-8
1-docosanol

: 75391-27-4
docosyl ethenesulfonate

Conditions

Conditions	Yield
With triethylamine In dichloromethane for 0.166667h;	88%

: 661-19-8
1-docosanol

: 7400-08-0
p-Coumaric Acid

: 101959-29-9
4'-hydroxy-trans-cinnamic acid docosyl ester

Conditions

Conditions	Yield
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran at 20℃; Mitsunobu reaction;	88%
With toluene-4-sulfonic acid In acetone; benzene at 80℃; for 2h; Yield given;

: 661-19-8
1-docosanol

: 203256-20-6
[4-(7-Diethylamino-2-oxo-2H-chromen-3-yl)-phenyl]-oxo-acetonitrile

: 4-(7-Diethylamino-2-oxo-2H-chromen-3-yl)-benzoic acid docosyl ester

Conditions

Conditions	Yield
With dmap In acetonitrile for 1.5h; Heating;	88%

: 661-19-8
1-docosanol

: 108549-23-1
Dibenzyl N,N-diisopropylphosphoramidite

: 80078-48-4
phosphoric Acid dibenzyl ester docosanyl ester

Conditions

Conditions	Yield
Stage #1: 1-docosanol; Dibenzyl N,N-diisopropylphosphoramidite With 1H-tetrazole In dichloromethane at 25℃; for 2h; Stage #2: With peracetic acid In dichloromethane at -38 - 0℃;	88%

: 111-20-6
1,10-decanedioic acid

: 661-19-8
1-docosanol

: 42233-75-0
di-behenyl sebacate

Conditions

Conditions	Yield
With choline chloride; zinc(II) chloride at 110℃; for 24h;	88%

: 661-19-8
1-docosanol

: 80078-48-4
phosphoric Acid dibenzyl ester docosanyl ester

Conditions

Conditions	Yield
	88%
	88%

: 661-19-8
1-docosanol

: 78589-65-8
3-(4-hydroxyphenyl)prop-2-yn-1-oic acid

: 1173709-64-2
C31H50O3

Conditions

Conditions	Yield
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 20℃; for 1h;	88%

1-Docosanol Specification

The 1-Docosanol, with the CAS registry number 661-19-8,is also known as Behenyl alcohol. It belongs to the product categories of Monofunctional & alpha,omega-Bifunctional Alkanes;Monofunctional Alkanes. This chemical's molecular formula is C₂₂H₄₆O and molecular weight is 326.60. Its EINECS number is 211-546-6.What's more,Its systematic name is 1-Docosanol.It is a white powder which is stable,combustible,incompatible with strong oxidizing agents.And it is used for the synthesis of emulsifiers, surface active agent, widely used in personal care, cleaning and health products industry. Besides, it is also used for anti-herpes virus.

Physical properties about 1-Docosanol are:
(1)H bond acceptors: 1 ; (2)H bond donors: 1 ; (3)Freely Rotating Bonds: 21 ; (4)Polar Surface Area: 9.23 ?2 ; (5)Index of Refraction: 1.454 ; (6)Molar Refractivity: 105.5 cm3 ; (7)Molar Volume: 389.1 cm3 ; (8)Melting Point: 68-72°C ; (9)Surface Tension: 31.7 dyne/cm ; (10)Density: 0.839 g/cm3 ; (11)Flash Point: 142.5 °C ; (12)Enthalpy of Vaporization: 72.13 kJ/mol ; (13)Boiling Point: 375.9 °C at 760 mmHg ; (14)Vapour Pressure: 3.44E-07 mmHg at 25°C ; (15)Water solubility : Insoluble ; (16)Storage temp: 2-8°C.

You can still convert the following datas into molecular structure:
(1)SMILES:OCCCCCCCCCCCCCCCCCCCCCC;
(2)Std. InChI:InChI=1S/C22H46O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23/h23H,2-22H2,1H3;
(3)Std. InChIKey:NOPFSRXAKWQILS-UHFFFAOYSA-N.

Safety Information of 1-Docosanol:
The 2,6-Diaminotoluene is Harmful in contact with skin and if swallowed and possible risk of irreversible effects. It may cause sensitization by skin contact. And it is very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment,avoid release to the environment. Refer to special instructions / safety data sheets. But there is limited evidence of a carcinogenic effect. When you use it ,wear suitable protective clothing and gloves,and avoid contact with skin.

The toxicity data of 1-Docosanol as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Source
mouse	LD50	intraperitoneal	> 800mg/kg (800mg/kg)	Drugs of the Future. Vol. 17, Pg. 879, 1992.
mouse	LD50	intravenous	> 800mg/kg (800mg/kg)	Drugs of the Future. Vol. 17, Pg. 879, 1992.
mouse	LD50	subcutaneous	> 800mg/kg (800mg/kg)	Drugs of the Future. Vol. 17, Pg. 879, 1992.

Product Name

1-Docosanol

Synthetic route

1-Docosanol Specification

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