Product Name

  • Name

    1-Chlorooctadecane

  • EINECS 222-207-7
  • CAS No. 3386-33-2
  • Article Data25
  • CAS DataBase
  • Density 0.857 g/cm3
  • Solubility 0.03 g/L (20 °C) in water
  • Melting Point 20-24 °C
  • Formula C18H37Cl
  • Boiling Point 347.8 °C at 760 mmHg
  • Molecular Weight 288.945
  • Flash Point 151.9 °C
  • Transport Information UN 1593 6.1/PG 3
  • Appearance clear colorless to yellowish liquid after melting
  • Safety 26-36-45-36/37/39-23-53-36/37-24/25
  • Risk Codes 36/37/38-63-20/22-45-40
  • Molecular Structure Molecular Structure of 3386-33-2 (1-Chlorooctadecane)
  • Hazard Symbols HarmfulXn, ToxicT, IrritantXi
  • Synonyms 1-Octadecyl chloride;NSC 5543;Octadecyl chloride;n-Octadecyl chloride;
  • PSA 0.00000
  • LogP 7.48670

Synthetic route

1-octadecanol
112-92-5

1-octadecanol

1-chlorooctadecane
3386-33-2

1-chlorooctadecane

Conditions
ConditionsYield
With hydrogenchloride; N-n-octylalkylpyridinium chlorides; mixture of at 150℃; for 8h; Product distribution / selectivity;99.8%
With Amberlite IRA 93 (PCl5 form) In benzene for 5h; Heating;96%
With hydrogenchloride; trimethyloctadecylammonium chloride for 10h; Irradiation;77%
2-(octadecylthio)benzonitrile

2-(octadecylthio)benzonitrile

A

1,2-benzisothiazolin-3-one
2634-33-5

1,2-benzisothiazolin-3-one

B

1-chlorooctadecane
3386-33-2

1-chlorooctadecane

Conditions
ConditionsYield
With water; chlorine In chlorobenzene at 20 - 65℃; for 3h;A 93.5%
B 210 g
With water; chlorine In chlorobenzene at 20 - 65℃; for 3h;
2-(octadecylthio)benzonitrile

2-(octadecylthio)benzonitrile

A

1,2-benzisothiazolin-3-one
2634-33-5

1,2-benzisothiazolin-3-one

B

2-Chlorobenzonitrile
873-32-5

2-Chlorobenzonitrile

C

1-chlorooctadecane
3386-33-2

1-chlorooctadecane

Conditions
ConditionsYield
Stage #1: 2-(octadecylthio)benzonitrile With water; chlorine In chlorobenzene at 20 - 65℃; for 3h;
Stage #2: With sodium hydroxide In water at 60 - 65℃; pH=9 - 10;
Stage #3: With hydrogenchloride In water at 20 - 30℃; pH=3 - 4;
A 102 g
B 93.5%
C 210 g
stearic acid
57-11-4

stearic acid

1-chlorooctadecane
3386-33-2

1-chlorooctadecane

Conditions
ConditionsYield
With phosgene; 4-(dimethylamino)pyridine hydrochloride at 150℃;91%
stearyl chloroformate
51637-93-5

stearyl chloroformate

1-chlorooctadecane
3386-33-2

1-chlorooctadecane

Conditions
ConditionsYield
With hexabutylguanidinium chloride at 120℃; for 4h;90%
Octadecanethiol
2885-00-9

Octadecanethiol

1-chlorooctadecane
3386-33-2

1-chlorooctadecane

Conditions
ConditionsYield
With tetrachloromethane; cross-linked polymer (containing 2.50 mmol of phosphine/g) for 3h; Heating;78%
Multi-step reaction with 2 steps
1.1: tetrabutylammomium bromide; sodium hydroxide / chlorobenzene; water / 4 h / 65 - 70 °C / Inert atmosphere
2.1: chlorine; water / chlorobenzene / 3 h / 20 - 65 °C
2.2: 60 - 65 °C / pH 9 - 10
2.3: 20 - 30 °C / pH 3 - 4
View Scheme
ethene
74-85-1

ethene

1-chlorooctadecane
3386-33-2

1-chlorooctadecane

Conditions
ConditionsYield
With hydrogenchloride; dibenzoyl peroxide at 100℃; under 294203 - 367754 Torr;
With hydrogenchloride; dibenzoyl peroxide at 100℃; under 294203 - 367754 Torr;
thiocarbonic acid O-(4-chloro-phenyl) ester O-octadecyl ester
62008-64-4

thiocarbonic acid O-(4-chloro-phenyl) ester O-octadecyl ester

1-chlorooctadecane
3386-33-2

1-chlorooctadecane

Conditions
ConditionsYield
With pyridine; benzenesulfenyl chloride
chlorosulfurous acid octadecyl ester

chlorosulfurous acid octadecyl ester

A

1-chlorooctadecane
3386-33-2

1-chlorooctadecane

B

SO2

SO2

Conditions
ConditionsYield
at 97℃;
pyridine
110-86-1

pyridine

chlorosulfurous acid octadecyl ester

chlorosulfurous acid octadecyl ester

A

1-chlorooctadecane
3386-33-2

1-chlorooctadecane

B

SO2

SO2

Conditions
ConditionsYield
at 54℃;
1-octadecanesulfonyl chloride
10147-41-8

1-octadecanesulfonyl chloride

A

1-chlorooctadecane
3386-33-2

1-chlorooctadecane

B

sulfur dioxide

sulfur dioxide

Conditions
ConditionsYield
at 125℃; Rate constant; Pyrolysis;
at 150℃; Rate constant; Pyrolysis;
at 175℃; Rate constant; Pyrolysis;
octadecane
593-45-3

octadecane

A

1-chlorooctadecane
3386-33-2

1-chlorooctadecane

B

1-chlorooctadecane
71662-61-8

1-chlorooctadecane

Conditions
ConditionsYield
With tetrachloromethane; manganese(III) acetylacetonate; acetonitrile at 200℃; for 8h; Time; Sealed tube;
1-chlorooctadecane
3386-33-2

1-chlorooctadecane

(1R,2R)-2-(Stearoylamino)cyclohexanol

(1R,2R)-2-(Stearoylamino)cyclohexanol

Conditions
ConditionsYield
100%
100%
1-chlorooctadecane
3386-33-2

1-chlorooctadecane

2-hydroxymethylpyrrolidine
498-63-5

2-hydroxymethylpyrrolidine

(S)-1-Stearoyl-2-pyrrolidinemethanol

(S)-1-Stearoyl-2-pyrrolidinemethanol

Conditions
ConditionsYield
100%
1-chlorooctadecane
3386-33-2

1-chlorooctadecane

7-ethyl-10-hydroxycamptothecin
86639-52-3, 110714-48-2, 130144-34-2

7-ethyl-10-hydroxycamptothecin

7-ethyl-10-hydroxycamptothecin-10-stearate

7-ethyl-10-hydroxycamptothecin-10-stearate

Conditions
ConditionsYield
Stage #1: 7-ethyl-10-hydroxycamptothecin With pyridine In dichloromethane for 0.333333h; Cooling with ice;
Stage #2: 1-chlorooctadecane In dichloromethane at 20℃; for 12h; Reagent/catalyst; Solvent; Cooling with ice;
98.75%
1-chlorooctadecane
3386-33-2

1-chlorooctadecane

2-hydroxy-2-methylpropanenitrile
75-86-5

2-hydroxy-2-methylpropanenitrile

N-nonadecyl nitrile
28623-46-3

N-nonadecyl nitrile

Conditions
ConditionsYield
Stage #1: 2-hydroxy-2-methylpropanenitrile With lithium hydroxide monohydrate In tetrahydrofuran at 50℃; for 1h;
Stage #2: 1-chlorooctadecane In tetrahydrofuran
95.1%
1-chlorooctadecane
3386-33-2

1-chlorooctadecane

combrestatin A4
117048-62-1, 117048-59-6

combrestatin A4

(Z)-2-methoxy-5-(3,4, 5-trimethoxystyryl)phenyl stearate

(Z)-2-methoxy-5-(3,4, 5-trimethoxystyryl)phenyl stearate

Conditions
ConditionsYield
Stage #1: combrestatin A4 With N-ethyl-N,N-diisopropylamine In dichloromethane for 0.333333h;
Stage #2: 1-chlorooctadecane In dichloromethane at 0 - 20℃; for 2.25h;
94.32%
1-chlorooctadecane
3386-33-2

1-chlorooctadecane

octadecyltrichlorosilane
112-04-9

octadecyltrichlorosilane

Conditions
ConditionsYield
With trichlorosilane; tetra-n-butylphosphonium chloride at 170℃; for 6h;93%
1-chlorooctadecane
3386-33-2

1-chlorooctadecane

N,N,N,N,-tetramethylethylenediamine
110-18-9

N,N,N,N,-tetramethylethylenediamine

C24H53N2(1+)*Cl(1-)

C24H53N2(1+)*Cl(1-)

Conditions
ConditionsYield
In methanol at 50℃; for 28h; Inert atmosphere;91.5%
1H-imidazole
288-32-4

1H-imidazole

1-chlorooctadecane
3386-33-2

1-chlorooctadecane

1-octadecyl-1H-imidazole
5709-33-1

1-octadecyl-1H-imidazole

Conditions
ConditionsYield
With sodium hydroxide; tetraethylammonium bromide In benzene for 72h; Heating;90%
1-chlorooctadecane
3386-33-2

1-chlorooctadecane

sodium thiomethoxide
5188-07-8

sodium thiomethoxide

methyl n-octadecyl sulfide
40289-98-3

methyl n-octadecyl sulfide

Conditions
ConditionsYield
In ethanol Substitution; Heating;88%
1-chlorooctadecane
3386-33-2

1-chlorooctadecane

N-Boc-1,3-diaminopropane
75178-96-0

N-Boc-1,3-diaminopropane

N-Boc-N’-stearoyl-1,3-diamine

N-Boc-N’-stearoyl-1,3-diamine

Conditions
ConditionsYield
With triethylamine In dichloromethane Inert atmosphere;87.7%
1-chlorooctadecane
3386-33-2

1-chlorooctadecane

5-nitroindole
6146-52-7

5-nitroindole

5-nitro-1-octadecyl-1H-indole

5-nitro-1-octadecyl-1H-indole

Conditions
ConditionsYield
Stage #1: 5-nitroindole With sodium hydride In N,N-dimethyl-formamide; mineral oil at 20℃; for 0.666667h;
Stage #2: 1-chlorooctadecane With sodium iodide In N,N-dimethyl-formamide; mineral oil
84.5%
(2-hydroxyethyl)(methyl)amine
109-83-1

(2-hydroxyethyl)(methyl)amine

1-chlorooctadecane
3386-33-2

1-chlorooctadecane

N-Octadecyl-N-methyl-β-hydroxyethylamine
32582-64-2

N-Octadecyl-N-methyl-β-hydroxyethylamine

Conditions
ConditionsYield
In acetone for 20h; Heating;83%
2-bromo-pyridine
109-04-6

2-bromo-pyridine

1-chlorooctadecane
3386-33-2

1-chlorooctadecane

2-(octadec-1-ylthio)pyridine
1558056-00-0

2-(octadec-1-ylthio)pyridine

Conditions
ConditionsYield
With 1,1'-bis-(diphenylphosphino)ferrocene; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; Sodium thiosulfate pentahydrate; caesium carbonate In ethylene glycol; dimethyl sulfoxide at 120℃; Schlenk technique; Inert atmosphere; Green chemistry;82%
With 1,1'-bis-(diphenylphosphino)ferrocene; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; Sodium thiosulfate pentahydrate; caesium carbonate In ethylene glycol; dimethyl sulfoxide at 120℃; Inert atmosphere;82%
1-chlorooctadecane
3386-33-2

1-chlorooctadecane

trans-2-phenyl-1,3-dioxan-5-ol
1708-40-3, 4141-19-9, 4141-20-2

trans-2-phenyl-1,3-dioxan-5-ol

trans-5-(1-octadecyloxy)-2-phenyl-1,3-dioxan
87515-26-2

trans-5-(1-octadecyloxy)-2-phenyl-1,3-dioxan

Conditions
ConditionsYield
With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate In water; toluene at 60℃; for 15h;81%
1-chlorooctadecane
3386-33-2

1-chlorooctadecane

methylamine
74-89-5

methylamine

N-methyldioctadecylamine
4088-22-6

N-methyldioctadecylamine

Conditions
ConditionsYield
With sodium hydroxide; potassium iodide In water at 120℃; for 144h;80%
1-chlorooctadecane
3386-33-2

1-chlorooctadecane

N-[4-[[(2,4-diamino-6-pteridinyl)methyl]methylamino]benzoyl]-L-glutamic acid
59-05-2

N-[4-[[(2,4-diamino-6-pteridinyl)methyl]methylamino]benzoyl]-L-glutamic acid

(S)-2-{4-[(2,4-Diamino-pteridin-6-ylmethyl)-methyl-amino]-benzoylamino}-pentanedioic acid dioctadecyl ester
86669-32-1

(S)-2-{4-[(2,4-Diamino-pteridin-6-ylmethyl)-methyl-amino]-benzoylamino}-pentanedioic acid dioctadecyl ester

Conditions
ConditionsYield
With caesium carbonate In water; dimethyl sulfoxide for 45h; Ambient temperature;76%
(4-(6,7-dihydroxy-4-thiaheptanoylamino)benzoyl)glutamic acid di-t-butyl ester

(4-(6,7-dihydroxy-4-thiaheptanoylamino)benzoyl)glutamic acid di-t-butyl ester

1-chlorooctadecane
3386-33-2

1-chlorooctadecane

(4-(6,7-bis(stearyloxy)-4-thiaheptanoylamino)benzoyl)glutamic acid di-t-butyl ester

(4-(6,7-bis(stearyloxy)-4-thiaheptanoylamino)benzoyl)glutamic acid di-t-butyl ester

Conditions
ConditionsYield
With 2-(Dimethylamino)pyridine; sodium bicarbonate; triethylamine; citric acid In chloroform; water76%
1-chlorooctadecane
3386-33-2

1-chlorooctadecane

1-(4-ferrocenylphenyl)-3-(4-chlorobenzoyl)thiourea monohydrate

1-(4-ferrocenylphenyl)-3-(4-chlorobenzoyl)thiourea monohydrate

4-ferrocenyl-N-((4-chlorobenzoyl)carbamothioyl)-N-octadecylbenzenium chloride

4-ferrocenyl-N-((4-chlorobenzoyl)carbamothioyl)-N-octadecylbenzenium chloride

Conditions
ConditionsYield
In ethanol at 80℃; for 24h;75%
1-chlorooctadecane
3386-33-2

1-chlorooctadecane

cis-5-hydroxyl-2-phenyl-1,3-dioxane
1708-40-3, 4141-19-9, 4141-20-2

cis-5-hydroxyl-2-phenyl-1,3-dioxane

cis-5-(1-octadecyloxy)-2-phenyl-1,3-dioxan
82521-21-9

cis-5-(1-octadecyloxy)-2-phenyl-1,3-dioxan

Conditions
ConditionsYield
With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate In water; toluene at 60℃;67%
67%
carbon disulfide
75-15-0

carbon disulfide

1-chlorooctadecane
3386-33-2

1-chlorooctadecane

1-((3R,5aS,6R,8aS,9R,10R,12aR)-3,6,9-trimethyldecahydro-3H-3,12-epoxy[1,2]dioxepino[4,3-i]isochromen-10-yl)piperazine

1-((3R,5aS,6R,8aS,9R,10R,12aR)-3,6,9-trimethyldecahydro-3H-3,12-epoxy[1,2]dioxepino[4,3-i]isochromen-10-yl)piperazine

C38H68N2O4S2

C38H68N2O4S2

Conditions
ConditionsYield
Stage #1: carbon disulfide; 1-((3R,5aS,6R,8aS,9R,10R,12aR)-3,6,9-trimethyldecahydro-3H-3,12-epoxy[1,2]dioxepino[4,3-i]isochromen-10-yl)piperazine With triethylamine In acetonitrile at 20℃; for 0.166667h;
Stage #2: 1-chlorooctadecane In acetonitrile at 20 - 60℃; for 0.0833333h;
49.3%
1-chlorooctadecane
3386-33-2

1-chlorooctadecane

rac-3-(benzylsulfanyl)propane-1,2-diol
5149-49-5

rac-3-(benzylsulfanyl)propane-1,2-diol

1-Benzylsulfanyl-3-octadecyloxy-propan-2-ol

1-Benzylsulfanyl-3-octadecyloxy-propan-2-ol

Conditions
ConditionsYield
With sodium hydroxide; tetrabutylammomium bromide In benzene for 48h; Ambient temperature;35%
1-chlorooctadecane
3386-33-2

1-chlorooctadecane

trans-atovaquone

trans-atovaquone

2-octadecanoxy-3-(E-4-(para-chlorophenyl)-cyclohexyl)-1,4-naphthoquinone

2-octadecanoxy-3-(E-4-(para-chlorophenyl)-cyclohexyl)-1,4-naphthoquinone

Conditions
ConditionsYield
Stage #1: trans-atovaquone With potassium carbonate In butanone for 0.5h; Reflux;
Stage #2: 1-chlorooctadecane In butanone for 14h; Reflux;
26%

1-Chlorooctadecane Chemical Properties

Molecular Structure:

Molecular Formula: C18H37Cl
Molecular Weight: 288.9394 
IUPAC Name: 1-chlorooctadecane
Synonyms of Octadecane, 1-chloro- (CAS NO.3386-33-2): AI3-28591 ; EINECS 222-207-7 ; NSC 5543 ; Octadecyl chloride ; n-Octadecyl chloride ; 1-Chlorooctadecane
CAS NO: 3386-33-2
Classification Code: Alkyl Chlorides ; Monofunctional & alpha,omega-Bifunctional Alkanes ; Monofunctional Alkanes
Melting point: 20-24 °C 
Index of Refraction: 1.448
Molar Refractivity: 90.28 cm3
Molar Volume: 337 cm3
Surface Tension: 29.6 dyne/cm
Density: 0.857 g/cm3
Flash Point: 151.9 °C
Enthalpy of Vaporization: 56.87 kJ/mol
Boiling Point: 347.8 °C at 760 mmHg
Vapour Pressure: 0.000106 mmHg at 25°C

1-Chlorooctadecane Safety Profile

Hazard Codes of Octadecane, 1-chloro- (CAS NO.3386-33-2): IrritantXi,ToxicT,HarmfulXn
Risk Statements: 36/37/38-63-20/22-45-40 
R36/37/38: Irritating to eyes, respiratory system and skin. 
R63: Possible risk of harm to the unborn child. 
R20/22: Harmful by inhalation and if swallowed. 
R45: May cause cancer. 
R40: Limited evidence of a carcinogenic effect.
Safety Statements: 26-45-36/37/39-23-53-24/25 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S45: In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) 
S36/37/39: Wear suitable protective clothing, gloves and eye/face protection. 
S23: Do not breathe vapour. 
S53: Avoid exposure - obtain special instructions before use. 
S24/25: Avoid contact with skin and eyes.
RIDADR: UN 1593 6.1/PG 3
WGK Germany: 3
RTECS: RG0187200
HS Code: 29031980

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