Product Name

  • Name

    Octadecyl isocyanate

  • EINECS 204-019-7
  • CAS No. 112-96-9
  • Article Data20
  • CAS DataBase
  • Density 0.87g/cm3
  • Solubility
  • Melting Point 15-16 °C(lit.)
  • Formula C19H37NO
  • Boiling Point 317.7 °C at 760 mmHg
  • Molecular Weight 295.509
  • Flash Point 144.9 °C
  • Transport Information UN 2206 6.1/PG 3
  • Appearance Colorless and slightly turbid liquid
  • Safety 26-36/37-45
  • Risk Codes 20/21/22-36/37/38-43
  • Molecular Structure Molecular Structure of 112-96-9 (Octadecyl isocyanate)
  • Hazard Symbols HarmfulXn
  • Synonyms Isocyanicacid, octadecyl ester (6CI,7CI,8CI);1-Isocyanatooctadecane;1-Octadecylisocyanate;Baykanol OI;Millionate O;Mondur O;NSC 66466;ODI;Stearyl isocyanate;n-Octadecyl isocyanate;
  • PSA 29.43000
  • LogP 6.58370

Synthetic route

bis(trichloromethyl) carbonate
32315-10-9

bis(trichloromethyl) carbonate

1-aminooctadecane
124-30-1

1-aminooctadecane

octadecyl isocyanate
112-96-9

octadecyl isocyanate

Conditions
ConditionsYield
With sodium carbonate In dichloromethane at 20℃; for 2h;60%
In toluene at 20℃;
carbon disulfide
75-15-0

carbon disulfide

1-aminooctadecane
124-30-1

1-aminooctadecane

octadecyl isocyanate
112-96-9

octadecyl isocyanate

Conditions
ConditionsYield
With dihydrogen peroxide; diethylamine In tetrahydrofuran29%
phosgene
75-44-5

phosgene

octadecylamine hydrochloride
1838-08-0

octadecylamine hydrochloride

octadecyl isocyanate
112-96-9

octadecyl isocyanate

Conditions
ConditionsYield
With chlorobenzene
With xylene
With toluene
With chlorobenzene
toluene
108-88-3

toluene

1-aminooctadecane
124-30-1

1-aminooctadecane

trichloromethyl chloroformate
503-38-8

trichloromethyl chloroformate

octadecyl isocyanate
112-96-9

octadecyl isocyanate

Conditions
ConditionsYield
at 60 - 70℃;
...Expand
phosgene
75-44-5

phosgene

1-aminooctadecane
124-30-1

1-aminooctadecane

octadecyl isocyanate
112-96-9

octadecyl isocyanate

Conditions
ConditionsYield
With toluene at 340℃;
With toluene at 340℃;
1-aminooctadecane
124-30-1

1-aminooctadecane

trichloromethyl chloroformate
503-38-8

trichloromethyl chloroformate

octadecyl isocyanate
112-96-9

octadecyl isocyanate

Conditions
ConditionsYield
With toluene anfangs bei 60-70grad,zuletzt bei Siedetemperatur;
octadecylamine hydrochloride
1838-08-0

octadecylamine hydrochloride

trichloromethyl chloroformate
503-38-8

trichloromethyl chloroformate

octadecyl isocyanate
112-96-9

octadecyl isocyanate

Conditions
ConditionsYield
With toluene anfangs bei 60-70grad,zuletzt bei Siedetemperatur;
nonadecanoic acid
646-30-0

nonadecanoic acid

octadecyl isocyanate
112-96-9

octadecyl isocyanate

Conditions
ConditionsYield
With diphenyl phosphoryl azide; triethylamine In toluene
octadecanoyl azide
77165-65-2

octadecanoyl azide

A

octadecyl isocyanate
112-96-9

octadecyl isocyanate

B

stearamide
124-26-5

stearamide

Conditions
ConditionsYield
With anthracene at 20℃; Kinetics; Reagent/catalyst; Photolysis;
octadecyl isocyanate
112-96-9

octadecyl isocyanate

2-amino-1,6-dihydro-4-(4'-nitrophenyl)-6-oxopyrimidine
168430-11-3

2-amino-1,6-dihydro-4-(4'-nitrophenyl)-6-oxopyrimidine

1-[6-(4-Nitro-phenyl)-4-oxo-1,4-dihydro-pyrimidin-2-yl]-3-octadecyl-urea

1-[6-(4-Nitro-phenyl)-4-oxo-1,4-dihydro-pyrimidin-2-yl]-3-octadecyl-urea

Conditions
ConditionsYield
With pyridine for 4h; Heating;100%
3-aminopropyltriethoxysilane
919-30-2

3-aminopropyltriethoxysilane

octadecyl isocyanate
112-96-9

octadecyl isocyanate

N-octadecyl-N'-(3-triethoxysilyl)propyl urea
106868-86-4

N-octadecyl-N'-(3-triethoxysilyl)propyl urea

Conditions
ConditionsYield
100%
In chloroform for 12h; Reflux;82%
3-(3,5,7,9,11,13,15-heptaisobutylpentacyclo[9,5,1,1(3,9),1(7,13),1(5,15)]octasiloxane-1-yl)propylamine
444315-15-5

3-(3,5,7,9,11,13,15-heptaisobutylpentacyclo[9,5,1,1(3,9),1(7,13),1(5,15)]octasiloxane-1-yl)propylamine

octadecyl isocyanate
112-96-9

octadecyl isocyanate

C50H108N2O13Si8
1021693-08-2

C50H108N2O13Si8

Conditions
ConditionsYield
In toluene at 20℃; for 2h;100%
octadecyl isocyanate
112-96-9

octadecyl isocyanate

allyl alcohol
107-18-6

allyl alcohol

allyl octadecylcarbamate
114320-46-6

allyl octadecylcarbamate

Conditions
ConditionsYield
With dibutyltin(II) dilaurate at 70℃; for 24h;99%
octadecyl isocyanate
112-96-9

octadecyl isocyanate

((1R,2S,3S,4S)-3-Methoxymethoxymethyl-7-oxa-bicyclo[2.2.1]hept-5-en-2-yl)-methanol

((1R,2S,3S,4S)-3-Methoxymethoxymethyl-7-oxa-bicyclo[2.2.1]hept-5-en-2-yl)-methanol

Octadecyl-carbamic acid (1S,2R,3R,4R)-3-methoxymethoxymethyl-7-oxa-bicyclo[2.2.1]hept-5-en-2-ylmethyl ester

Octadecyl-carbamic acid (1S,2R,3R,4R)-3-methoxymethoxymethyl-7-oxa-bicyclo[2.2.1]hept-5-en-2-ylmethyl ester

Conditions
ConditionsYield
With pyridine98%
5-methylene-1,3-thiazolidine-2-thione
52829-72-8

5-methylene-1,3-thiazolidine-2-thione

octadecyl isocyanate
112-96-9

octadecyl isocyanate

5-methylene-2-thioxo-thiazolidine-3-carboxylic acid octadecylamide

5-methylene-2-thioxo-thiazolidine-3-carboxylic acid octadecylamide

Conditions
ConditionsYield
With potassium carbonate; triethylamine In toluene at 20℃; for 24h;98%
With Yb(C8F17SO3)3 In toluene at 20℃; for 24h;97%
octadecyl isocyanate
112-96-9

octadecyl isocyanate

[1-(hydroxymethyl)cyclobutyl]methanol
4415-73-0

[1-(hydroxymethyl)cyclobutyl]methanol

2-[[N-Acetyl-N-[[[1-[[(octadecylcarbamoyl)oxy]methyl]-1-cyclobutyl]methoxy]carbonyl]amino]methyl]-1-ethyl-pyridinium iodide
156719-61-8

2-[[N-Acetyl-N-[[[1-[[(octadecylcarbamoyl)oxy]methyl]-1-cyclobutyl]methoxy]carbonyl]amino]methyl]-1-ethyl-pyridinium iodide

Conditions
ConditionsYield
With di(n-butyl)tin oxide In tetrahydrofuran98%
toluene-ethyl acetate

toluene-ethyl acetate

3-benzyloxy-2-methoxypropylthioalcohol

3-benzyloxy-2-methoxypropylthioalcohol

octadecyl isocyanate
112-96-9

octadecyl isocyanate

3-benzyloxy-2-methoxy-1-octadecylcarbamoylthiopropane
126271-17-8

3-benzyloxy-2-methoxy-1-octadecylcarbamoylthiopropane

Conditions
ConditionsYield
In pyridine98%
...Expand
octadecyl isocyanate
112-96-9

octadecyl isocyanate

5-methylene-1,3-oxazolidin-2-one
369650-98-6

5-methylene-1,3-oxazolidin-2-one

5-methylene-2-oxo-oxazolidine-3-carboxylic acid octadecylamide

5-methylene-2-oxo-oxazolidine-3-carboxylic acid octadecylamide

Conditions
ConditionsYield
With Yb(C8F17SO3)3 In toluene at 20℃;97%
With triethylamine In toluene at 20℃; for 24h;97%
octadecyl isocyanate
112-96-9

octadecyl isocyanate

3-tert-butylaniline
5369-19-7

3-tert-butylaniline

C29H52N2O

C29H52N2O

Conditions
ConditionsYield
In 1,2-dichloro-ethane at 70℃; for 20h; Inert atmosphere;96%
octadecyl isocyanate
112-96-9

octadecyl isocyanate

C27H55N3O6Si3

C27H55N3O6Si3

C46H92N4O7Si3

C46H92N4O7Si3

Conditions
ConditionsYield
In dichloromethane at 20℃; for 6h; Inert atmosphere;95%
In dichloromethane at 20℃; for 6.03333h; Inert atmosphere;95%
octadecyl isocyanate
112-96-9

octadecyl isocyanate

oxiranyl-methanol
556-52-5

oxiranyl-methanol

O-(Octadecylcarbamoyl)glycidol

O-(Octadecylcarbamoyl)glycidol

Conditions
ConditionsYield
With pyridine In dichloromethane Ambient temperature;93%
octadecyl isocyanate
112-96-9

octadecyl isocyanate

Nε-lauroyl-L-lysine ethyl ester
292140-08-0

Nε-lauroyl-L-lysine ethyl ester

Nε-lauroyl-Nα-stearylaminocarbonyl-L-lysine ethyl ester

Nε-lauroyl-Nα-stearylaminocarbonyl-L-lysine ethyl ester

Conditions
ConditionsYield
In toluene at 90℃;93%
octadecyl isocyanate
112-96-9

octadecyl isocyanate

cyclohexanecarboxylic acid(3-aminophenyl)amide
43096-46-4

cyclohexanecarboxylic acid(3-aminophenyl)amide

cyclohexanecarboxylic acid[3-(3-octadecylureido)phenyl]amide

cyclohexanecarboxylic acid[3-(3-octadecylureido)phenyl]amide

Conditions
ConditionsYield
In tetrahydrofuran for 2h; Heating;91%
piperazine

piperazine

octadecyl isocyanate
112-96-9

octadecyl isocyanate

N-octadecylaminocarbonylpiperazine
540527-76-2

N-octadecylaminocarbonylpiperazine

Conditions
ConditionsYield
In dichloromethane at 20℃; for 1h;91%
In dichloromethane at 20℃; for 1h;91%
4'-aminobenzo-15-crown-5-ether
60835-71-4

4'-aminobenzo-15-crown-5-ether

octadecyl isocyanate
112-96-9

octadecyl isocyanate

4-octadecylurea-benzo-15-crown-5

4-octadecylurea-benzo-15-crown-5

Conditions
ConditionsYield
In acetonitrile for 12h; Reflux;90%
In acetonitrile for 5h; Heating;85.8%
octadecyl isocyanate
112-96-9

octadecyl isocyanate

1-O-benzyl-2-O-methyl-sn-glycerol
70259-28-8

1-O-benzyl-2-O-methyl-sn-glycerol

1-O-benzyl-2-O-methyl-3-O-(octadecylcarbamoyl)-sn-glycerol
116953-51-6

1-O-benzyl-2-O-methyl-3-O-(octadecylcarbamoyl)-sn-glycerol

Conditions
ConditionsYield
With pyridine In dichloromethane for 20h; Ambient temperature;89%
octadecyl isocyanate
112-96-9

octadecyl isocyanate

N-acetyl-3-(1,1-dimethylethyl)-4-hydroxy-N-(2-pyridinylmethyl)benzamide
147236-25-7

N-acetyl-3-(1,1-dimethylethyl)-4-hydroxy-N-(2-pyridinylmethyl)benzamide

4-<carbonyl>-2-(1,1-dimethylethyl)phenyl octadecylcarbamate
147219-66-7

4-<carbonyl>-2-(1,1-dimethylethyl)phenyl octadecylcarbamate

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran for 22h; Ambient temperature;88%
2-(2-benzoyloxypropan-1-yl)-3-hydroxypropyl benzoate

2-(2-benzoyloxypropan-1-yl)-3-hydroxypropyl benzoate

octadecyl isocyanate
112-96-9

octadecyl isocyanate

2-(2-benzoyloxypropan-1-yl)-3-octadecylcarbamoyloxypropyl benzoate
126271-86-1

2-(2-benzoyloxypropan-1-yl)-3-octadecylcarbamoyloxypropyl benzoate

Conditions
ConditionsYield
With hydrogenchloride In pyridine87.8%
octadecyl isocyanate
112-96-9

octadecyl isocyanate

aniline
62-53-3

aniline

N-octadecyl-N'-phenyl-urea
4128-43-2

N-octadecyl-N'-phenyl-urea

Conditions
ConditionsYield
In acetonitrile at 90℃; for 17h; Time; Inert atmosphere;87%
In benzene
octadecyl isocyanate
112-96-9

octadecyl isocyanate

4-aminobenzo-18-crown-6
68941-06-0

4-aminobenzo-18-crown-6

4-octadecylurea-benzo-18-crown-6

4-octadecylurea-benzo-18-crown-6

Conditions
ConditionsYield
In acetonitrile for 5h; Heating;87%
octadecyl isocyanate
112-96-9

octadecyl isocyanate

1-(3-Octadecylcarbamoyloxy-2-methoxypropyl)-3-(2-benzyloxyethyl)uracil
100489-11-0

1-(3-Octadecylcarbamoyloxy-2-methoxypropyl)-3-(2-benzyloxyethyl)uracil

Conditions
ConditionsYield
In pyridine87%
ferrocene
102-54-5

ferrocene

octadecyl isocyanate
112-96-9

octadecyl isocyanate

N-octadecylferrocenecarboxamide

N-octadecylferrocenecarboxamide

Conditions
ConditionsYield
With trifluorormethanesulfonic acid at 25℃; for 6h; Inert atmosphere;87%
With aluminium trichloride58%
With AlCl358%
octadecyl isocyanate
112-96-9

octadecyl isocyanate

(R,S)-2,2-dimethyl-1,3-dioxolane-4-methanol
100-79-8

(R,S)-2,2-dimethyl-1,3-dioxolane-4-methanol

Octadecyl-carbamic acid 2,2-dimethyl-[1,3]dioxolan-4-ylmethyl ester

Octadecyl-carbamic acid 2,2-dimethyl-[1,3]dioxolan-4-ylmethyl ester

Conditions
ConditionsYield
With pyridine In chloroform at 50 - 60℃; for 72h;86%
With pyridine; dmap at 50℃;
3-Amino-1,2-propanediol
616-30-8, 13552-31-3

3-Amino-1,2-propanediol

octadecyl isocyanate
112-96-9

octadecyl isocyanate

(+/-)-3-(3-octadecylureido)-1,2-propanediol
112989-05-6

(+/-)-3-(3-octadecylureido)-1,2-propanediol

Conditions
ConditionsYield
In pyridine; N,N-dimethyl-formamide for 3h;84%
octadecyl isocyanate
112-96-9

octadecyl isocyanate

3,5-di-tert-butylaniline
2380-36-1

3,5-di-tert-butylaniline

C33H60N2O

C33H60N2O

Conditions
ConditionsYield
In 1,2-dichloro-ethane at 70℃; for 23h; Inert atmosphere;84%
octadecyl isocyanate
112-96-9

octadecyl isocyanate

(R,S)-methyl 3-hydroxy-2-(N-tritylamino) propionate
13515-76-9

(R,S)-methyl 3-hydroxy-2-(N-tritylamino) propionate

O-octadecylcarbamoyl-N-tritylserine methyl ester
126271-42-9

O-octadecylcarbamoyl-N-tritylserine methyl ester

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 85℃; for 16h;83%
In ice-water; hexane; ethyl acetate; N,N-dimethyl-formamide82.6%
octadecyl isocyanate
112-96-9

octadecyl isocyanate

6,7-dihydroxy-4-thiaheptanoic acid t-butyl ester
167768-00-5

6,7-dihydroxy-4-thiaheptanoic acid t-butyl ester

7-octadecylcarbamoyloxy-4-thiaheptanoic acid t-butyl ester

7-octadecylcarbamoyloxy-4-thiaheptanoic acid t-butyl ester

Conditions
ConditionsYield
With 2-(Dimethylamino)pyridine In 1,1-dichloroethane83%
octadecyl isocyanate
112-96-9

octadecyl isocyanate

cyclohexanecarboxylic acid(4-aminophenyl)amide
351437-78-0

cyclohexanecarboxylic acid(4-aminophenyl)amide

N-[4-(3-octadecylureido)phenyl]cyclohexanecarboxamide

N-[4-(3-octadecylureido)phenyl]cyclohexanecarboxamide

Conditions
ConditionsYield
In tetrahydrofuran for 2h; Heating;82%
In tetrahydrofuran for 2h; Heating;
octadecyl isocyanate
112-96-9

octadecyl isocyanate

2,2-Dimethyl-1,3-propanediol
126-30-7

2,2-Dimethyl-1,3-propanediol

2,2-Dimethyl-3-(octadecylcarbamoyloxy)-1-propanol

2,2-Dimethyl-3-(octadecylcarbamoyloxy)-1-propanol

Conditions
ConditionsYield
With sodium bicarbonate; sodium chloride; triethylamine In dichloromethane82%
With sodium bicarbonate; sodium chloride; triethylamine In dichloromethane82%

Octadecyl isocyanate Consensus Reports

Reported in EPA TSCA Inventory.

Octadecyl isocyanate Standards and Recommendations

DOT Classification:  6.1; Label: KEEP AWAY FROM FOOD (UN 2207); DOT Class: 6.1; Label: Poison (UN 2206); DOT Class: 6.1; Label: Poison, Flammable Liquid (UN 3080); DOT Class: 3; Label: Flammable Liquid, Poison (UN 2478)

Octadecyl isocyanate Specification

The IUPAC name of Octadecyl isocyanate is 1-isocyanatooctadecane. With the CAS registry number 112-96-9, it is also named as Stearyl isocyanate. The product's categories are Intermediates of Dyes and Pigments; Isocyanates; Nitrogen Compounds; Organic Building Blocks. It is colorless and slightly turbid liquid which is toxic and flammable by fire. In addition, it will produce toxic nitrogen oxide fumes when buring. So the storage environment should be ventilate, low-temperature and dry. Keep this chemical separate from oxidant, acid and food.

The other characteristics of this product can be summarized as: (1)ACD/LogP: 9.86; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 9.86; (4)ACD/LogD (pH 7.4): 9.86; (5)#H bond acceptors: 2; (6)#H bond donors: 0; (7)#Freely Rotating Bonds: 17 ; (8)Index of Refraction: 1.464; (9)Molar Refractivity: 93.83 cm3; (10)Molar Volume: 339.6 cm3; (11)Polarizability: 37.19×10-24 cm3; (12)Surface Tension: 31.7 dyne/cm; (13)Enthalpy of Vaporization: 53.69 kJ/mol; (14)Vapour Pressure: 0.000704 mmHg at 25°C; (15)Rotatable Bond Count: 17; (16)Exact Mass: 295.287515; (17)MonoIsotopic Mass: 295.287515; (18)Topological Polar Surface Area: 29.4; (19)Heavy Atom Count: 21; (20)Complexity: 234.

Preparation of Octadecyl isocyanate: Octadecylamine reacts with phosgene in chlorobenzene to get octadecylamine chloride, and then we can get the product by thermal decomposition and vacuum distillation. The following are the reaction equations:
CH3(CH2)17NH2+COCl2→CH3(CH2)17NHCOCl+HCl
CH3(CH2)17NHCOCl→CH3(CH2)17NCO+HCl

Uses of Octadecyl isocyanate: It is used as synthetic raw material of printing and dyeing assistant and wool textile softener VS. It also can react with 1(2)H-tetrazol-5-ylamine to get 5-amino-tetrazole-1-carboxylic acid octadecylamide. This reaction needs solvent pyridine at ambient temperature. The reaction time is 3 hours. The yield is 38%.

When you are using this chemical, please be cautious about it as the following:
It is not only harmful by inhalation, in contact with skin and if swallowed, but also irritating to eyes, respiratory system and skin. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. If you want to contact this product, you must wear suitable protective clothing and gloves. In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) 

People can use the following data to convert to the molecule structure.
1. SMILES:O=C=N/CCCCCCCCCCCCCCCCCC
2. InChI:InChI=1/C19H37NO/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-20-19-21/h2-18H2,1H3 

The following are the toxicity data which has been tested.

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intravenous 100mg/kg (100mg/kg)   U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#04505,

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