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1-Hexadecanol Manufacturer/High quality/Best price/In stock
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1-Hexadecanol
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High purity 36653-82-4 1-Hexadecanol
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1-Hexadecanol CAS:36653-82-4 Factory direct sale
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36653-82-4 Usage

Purification Methods

Crystallise the alcohol from aqueous EtOH or from cyclohexane. Alternatively purify it by zone refining. The purity can be checked by gas chromatography. [Beilstein 1 H 429, 1 I 219, 1 II 466, 1 III 1815, 1 IV 1876.]

Description

1-Hexadecanol is odorless.

Regulatory Status

Included in the FDA Inactive Ingredients Database (ophthalmic preparations, oral capsules and tablets, otic and rectal preparations, topical aerosols, creams, emulsions, ointments and solutions, and vaginal preparations). Included in nonparenteral medicines licensed in the UK. Included in the Canadian List of Acceptable Nonmedicinal Ingredients.

Occurrence

Reported as a major constituent of spermaceti oil, where it is present chiefy as cetyl palmitate Also reported found in guava, peach, pear, kohlrabi, baked potato, mustard, Parmesan cheese, butter, milk powder, boiled egg, cooked chicken, roasted beef, beef fat, whiskies, tea, starfruit, mango, rice, licorice, kiwifruit, loquat, endive, shrimp, crab, clam, Cape gooseberry and pawpaw

Chemical Properties

Cetyl alcohol occurs as waxy, white flakes, granules, cubes, or castings. It has a faint characteristic odor and bland taste.

storage

Cetyl alcohol is stable in the presence of acids, alkalis, light, and air; it does not become rancid. It should be stored in a well-closed container in a cool, dry place.

Synthesis Reference(s)

The Journal of Organic Chemistry, 42, p. 512, 1977 DOI: 10.1021/jo00423a025Synthetic Communications, 25, p. 1901, 1995 DOI: 10.1080/00397919508015865Tetrahedron Letters, 24, p. 4485, 1983 DOI: 10.1016/S0040-4039(00)85933-X

Definition

ChEBI: A long chain fatty alcohol that is hexadecane substituted by a hydroxy group at position 1.

Uses

an emulsifier and emollient in cosmetics and pharmaceutical preparations.

Chemical Properties

1-Hexadecanol is odorless.

Uses

cetyl alcohol is a versatile ingredient that can serve as an emollient, emulsifier, thickener, binder, foam booster, or emulsion stabilizer, depending on the formulation and need. It is derived from coconut or palm oil as well as being synthetically manufactured. It is considered by some sources to be a non-comedogenic material.

Manufacturing Process

1). A slurry of sodium bicarbonate comprising 39.8 g sodium bicarbonate and 254 ml water was placed in an autoclave. 96.3 g hexadecyl bromide and 635 ml acetone were then added. The autoclave was sealed and while stirring (590 r.p.m.) it was heated to a temperature of 218°C over a period of 1 hour 15 min. The temperature was maintained at 218-220°C for an additional hour. At the end of the reaction the autoclave was cooled to about 50°C, that is, to a temperature at which the alcohol remains molten. The autoclave was then rinsed with acetone and 1 N hydrochloric acid add to neutralize the sodium bicarbonate. The reaction mixture was diluted with an equivalent volume of water and then extracted with n-pentane. (Other suitable water insoluble solvents such as benzene, carbon tetrachloride, chloroform, petroleum ether and the like can be used for extraction). The pentane extract was washed with water and then dried over magnesium sulfate. The dried solution was filtered and evaporated. The residue was melted and a vacuum applied to remove the last traces of pentane. On distillation a yield of 94.8% of the theoretical yield white crystals of hexadecanol was recovered; M.P. 49°C, B.P. 344°C, nD79 = 1.4283. 2). 5.80 g of hexadecyl bromide, 36 ml of 60% aqueous dioxane and 0.73 g of calcium oxide were placed in an ampoule. The ampoule was then heated, while shaking, to a temperature of 220°C over a period of 0.5 hours, and maintained at this temperature for 1 hour. After the reaction the ampoule was cooled and the products worked up as in method 1. Analysis for alcohol content by Zerewitinoff active hydrogen determination showed the yield to be 92.5%; M.P. 49°C, B.P. 344°C, nD79 = 1.4283. 3). A solution of palmitoyl chloride in dioxane was added dropwise to a cooled dispersion of sodium borohydride.The mixture was heated on the steam bath for a short time and then, after cooling, water was added. On distillation a yield of hexadecanol 87%, M.P. 49°C, B.P. 344°C.

Safety

Cetyl alcohol is mainly used in topical formulations, although it has also been used in oral and rectal preparations. Cetyl alcohol has been associated with allergic delayed-type hypersensitivity reactions in patients with stasis dermatitis. Crosssensitization with cetostearyl alcohol, lanolin, and stearyl alcohol has also been reported. It has been suggested that hypersensitivity may be caused by impurities in commercial grades of cetyl alcohol since highly refined cetyl alcohol (99.5%) has not been associated with hypersensitivity reactions. LD50 (mouse, IP): 1.6 g/kg LD50 (mouse, oral): 3.2 g/kg LD50 (rat, IP): 1.6 g/kg LD50 (rat, oral): 5 g/kg

Therapeutic Function

Pharmaceutic aid

Pharmaceutical Applications

Cetyl alcohol is widely used in cosmetics and pharmaceutical formulations such as suppositories, modified-release solid dosage forms, emulsions, lotions, creams, and ointments. In suppositories cetyl alcohol is used to raise the melting point of the base, and in modified-release dosage forms it may be used to form a permeable barrier coating. In lotions, creams, and ointments cetyl alcohol is used because of its emollient, water-absorptive, and emulsifying properties. It enhances stability, improves texture, and increases consistency. The emollient properties are due to absorption and retention of cetyl alcohol in the epidermis, where it lubricates and softens the skin while imparting a characteristic ‘velvety’ texture. Cetyl alcohol is also used for its water absorption properties in water-in-oil emulsions. For example, a mixture of petrolatum and cetyl alcohol (19 : 1) will absorb 40–50% of its weight of water. Cetyl alcohol acts as a weak emulsifier of the water-in-oil type, thus allowing a reduction of the quantity of other emulsifying agents used in a formulation. Cetyl alcohol has also been reported to increase the consistency of water-in-oil emulsions. In oil-in-water emulsions, cetyl alcohol is reported to improve stability by combining with the water-soluble emulsifying agent. The combined mixed emulsifier produces a close packed, monomolecular barrier at the oil–water interface which forms a mechanical barrier against droplet coalescence. In semisolid emulsions, excess cetyl alcohol combines with the aqueous emulsifier solution to form a viscoelastic continuous phase that imparts semisolid properties to the emulsion and also prevents droplet coalescence. Therefore, cetyl alcohol is sometimes referred to as a ‘consistency improver’ or a ‘bodying agent’, although it may be necessary to mix cetyl alcohol with a hydrophilic emulsifier to impart this property. It should be noted that pure or pharmacopeial grades of cetyl alcohol may not form stable semisolid emulsions and may not show the same physical properties as grades of cetyl alcohol that contain significant amounts of other similar alcohols.

Production Methods

Cetyl alcohol may be manufactured by a number of methods such as esterification and hydrogenolysis of fatty acids or by catalytic hydrogenation of the triglycerides obtained from coconut oil or tallow. Cetyl alcohol may be purified by crystallization and distillation.

Uses

Pharmaceutic aid (emulsifying and stiffening agent).

Chemical Properties

white solid

Originator

Hexadecyl alcohol,Esso Res. And Eng. Co.

Incompatibilities

Incompatible with strong oxidizing agents. Cetyl alcohol is responsible for lowering the melting point of ibuprofen, which results in sticking tendencies during the process of film coating ibuprofen crystals.
InChI:InChI=1/C16H34O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17/h17H,2-16H2,1H3

36653-82-4 Well-known Company Product Price

Brand (Code)Product description CAS number Packaging Price Detail
Alfa Aesar (A11180)  1-Hexadecanol, 98%    36653-82-4 500g 256.0CNY Detail
Alfa Aesar (A11180)  1-Hexadecanol, 98%    36653-82-4 2500g 1090.0CNY Detail
Sigma-Aldrich (68824)  Cetylalcohol  analytical standard 36653-82-4 68824-1G-F 279.63CNY Detail
Sigma-Aldrich (68824)  Cetylalcohol  analytical standard 36653-82-4 68824-5G-F 925.47CNY Detail
Sigma-Aldrich (PHR1133)  CetylAlcohol  pharmaceutical secondary standard; traceable to USP and PhEur 36653-82-4 PHR1133-1G 732.19CNY Detail
Sigma-Aldrich (C0990000)  Cetylalcohol  European Pharmacopoeia (EP) Reference Standard 36653-82-4 C0990000 1,880.19CNY Detail
USP (1103003)  Cetylalcohol  United States Pharmacopeia (USP) Reference Standard 36653-82-4 1103003-100MG 4,662.45CNY Detail
Sigma-Aldrich (52238)  Cetylalcohol  Selectophore, ≥99.0% 36653-82-4 52238-1G 379.08CNY Detail
Sigma-Aldrich (52238)  Cetylalcohol  Selectophore, ≥99.0% 36653-82-4 52238-5G 1,047.15CNY Detail
Sigma-Aldrich (52238)  Cetylalcohol  Selectophore, ≥99.0% 36653-82-4 52238-25G 4,159.35CNY Detail

36653-82-4SDS

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 hexadecan-1-ol

1.2 Other means of identification

Product number -
Other names 1-Hexadecanol

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:36653-82-4 SDS

36653-82-4Synthetic route

hexadecanoic acid methyl ester
112-39-0

hexadecanoic acid methyl ester

1-Hexadecanol
36653-82-4

1-Hexadecanol

Conditions
ConditionsYield
With lithium aluminium tetrahydride In diethyl ether at 50℃; for 0.75h; Reduction;100%
With [RuCl2(2-(diphenylphosphino)-N-((6-((diphenylphosphino)methyl)pyridin-2-yl)methyl)ethan-1-amine)]; potassium tert-butylate; hydrogen In tetrahydrofuran at 80℃; under 38002.6 Torr; for 5h; Catalytic behavior; Autoclave;99%
With lithium aluminium tetrahydride In tetrahydrofuran at 0 - 20℃; for 24h;98%
1-hexadecanol, trimethylsilyl ether
6221-90-5

1-hexadecanol, trimethylsilyl ether

1-Hexadecanol
36653-82-4

1-Hexadecanol

Conditions
ConditionsYield
With iodine In methanol microwave irradiation;100%
With water; p-toluenesulfonyl chloride at 20℃; for 0.2h;83%
tert-butyl(hexadecyloxy)dimethylsilane
76358-80-0

tert-butyl(hexadecyloxy)dimethylsilane

1-Hexadecanol
36653-82-4

1-Hexadecanol

Conditions
ConditionsYield
With iodine In methanol microwave irradiation;100%
With sodium hydrogen sulfate; silica gel In dichloromethane at 20℃; for 0.5h;92%
With copper(ll) bromide In acetonitrile at 20℃; for 3h;86%
phenyl thiopalmitate
75839-74-6

phenyl thiopalmitate

1-Hexadecanol
36653-82-4

1-Hexadecanol

Conditions
ConditionsYield
With sodium tetrahydroborate In ethanol for 6h; Ambient temperature;99%
1-(2-Thioxo-thiazolidin-3-yl)-hexadecan-1-one
74058-64-3

1-(2-Thioxo-thiazolidin-3-yl)-hexadecan-1-one

1-Hexadecanol
36653-82-4

1-Hexadecanol

Conditions
ConditionsYield
With sodium tetrahydroborate; water In tetrahydrofuran Ambient temperature;99%
C37H52O3

C37H52O3

1-Hexadecanol
36653-82-4

1-Hexadecanol

Conditions
ConditionsYield
In methanol; tetrachloromethane at 25 - 40℃; for 1.5h; ultrasonic;99%
n-hexadecylaldehyde
629-80-1

n-hexadecylaldehyde

1-Hexadecanol
36653-82-4

1-Hexadecanol

Conditions
ConditionsYield
With chloro-trimethyl-silane; nickel boride In diethylene glycol dimethyl ether; N,N-dimethyl-formamide for 1h; Ambient temperature;98%
With magnesium; tin(ll) chloride In tetrahydrofuran for 0.25h;98%
With sodium tetrahydroborate; nickel dichloride In tetrahydrofuran at 20℃; for 0.166667h;92%
With water; nickel dichloride; zinc In N,N-dimethyl-formamide for 5h; Ambient temperature;65%
With acetic acid; zinc und nachfolgender Verseifung des erhaltenen Cetylacetats mittels alkoholischer Kalilauge;
hexadecanoic acid ethyl ester
628-97-7

hexadecanoic acid ethyl ester

1-Hexadecanol
36653-82-4

1-Hexadecanol

Conditions
ConditionsYield
With C32H36ClNO2P2Ru; potassium tert-butylate; hydrogen In tetrahydrofuran at 120℃; under 38002.6 Torr; for 20h; Autoclave; Green chemistry;98%
With C30H34Cl2N2P2Ru; potassium methanolate; hydrogen In tetrahydrofuran at 100℃; under 38002.6 - 76005.1 Torr; for 15h; Glovebox; Autoclave;92%
With aluminum oxide; sodium; tert-butyl alcohol In toluene for 6h; Heating;70%
2-<(hexadecyloxy)sulfonyl>-N,N,N-trimethylethanaminium hydroxymethanesulfonate
80313-98-0

2-<(hexadecyloxy)sulfonyl>-N,N,N-trimethylethanaminium hydroxymethanesulfonate

1-Hexadecanol
36653-82-4

1-Hexadecanol

Conditions
ConditionsYield
In toluene at 110℃; for 2.5h;98%
n-hexadecyl benzoate
22485-54-7

n-hexadecyl benzoate

1-Hexadecanol
36653-82-4

1-Hexadecanol

Conditions
ConditionsYield
With methanol; samarium(II) dibromide In tetrahydrofuran at 20℃; for 48h; Concentration; Reagent/catalyst; Time;98%
hexadecyl methyl ether
7307-53-1

hexadecyl methyl ether

1-Hexadecanol
36653-82-4

1-Hexadecanol

Conditions
ConditionsYield
With aluminium trichloride; sodium iodide at 70 - 80℃; for 0.25h;97%
1-hexadecylcarboxylic acid
57-10-3

1-hexadecylcarboxylic acid

1-Hexadecanol
36653-82-4

1-Hexadecanol

Conditions
ConditionsYield
With sodium tetrahydroborate; iodine In tetrahydrofuran at 0℃; for 3h; Reflux; Inert atmosphere;96%
With zinc(II) tetrahydroborate In tetrahydrofuran for 6h; Heating;95%
With zirconium(IV) borohydride In tetrahydrofuran at 25℃; for 1h; Reduction;95%
1-(1,1-Dimethyl-propoxy)-hexadecane

1-(1,1-Dimethyl-propoxy)-hexadecane

1-Hexadecanol
36653-82-4

1-Hexadecanol

Conditions
ConditionsYield
With t-butyldimethylsiyl triflate In dichloromethane for 24h; Ambient temperature;96%
tert-butyl-hexadecyloxy-diphenyl-silane

tert-butyl-hexadecyloxy-diphenyl-silane

1-Hexadecanol
36653-82-4

1-Hexadecanol

Conditions
ConditionsYield
With acetyl chloride In methanol at 20℃; for 2.3h;96%
1-hexadecanol benzyl ether
144266-45-5

1-hexadecanol benzyl ether

toluene
108-88-3

toluene

A

1-Hexadecanol
36653-82-4

1-Hexadecanol

B

1-methyl-3-(phenylmethyl)-benzene
620-47-3

1-methyl-3-(phenylmethyl)-benzene

C

1-methyl-4-(phenylmethyl)benzene
620-83-7

1-methyl-4-(phenylmethyl)benzene

D

2-benzyltoluene
713-36-0

2-benzyltoluene

Conditions
ConditionsYield
With boron trifluoride diethyl etherate at 120℃; for 2h;A 96%
B n/a
C n/a
D n/a
1-Methylsulfanylmethoxy-hexadecane
86756-10-7

1-Methylsulfanylmethoxy-hexadecane

1-Hexadecanol
36653-82-4

1-Hexadecanol

Conditions
ConditionsYield
With trityl tetrafluoroborate In dichloromethane for 0.166667h; Ambient temperature;95%
1-Hexadecene
629-73-2

1-Hexadecene

1-Hexadecanol
36653-82-4

1-Hexadecanol

Conditions
ConditionsYield
With titanium(III) tetrahydroborate In dichloromethane at -20℃; for 0.3h;94%
Multi-step reaction with 2 steps
1: chloroplatinic acid / 46 h / Heating
2: 1.) m-chloroperbenzoic acid, disodium hydrogen phosphate, 2.) water / 1.) methanol, RT, 24 h
View Scheme
1-tosyl-1-hexadecylhydrazine
146404-40-2

1-tosyl-1-hexadecylhydrazine

1-Hexadecanol
36653-82-4

1-Hexadecanol

Conditions
ConditionsYield
With potassium hydroxide; ethanol; oxygen Heating;93%
hexadecanyl bromide
112-82-3

hexadecanyl bromide

A

1-Hexadecanol
36653-82-4

1-Hexadecanol

B

1-Pentadecyloxymethoxy-hexadecane

1-Pentadecyloxymethoxy-hexadecane

Conditions
ConditionsYield
With potassium superoxide; tetraethylammonium bromide In N,N-dimethyl-formamide at 5 - 10℃; for 3h;A 3%
B 92%
allyl-1-hexadecyl ether
26459-58-5

allyl-1-hexadecyl ether

1-Hexadecanol
36653-82-4

1-Hexadecanol

Conditions
ConditionsYield
With titanium(III) chloride; magnesium In tetrahydrofuran for 2.5h; Heating;90%
With titanium(III) chloride; magnesium In tetrahydrofuran for 2.5h; Mechanism; Heating; other alkyl and aryl allyl and benzyl ethers, other low-valent titanium reagents;90%
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In methanol at 20℃; for 12h;84%
1-(2-tetrahydropyranyloxy)hexadecane
58587-19-2

1-(2-tetrahydropyranyloxy)hexadecane

1-Hexadecanol
36653-82-4

1-Hexadecanol

Conditions
ConditionsYield
With dimethylbromosulphonium bromide In methanol; dichloromethane at 20℃; for 0.5h;90%
With ethane-1,2-dithiol; nickel dichloride In methanol; dichloromethane at 20℃; for 0.75h;90%
With zinc tetrafluoroborate In methanol; dichloromethane; water at 20℃; for 1.08333h;90%
2-(hexadecyloxy)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

2-(hexadecyloxy)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

1-Hexadecanol
36653-82-4

1-Hexadecanol

Conditions
ConditionsYield
With water; silica gel In methanol at 60℃; Inert atmosphere;90%
1-Hexadecene
629-73-2

1-Hexadecene

A

hexadecan-2-ol
14852-31-4

hexadecan-2-ol

B

1-Hexadecanol
36653-82-4

1-Hexadecanol

Conditions
ConditionsYield
Stage #1: 1-Hexadecene With 1-bromo-butane; sodium tetrahydroborate; Aliquat 336 at 20℃; for 16h; Addition; Hydroboration;
Stage #2: With sodium hydroxide; dihydrogen peroxide at 40℃; for 1h; Oxidation;
A 4%
B 87%
n-hexadecanoyl chloride
112-67-4

n-hexadecanoyl chloride

1-Hexadecanol
36653-82-4

1-Hexadecanol

Conditions
ConditionsYield
With sodium tetrahydroborate In various solvent(s) at 80℃; for 5h;86%
With methanol; sodium amalgam at 60℃;
With lithium aluminium tetrahydride; diethyl ether
1-hexadecanol benzyl ether
144266-45-5

1-hexadecanol benzyl ether

1-Hexadecanol
36653-82-4

1-Hexadecanol

Conditions
ConditionsYield
With titanium(III) chloride; lithium In tetrahydrofuran for 14h; Heating;85%
With cyclohexene; palladium on activated charcoal In benzene for 3h; Product distribution; Heating; other O-benzyl derivatives, var. time;
glyceroltripalmitate
555-44-2

glyceroltripalmitate

1-Hexadecanol
36653-82-4

1-Hexadecanol

Conditions
ConditionsYield
With 5 wt% Re/TiO2; hydrogen In neat (no solvent) at 230℃; under 37503.8 Torr; for 30h; Autoclave;84%
With ethanol; ruthenium(bis[2‐(ethylsulfanyl)ethyl]amine)(dichloro)(triphenylphosphine); potassium tert-butylate In toluene at 80℃; for 16h;57%
1-Hexadecyloxymethyl-4-methoxy-benzene

1-Hexadecyloxymethyl-4-methoxy-benzene

A

1-Hexadecanol
36653-82-4

1-Hexadecanol

B

4-methoxy-benzaldehyde
123-11-5

4-methoxy-benzaldehyde

Conditions
ConditionsYield
With naphthalene-1,4-dicarbonitrile In water; acetonitrile for 13.5h; Irradiation;A 81%
B n/a
cis-9-cetyl myristoleate
64660-84-0

cis-9-cetyl myristoleate

A

myristoleic acid
544-64-9

myristoleic acid

B

1-Hexadecanol
36653-82-4

1-Hexadecanol

Conditions
ConditionsYield
With sodium hydroxide In water; acetone for 14h; Heating;A 80%
B 50%
hexadecyl 2-(2-hydroxyethylthio)ethanesulfonate

hexadecyl 2-(2-hydroxyethylthio)ethanesulfonate

1-Hexadecanol
36653-82-4

1-Hexadecanol

Conditions
ConditionsYield
With lithium hydroxide monohydrate In N,N-dimethyl-formamide at 85℃; for 18h;80%
N-n-hexadecyl-5,6,8,9-tetrahydro-7-phenyldibenzoacridinium tetrafluoroborate

N-n-hexadecyl-5,6,8,9-tetrahydro-7-phenyldibenzoacridinium tetrafluoroborate

1-Hexadecanol
36653-82-4

1-Hexadecanol

Conditions
ConditionsYield
With α-carboxy-α'-hydroxy-o-xylene sodium salt; tetrabutylammonium tetrafluoroborate In 1,4-dioxane at 101℃; for 12h;74%
succinic acid anhydride
108-30-5

succinic acid anhydride

1-Hexadecanol
36653-82-4

1-Hexadecanol

hexadecanol monosuccinate
50893-80-6

hexadecanol monosuccinate

Conditions
ConditionsYield
With dmap In dichloromethane at 20℃; for 14h; Inert atmosphere;100%
With dmap In toluene at 110℃; for 1.5h;79.4%
With pyridine42%
cis-Octadecenoic acid
112-80-1

cis-Octadecenoic acid

1-Hexadecanol
36653-82-4

1-Hexadecanol

1-hexadecyl oleate
22393-86-8

1-hexadecyl oleate

Conditions
ConditionsYield
With zirconium(IV) oxychloride In 1,3,5-trimethyl-benzene at 162℃; for 24h;100%
With choline chloride; zinc(II) chloride at 110℃; for 12h;97%
iron(III) chloride In 1,3,5-trimethyl-benzene at 162℃; for 24h;91.6%
1-Hexadecanol
36653-82-4

1-Hexadecanol

1-iodohexadecane
544-77-4

1-iodohexadecane

Conditions
ConditionsYield
With 1H-imidazole; iodine; triphenylphosphine In toluene at 20℃; for 3h;100%
With 1H-imidazole; iodine; triphenylphosphine In diethyl ether; acetonitrile at 0 - 20℃;98%
With iodine; triphenylphosphine In 4-(dicyanomethylene)-2-methyl-6-(p-dimethylaminostyryl)-4H-pyran at 20℃; for 1.5h; chemoselective reaction;86%
1-Hexadecanol
36653-82-4

1-Hexadecanol

n-hexadecylaldehyde
629-80-1

n-hexadecylaldehyde

Conditions
ConditionsYield
With 4-acetylamino-2,2,6,6-tetramethylpiperidine-N-oxyl; toluene-4-sulfonic acid In dichloromethane 1) 0 deg C, 1 h, 2) r.t., 2.5 h;100%
With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione In ethyl acetate at 60℃;99%
With pyridine; 1-chloro-1λ3-benzo[d][1,2]iodaoxol-3(1H)-one; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical In ethyl acetate at 20℃; for 1.5h;98%
1-Hexadecanol
36653-82-4

1-Hexadecanol

2,2-dimethyltetrahydro-1,2-thiazinium S,S-dioxide trifluoromethane sulfonate
73224-93-8

2,2-dimethyltetrahydro-1,2-thiazinium S,S-dioxide trifluoromethane sulfonate

4-<(hexadecyloxy)sulfonyl>-N,N-dimethylbutanamonium trifluoromethanesulfonate
83635-00-1

4-<(hexadecyloxy)sulfonyl>-N,N-dimethylbutanamonium trifluoromethanesulfonate

Conditions
ConditionsYield
In acetonitrile; benzene at 62℃; for 36h;100%
1-Hexadecanol
36653-82-4

1-Hexadecanol

hexadecyl phosphorodichloridite
98288-62-1

hexadecyl phosphorodichloridite

Conditions
ConditionsYield
With phosphorus trichloride In acetonitrile for 0.5h; Ambient temperature;100%
With phosphorus trichloride In acetonitrile at 20℃; for 0.583333h; phosphorodichloriditation;100%
1-Hexadecanol
36653-82-4

1-Hexadecanol

ethyl acetate
141-78-6

ethyl acetate

hexadecyl acetate
629-70-9

hexadecyl acetate

Conditions
ConditionsYield
With carbon tetrabromide; triphenylphosphine for 23h; Ambient temperature;100%
With iodine for 2h; Reflux; chemoselective reaction;98%
With indium; iodine for 15h; Heating;81%
1-Hexadecanol
36653-82-4

1-Hexadecanol

5'-O-(4,4'-dimethoxytrityl)thymidine-3'-O-(2-chlorophenyl)phosphate triethylammonium salt
85393-37-9

5'-O-(4,4'-dimethoxytrityl)thymidine-3'-O-(2-chlorophenyl)phosphate triethylammonium salt

Phosphoric acid (2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester 2-chloro-phenyl ester hexadecyl ester
259185-50-7

Phosphoric acid (2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester 2-chloro-phenyl ester hexadecyl ester

Conditions
ConditionsYield
With MSNT In pyridine at 20℃; for 0.5h; Condensation;100%
1-Hexadecanol
36653-82-4

1-Hexadecanol

Phosphoric acid (2R,3S,5R)-3-[bis-(4-methoxy-phenyl)-phenyl-methoxy]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl ester 2,4-dichloro-phenyl ester; compound with triethyl-amine

Phosphoric acid (2R,3S,5R)-3-[bis-(4-methoxy-phenyl)-phenyl-methoxy]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl ester 2,4-dichloro-phenyl ester; compound with triethyl-amine

Phosphoric acid (2R,3S,5R)-3-[bis-(4-methoxy-phenyl)-phenyl-methoxy]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl ester 2,4-dichloro-phenyl ester hexadecyl ester

Phosphoric acid (2R,3S,5R)-3-[bis-(4-methoxy-phenyl)-phenyl-methoxy]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl ester 2,4-dichloro-phenyl ester hexadecyl ester

Conditions
ConditionsYield
With MSNT In pyridine at 20℃; for 0.5h; Condensation;100%
1-Hexadecanol
36653-82-4

1-Hexadecanol

2,4-dichlorophenyl 5'-O-(4,4'-dimethoxytrityl)thymidin-3'-yl phosphate triethylammonium salt

2,4-dichlorophenyl 5'-O-(4,4'-dimethoxytrityl)thymidin-3'-yl phosphate triethylammonium salt

Phosphoric acid (2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester 2,4-dichloro-phenyl ester hexadecyl ester
259185-51-8

Phosphoric acid (2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester 2,4-dichloro-phenyl ester hexadecyl ester

Conditions
ConditionsYield
With MSNT In pyridine at 20℃; for 0.5h; Condensation;100%
1-Hexadecanol
36653-82-4

1-Hexadecanol

3-(thymine-1-yl)propionic acid
6214-59-1

3-(thymine-1-yl)propionic acid

hexadecyl 3-(thymin-1-yl)propionate

hexadecyl 3-(thymin-1-yl)propionate

Conditions
ConditionsYield
With dicyclohexyl-carbodiimide In pyridine at 0 - 20℃; for 48h;100%
1-Hexadecanol
36653-82-4

1-Hexadecanol

C16H35O2P
676329-45-6

C16H35O2P

Conditions
ConditionsYield
With triethylammonium phosphinate In dichloromethane at 20℃; for 0.166667h;100%
Elaidic acid
112-79-8

Elaidic acid

1-Hexadecanol
36653-82-4

1-Hexadecanol

cetyl elaidate

cetyl elaidate

Conditions
ConditionsYield
With zirconium(IV) oxychloride In 1,3,5-trimethyl-benzene at 162℃; for 24h;100%
ZrOCl2 hydrate In 1,3,5-trimethyl-benzene at 162℃; for 24h; Product distribution / selectivity;100 %Chromat.
In 1,3,5-trimethyl-benzene at 162℃; for 24h; Product distribution / selectivity;100 %Chromat.
1-Hexadecanol
36653-82-4

1-Hexadecanol

1-decanoic acid
334-48-5

1-decanoic acid

hexadecyl decanoate
29710-34-7

hexadecyl decanoate

Conditions
ConditionsYield
With zirconium(IV) oxychloride In 1,3,5-trimethyl-benzene at 162℃; for 24h;100%
With choline chloride; zinc(II) chloride at 110℃; for 6h;99%
ZrOCl2 hydrate In 1,3,5-trimethyl-benzene at 165℃; for 24h; Product distribution / selectivity;100 %Chromat.
HfOCl2 hydrate In 1,3,5-trimethyl-benzene at 165℃; for 24h; Product distribution / selectivity;99.2 %Chromat.
ZrOCl2/ZrO2 catalyst In 1,3,5-trimethyl-benzene at 165℃; for 24h; Product distribution / selectivity;56 %Chromat.
1-Hexadecanol
36653-82-4

1-Hexadecanol

bicyclo[2.2.2]octa-2,5-diene-2,3-dicarboxylic acid
30989-15-2

bicyclo[2.2.2]octa-2,5-diene-2,3-dicarboxylic acid

dioctyl bicyclo[2.2.2]octa-1,3-diene-1,2-dicarboxylate

dioctyl bicyclo[2.2.2]octa-1,3-diene-1,2-dicarboxylate

Conditions
ConditionsYield
With sulfuric acid In tetrahydrofuran at 80℃; for 7h;100%
lauric acid
143-07-7

lauric acid

1-Hexadecanol
36653-82-4

1-Hexadecanol

undecanyl cetanoate
20834-06-4

undecanyl cetanoate

Conditions
ConditionsYield
With zirconium(IV) oxychloride In 1,3,5-trimethyl-benzene at 162℃; for 24h;99.9%
With choline chloride; zinc(II) chloride at 110℃; for 8h;99%
lipase In hexane for 4h;94%
1-Hexadecanol
36653-82-4

1-Hexadecanol

n-tetradecanoic acid
544-63-8

n-tetradecanoic acid

tetradecanoic acid hexadecyl ester
2599-01-1

tetradecanoic acid hexadecyl ester

Conditions
ConditionsYield
With zirconium(IV) oxychloride In 1,3,5-trimethyl-benzene at 162℃; for 24h;99.5%
With choline chloride; zinc(II) chloride at 110℃; for 10h;99%
With toluene-4-sulfonic acid; benzene at 130 - 140℃;
1-Hexadecanol
36653-82-4

1-Hexadecanol

1-hexadecylcarboxylic acid
57-10-3

1-hexadecylcarboxylic acid

cetyl palmitate
540-10-3

cetyl palmitate

Conditions
ConditionsYield
With zirconium(IV) oxychloride In 1,3,5-trimethyl-benzene at 162℃; for 24h;99.5%
hafnium(IV) oxychloride In 1,3,5-trimethyl-benzene at 162℃; for 24h;98.7%
With choline chloride; zinc(II) chloride at 110℃; for 10h;97%
Octanoic acid
124-07-2

Octanoic acid

1-Hexadecanol
36653-82-4

1-Hexadecanol

Octanoic acid, hexadecyl ester
29710-31-4

Octanoic acid, hexadecyl ester

Conditions
ConditionsYield
With choline chloride; zinc(II) chloride at 110℃; for 6h;99%
With immobilized lipase Novozym 435 from Candida antarctica B supported on a macroporous acrylic resin In carbon dioxide at 63.7℃; under 76657.7 Torr; for 0.333333h; Supercritical conditions; Enzymatic reaction; liquid CO2;99.5%
1-Hexadecanol
36653-82-4

1-Hexadecanol

1-hexadecylcarboxylic acid
57-10-3

1-hexadecylcarboxylic acid

Conditions
ConditionsYield
With Iron(III) nitrate nonahydrate; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; potassium chloride; oxygen In 1,2-dichloro-ethane at 25℃; for 12h; Time; Concentration; Reagent/catalyst;99%
With hydrogenchloride; 2,2,6,6-tetramethyl-piperidine-N-oxyl; Amberlite IRA 900 chlorite In dichloromethane at 20℃; for 2h;94%
With Cu(II)-complex of salen-H4; dihydrogen peroxide In acetonitrile at 80℃; for 9h;90%
1-Hexadecanol
36653-82-4

1-Hexadecanol

hexadecanyl bromide
112-82-3

hexadecanyl bromide

Conditions
ConditionsYield
With ethyl 2,2-dibromoacetoacetate; triphenylphosphine In dichloromethane at 20℃; for 0.25h;99%
With hydrogen bromide at 100℃;91%
With hydrogen bromide; cetyltrimethylammonim bromide for 2h; Irradiation;88%
triethylsilane
617-86-7

triethylsilane

1-Hexadecanol
36653-82-4

1-Hexadecanol

triethyl-hexadecyloxy-silane

triethyl-hexadecyloxy-silane

Conditions
ConditionsYield
With tris(pentafluorophenyl)borate In dichloromethane at 20℃; for 20h; dehydrocondensation;99%
1-Hexadecanol
36653-82-4

1-Hexadecanol

Diethyl carbonate
105-58-8

Diethyl carbonate

ethyl hexadecyl carbonate

ethyl hexadecyl carbonate

Conditions
ConditionsYield
tiveTMNano*MgO*Plus*(NAP-MgO,*Aerogel*prepared) at 125℃; for 0.25h;99%
With (Bu3Sn)2MoO4 coordination polymer at 130℃; for 2h;97 %Chromat.
1-Hexadecanol
36653-82-4

1-Hexadecanol

S-Methyl N-benzyl(thiocarbamate)
90609-83-9

S-Methyl N-benzyl(thiocarbamate)

hexadecyl benzylcarbamate
350602-62-9

hexadecyl benzylcarbamate

Conditions
ConditionsYield
With triethylamine In toluene for 6h; Reflux;99%
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