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1-Octadecanol
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Name

1-Octadecanol

 EINECS 204-017-6
CAS No. 112-92-5 Density 0.837 g/cm3
PSA 20.23000 LogP 6.24020
Solubility insoluble in water Melting Point 55-58 °C
Formula C18H38O Boiling Point 334.3 °C at 760 mmHg
Molecular Weight 270.499 Flash Point 138.7 °C
Transport Information UN 1986 Appearance White flakes
Safety 24/25 Risk Codes N/A
Molecular Structure Molecular Structure of 112-92-5 (1-Hydroxyoctadecane) Hazard Symbols N/A
Synonyms

1-Hydroxyoctadecane;1-Stearyl alcohol;Adol 62;Adol 64;Adol 68;Alfol 18;Alfol 18NF;Atalco S;CO 1895;CO 1895F;CO 1897;Cachalot S 43;Conol 1675;Conol 30F;Conol 30S;Conol 30SS;Crodacol S;Crodacol S 70;Crodacol S 95;Crodacol S 95 NF;Hainol18SS;Hyfatol 18-95;Hyfatol 18-98;Kalchol 8098;Kalcohl 80;Kalcohl 8098;Kalcohl 8099;Kalcol 8098;Lanette 18;Lanette 18DEO;Lanol S;Laurex 18;Lorol28;Lorol C 18;NSC 5379;Octadecanol;Octadecyl alcohol;Rofamol;Sipol S;Siponol S;Siponol SC;Stearic alcohol;Stearol;Stearyl alcohol;Steraffine;Tego alkanol 18;VLTN 6;n-Octadecanol;n-Octadecyl alcohol;

Article Data 236

1-Octadecanol Synthetic route

112-92-5

1-octadecanol

1205121-90-9

(2,6-dichloro-5-methoxyphenyl)-(2,4-dichlorophenyl)methyl octadecyl ether

112-92-5

1-octadecanol

Conditions
ConditionsYield
With trifluoroacetic acid In dichloromethane for 4h;100%
111-61-5

stearic acid ethyl ester

112-92-5

1-octadecanol

Conditions
ConditionsYield
With hydrogen In dodecane at 200℃; under 37503.8 Torr; for 8h; Temperature; Pressure;99.8%
With C30H34Cl2N2P2Ru; potassium methanolate; hydrogen In tetrahydrofuran at 100℃; under 38002.6 - 76005.1 Torr; for 15h; Glovebox; Autoclave;98%
With methanol; sodium tetrahydroborate; sodium ethanolate at 40℃; Reagent/catalyst;72%
112-61-8

Methyl stearate

112-92-5

1-octadecanol

Conditions
ConditionsYield
With sodium tetrahydroborate; N,N-dimethyl-aniline; zinc(II) chloride In tetrahydrofuran for 2h; Heating;99%
With lithium aluminium tetrahydride In toluene at 90℃;98%
With lithium borohydride; 9-methoxy-9-BBN In diethyl ether for 0.5h; Heating;97%
66938-10-1

2-(octadecyloxy)tetrahydro-2H-pyran

112-92-5

1-octadecanol

Conditions
ConditionsYield
poly(4-vinylpyridinium) p-toluenesulfonate In tetrahydrofuran; ethanol at 75℃; for 60h; Hydrolysis;99%
With trichloroisocyanuric acid In methanol at 20℃; for 6h;94%
With iodine In methanol for 0.2h; microwave irradiation;80%
555-43-1

glycerol tristearate

112-92-5

1-octadecanol

Conditions
ConditionsYield
With C24H38Cl2N3PRu; hydrogen; sodium methylate In isopropyl alcohol at 100℃; under 38002.6 Torr; for 2h; Autoclave;98%
Stage #1: glycerol tristearate With diethylzinc; lithium chloride In tetrahydrofuran; hexane at 20℃; for 6h; Inert atmosphere;
Stage #2: With sodium hydroxide In tetrahydrofuran; hexane; water at 20℃; for 8h; Inert atmosphere; chemoselective reaction;		98%
With 5 wt% Re/TiO2; hydrogen In neat (no solvent) at 230℃; under 37503.8 Torr; for 30h; Autoclave;82%
65598-00-7

1-(tert-butyldimethylsilyloxy)octadecan

112-92-5

1-octadecanol

Conditions
ConditionsYield
With sodium hydride In N,N,N,N,N,N-hexamethylphosphoric triamide at 25℃; for 10h;97%
With sodium hydrogen sulfate; silica gel In dichloromethane at 20℃; for 0.5h;92%
With ethane-1,2-dithiol; nickel dichloride In methanol; dichloromethane at 20℃; for 0.166667h;90%
79392-43-1

trifluoroacetate 1-octadecanol

112-92-5

1-octadecanol

Conditions
ConditionsYield
With silica gel; triethylamine In diethyl ether; Petroleum ether Substitution; Detrifluoroacetylation;97%
57-11-4

stearic acid

112-92-5

1-octadecanol

Conditions
ConditionsYield
With 1,1,3,3-Tetramethyldisiloxane; copper(II) bis(trifluoromethanesulfonate) In toluene at 80℃; for 16h; sealed tube;96%
With sodium aluminum tetrahydride In tetrahydrofuran; toluene at 110℃;94%
With sodium tetrahydroborate; benzene-1,2-diol; trifluoroacetic acid In tetrahydrofuran at 25℃; for 4h;94%
822-23-1

stearyl acetate

112-92-5

1-octadecanol

Conditions
ConditionsYield
With methanol; oxo[hexa(trifluoroacetato)]tetrazinc for 12h; Reflux; Inert atmosphere;96%
With 18-crown-6 ether; tert-butylamine In diethyl ether firther solvent;78%

1-Octadecanol Consensus Reports

1-OCTADECANOL is reported in EPA TSCA Inventory.

1-Octadecanol Specification

The IUPAC name of 1-Octadecanol is octadecan-1-ol. With the CAS registry number 112-92-5 and EINECS 204-017-6, it is also named as Stearyl alcohol. The product's categories are Industrial / Fine Chemicals; 1-Alkanols; Biochemistry; Higher Fatty Acids & Higher Alcohols; Monofunctional & alpha,omega-Bifunctional Alkanes; Monofunctional Alkanes; Saturated Higher Alcohols. It is white flakes which is soluble in alcohol, benzene, chloroform, insoluble in water. When heated to decomposition it emits acrid smoke and irritating fumes. Additionally, this chemical should be sealed in the container, avoided direct sunshine and stored in the cool and well-ventilated place.

The other characteristics of this product can be summarized as: (1)ACD/LogP: 8.31; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 8.31; (4)ACD/LogD (pH 7.4): 8.31; (5)#H bond acceptors: 1; (6)#H bond donors: 1; (7)#Freely Rotating Bonds: 17; (8)Polar Surface Area: 9.23 Å2; (9)Index of Refraction: 1.45; (10)Molar Refractivity: 86.97 cm3; (11)Molar Volume: 323.1 cm3; (12)Polarizability: 34.47×10-24 cm3; (13)Surface Tension: 31.4 dyne/cm; (14)Enthalpy of Vaporization: 66.88 kJ/mol; (15)Vapour Pressure: 9.11E-06 mmHg at 25°C; (16)Rotatable Bond Count: 16; (17)Exact Mass: 270.292266; (18)MonoIsotopic Mass: 270.292266; (19)Topological Polar Surface Area: 20.2; (20)Heavy Atom Count: 19; (21)Complexity: 145.

Preparation of 1-Octadecanol: It can be obtained from stearic acid by the process of catalytic hydrogenation.

Uses of 1-Octadecanol: It is used as an emollient, emulsifier, and thickener in ointments of various sorts, and is widely used as a hair coating in shampoos and hair conditioners. It is also used as an ingredient in lubricants, resins, perfumes and cosmetics. What's more, this chemical is used as a liquid solar blanket in swimming pools by forming a molecule thick layer on the surface of the water and slowing the evaporation rate of the pool water. In addition, it is used to produce 1-chloro-octadecane. This reaction needs reagent HCl at temperature of 140-150 °C.

People can use the following data to convert to the molecule structure. 
1. SMILES:OCCCCCCCCCCCCCCCCCC
2. InChI:InChI=1/C18H38O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19/h19H,2-18H2,1H3
3. InChIKey:GLDOVTGHNKAZLK-UHFFFAOYAZ

The following are the toxicity data which has been tested.

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
rat LD50 oral 20gm/kg (20000mg/kg)   "Kirk-Othmer Encyclopedia of Chemical Technology," 3rd ed., Grayson, M., and D. Eckroth, eds. New York, John Wiley & Sons, Inc., 1978Vol. 1, Pg. 722, 1978.

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