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112-67-4

Basic Information
CAS No.: 112-67-4
Name: Palmitoyl chloride
Molecular Structure:
Molecular Structure of 112-67-4 (Palmitoyl chloride)
Formula: C16H31ClO
Molecular Weight: 274.87
Synonyms: Palmitoylchloride (6CI,7CI,8CI);Hexadecanoic acid chloride;NSC 9854;Palmitic acidchloride;Palmityl acid chloride;
EINECS: 203-996-7
Density: 0.913 g/cm3
Melting Point: 11-13 °C(lit.)
Boiling Point: 323.492 °C at 760 mmHg
Flash Point: 155.505 °C
Solubility: decompose in water
Appearance: clear liquid
Hazard Symbols: CorrosiveC
Risk Codes: 14-34-29
Safety: 26-36/37/39-43-45-8
Transport Information: UN 3265 8/PG 2
PSA: 17.07000
LogP: 6.23310
Synthetic route
57-10-3

1-hexadecylcarboxylic acid

112-67-4

n-hexadecanoyl chloride

Conditions
ConditionsYield
With thionyl chloride Reflux;100%
With thionyl chloride In N,N-dimethyl-formamide for 3h; Reflux;97%
With thionyl chloride; N,N-dimethyl-formamide for 3h; Reflux;97%
112-39-0

hexadecanoic acid methyl ester

A

74-87-3

methylene chloride

B

112-67-4

n-hexadecanoyl chloride

C

WOCl4

WOCl4

Conditions
ConditionsYield
With tungsten(VI) chloride In benzene at 20℃; for 90h; Product distribution;
408-35-5

sodium palmitate

112-67-4

n-hexadecanoyl chloride

Conditions
ConditionsYield
With thionyl chloride at 20℃;
79-37-8

oxalyl dichloride

57-10-3

1-hexadecylcarboxylic acid

112-67-4

n-hexadecanoyl chloride

Conditions
ConditionsYield
With N,N-dimethyl-formamide In dichloromethane at 20℃; for 1h;
In dichloromethane for 12h; Inert atmosphere;
130277-53-1, 130324-58-2

DL-3,4,5,6-Tetra-O-benzyl-3,5/4,6-tetrahydroxycyclohex-1-ene-1-methanol

112-67-4

n-hexadecanoyl chloride

130277-54-2, 130324-59-3

methyl Hexadecanoate

Conditions
ConditionsYield
With pyridine; dmap In dichloromethane for 2h; Ambient temperature;100%
88110-81-0

9-{[(1,3-dihydroxypropan-2-yl)oxy]methyl}-2-{[(4-methoxyphenyl)diphenylmethyl]amino}-6,9-dihydro-1H-purin-6-one

112-67-4

n-hexadecanoyl chloride

88110-83-2

Hexadecanoic acid 3-hexadecanoyloxy-2-(2-{[(4-methoxy-phenyl)-diphenyl-methyl]-amino}-6-oxo-1,6-dihydro-purin-9-ylmethoxy)-propyl ester

Conditions
ConditionsYield
With pyridine; dmap In dichloromethane for 20h; Ambient temperature;100%
190505-04-5

1-(2',3',4',6'-tetra-O-benzyl-β-D-glucopyranosyl)-2-hydroxymethyl-3-propanol

112-67-4

n-hexadecanoyl chloride

190505-07-8

Hexadecanoic acid 2-hexadecanoyloxymethyl-3-((2S,3S,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-propyl ester

Conditions
ConditionsYield
With dmap In pyridine for 2h; Heating;100%

7,11,15,28-tetrakis(4-aminophenyl)-1,21,23,25-tetraundecyl 2,20:3,19-dimetheno-1H,21H,23H,25H-bis[1,3]dioxocino[5,4-i:5',4'-i']benzo[1,2-d:5,4-d']bis[1,3]benzodioxin

112-67-4

n-hexadecanoyl chloride

7,11,15,28-tetrakis(4-palmitoylamidophenyl)-1,21,23,25-tetraundecyl 2,20:3,19-dimetheno-1H,21H,23H,25H-bis[1,3]dioxocino[5,4-i:5',4'-i']benzo[1,2-d:5,4-d']bis[1,3]benzodioxin

Conditions
ConditionsYield
With potassium carbonate In water; ethyl acetate for 2h; Ambient temperature;100%
177898-40-7

N-octyl-2,3:4,6-di-O-isopropylidene-5a-carba-β-D-xylo-hex-5(5a)-enopyranosylamine

112-67-4

n-hexadecanoyl chloride

218924-27-7

Hexadecanoic acid octyl-((3aS,4R,9aR,9bS)-2,2,8,8-tetramethyl-4,6,9a,9b-tetrahydro-3aH-[1,3]dioxolo[4',5':3,4]benzo[1,2-d][1,3]dioxin-4-yl)-amide

Conditions
ConditionsYield
In pyridine for 1h; Ambient temperature;100%
123-75-1

pyrrolidine

112-67-4

n-hexadecanoyl chloride

70974-48-0

1-(pyrrolidin-1-yl)hexadecan-1-one

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃;100%
With pyridine at 20℃; for 3h; Acylation;4.5 g
With triethylamine In dichloromethane at 20℃; for 4h; Inert atmosphere;
345287-87-8

(+)-1-O-[12-N-(benzyloxycarbonyl)aminododecanoyl]-3-O-(4-methoxybenzyl)-sn-glycerol

112-67-4

n-hexadecanoyl chloride

345287-88-9

(+)-1-O-[12-N-(benzyloxycarbonyl)aminododecanoyl]-2-O-hexadecanoyl-3-O-(4-methoxybenzyl)-sn-glycerol

Conditions
ConditionsYield
With pyridine; dmap In dichloromethane at 0 - 20℃;100%
With pyridine; dmap In dichloromethane at 0 - 20℃; Inert atmosphere;100%
With pyridine; dmap In dichloromethane90%
Stage #1: (+)-1-O-[12-N-(benzyloxycarbonyl)aminododecanoyl]-3-O-(4-methoxybenzyl)-sn-glycerol With pyridine; dmap In dichloromethane at 0℃; for 0.5h;
Stage #2: n-hexadecanoyl chloride In dichloromethane at 20℃; Further stages.;
70%

1-O-hexanoyl-3-pmethoxybenzyl-sn-glycerol

112-67-4

n-hexadecanoyl chloride

1-O-hexanoyl-2-O-palmitoyl-3-O-p-methoxybenzyl-sn-glycerol

Conditions
ConditionsYield
With dmap In pyridine at 20℃; for 20h;100%
3-[4-(3α-hydroxynortropanylazo)phenoxy]propyloxymethylpolystyrene

3-[4-(3α-hydroxynortropanylazo)phenoxy]propyloxymethylpolystyrene

112-67-4

n-hexadecanoyl chloride

3-palmitoylnortropine

Conditions
ConditionsYield
Stage #1: 3-[4-(3α-hydroxynortropanylazo)phenoxy]propyloxymethylpolystyrene; n-hexadecanoyl chloride With dmap; triethylamine In dichloromethane at 20℃; for 12h;
Stage #2: With trifluoroacetic acid In dichloromethane at 0℃; Further stages.;
100%
3-[3-(4-hydroxypiperidinylazo)phenoxy]propyloxymethylpolystyrene

3-[3-(4-hydroxypiperidinylazo)phenoxy]propyloxymethylpolystyrene

112-67-4

n-hexadecanoyl chloride

4-palmitoyloxypiperidine

Conditions
ConditionsYield
Stage #1: 3-[3-(4-hydroxypiperidinylazo)phenoxy]propyloxymethylpolystyrene; n-hexadecanoyl chloride With dmap; triethylamine In dichloromethane at 20℃; for 12h;
Stage #2: With trifluoroacetic acid In dichloromethane at 0℃; Further stages.;
100%
104-78-9

diethylaminopropylamine

112-67-4

n-hexadecanoyl chloride

N,N-diethyl-N'-hexadecanoyl-1,3-propanediamine

Conditions
ConditionsYield
In methanol; sodium hydroxide; dichloromethane; chloroform100%
929-06-6

2-(2-Aminoethoxy)ethanol

112-67-4

n-hexadecanoyl chloride

20138-27-6

N-(ω-hydroxyethoxyethyl)hexadecanamide

Conditions
ConditionsYield
Stage #1: 2-(2-Aminoethoxy)ethanol With magnesium oxide In tetrahydrofuran; water at 5℃; for 0.5h;
Stage #2: n-hexadecanoyl chloride In tetrahydrofuran; water at 5 - 10℃; for 2h;
100%
With triethylamine In dichloromethane at 0℃; for 4h;92%
With magnesium oxide In tetrahydrofuran; water
6066-82-6

1-hydroxy-pyrrolidine-2,5-dione

112-67-4

n-hexadecanoyl chloride

14464-31-4

palmitic acid N-succinimide ester

Conditions
ConditionsYield
With triethylamine In chloroform at 20℃; for 8h; Cooling with ice;100%
With triethylamine In chloroform at 20℃; for 8h; Cooling with ice;100%
82945-59-3

2-amino-5,10,15,20-tetraphenylporphyrin

112-67-4

n-hexadecanoyl chloride

C60H61N5O

Conditions
ConditionsYield
Stage #1: 2-amino-5,10,15,20-tetraphenylporphyrin With triethylamine In dichloromethane at 20℃; for 0.25h;
Stage #2: n-hexadecanoyl chloride In dichloromethane at 20℃; for 3h;
100%
87357-65-1

(3R)-3-hydroxytetradecanoic acid phenacyl ester

112-67-4

n-hexadecanoyl chloride

339316-64-2

Hexadecanoic acid (R)-1-(2-oxo-2-phenyl-ethoxycarbonylmethyl)-dodecyl ester

Conditions
ConditionsYield
With dmap In pyridine; dichloromethane Ambient temperature;99.4%
74-89-5

methylamine

112-67-4

n-hexadecanoyl chloride

7388-58-1

N-methylhexadecanamide

Conditions
ConditionsYield
In dichloromethane; water at 20℃; for 12h;99%
In dichloromethane; water at 20℃; for 24h;92%
With water
112-67-4

n-hexadecanoyl chloride

39633-51-7

pentadecanyl isocyanate

Conditions
ConditionsYield
With sodium azide In para-xylene for 2h; Heating;99%
With sodium azide; benzene
With sodium azide In toluene for 5h; Reflux; Inert atmosphere;
134469-06-0

thiazolidine-2-thione

112-67-4

n-hexadecanoyl chloride

74058-64-3

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

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran at 50℃; for 0.5h;99%
With triethylamine In dichloromethane at 0 - 5℃; for 3h;75%
89861-45-0

N-hydroxy-N-methylbenzenecarbothioamide

112-67-4

n-hexadecanoyl chloride

89861-46-1

N-methyl-N-palmitoyloxythiobenzamide

Conditions
ConditionsYield
With pyridine In diethyl ether for 0.5h; Ambient temperature;99%
130277-63-3, 130324-67-3

DL-(1,2,4/3,5,6)-2,5,6-Tri-O-benzyl-2,3,4,5,6-pentahydroxy-3,4-bis-O-(4-methoxybenzyl)cyclohexane-1-methanol, DL-(1,2,3,5/4,6)-2,3,6-Tri-O-benzyl-2,3,4,5,6-pentahydroxy-4,5-bis-O-(4-methoxybenzyl)cyclohexane-1-methanol

112-67-4

n-hexadecanoyl chloride

130277-66-6, 130324-68-4

methyl Hexadecanoate, methyl Hexadecanoate

Conditions
ConditionsYield
With pyridine; dmap In dichloromethane at 25℃; for 1h;99%
103475-80-5

rac-1-O-hexadecyl-3-O-benzylglycerol

112-67-4

n-hexadecanoyl chloride

95895-49-1

Hexadecanoic acid 2-benzyloxy-1-hexadecyloxymethyl-ethyl ester

Conditions
ConditionsYield
With pyridine In benzene at 70℃;99%
68-26-8

RETINOL

112-67-4

n-hexadecanoyl chloride

79-81-2

retinyl palmitate

Conditions
ConditionsYield
In toluene at 35℃; for 1h;99%
With pyridine In 1,2-dichloro-ethane
167768-03-8

6,7dihydroxy-3methyl-4-thiaheptanoic acid t-butyl ester

112-67-4

n-hexadecanoyl chloride

167768-04-9

6,7-bis(palmitoyloxy)-3-methyl-4-thiaheptanoic acid t-butyl ester

Conditions
ConditionsYield
With dmap In dichloromethane for 1h; Ambient temperature;99%
With 2-(Dimethylamino)pyridine; sodium bicarbonate; triethylamine; citric acid In chloroform; water99%
204583-04-0

(S)-2-(4-{[3-(3-Hexadecanoylamino-2-hydroxy-propylsulfanyl)-propionylamino]-methyl}-benzoylamino)-pentanedioic acid di-tert-butyl ester

112-67-4

n-hexadecanoyl chloride

204583-05-1

(S)-2-(4-{[3-(3-Hexadecanoylamino-2-hexadecanoyloxy-propylsulfanyl)-propionylamino]-methyl}-benzoylamino)-pentanedioic acid di-tert-butyl ester

Conditions
ConditionsYield
With dmap In dichloromethane for 0.5h; Ambient temperature;99%
4915-22-4

methyl furan-2-ylacetate

112-67-4

n-hexadecanoyl chloride

852152-07-9

(5-hexadecanoylfuran-2-yl)acetic acid methyl ester

Conditions
ConditionsYield
With tin(IV) chloride In dichloromethane at -5℃; for 1h;99%
With tin(IV) chloride In dichloromethane at -5℃; for 1h; Friedel-Crafts acylation;98%
With tin(IV) chloride In dichloromethane at -5℃; for 1h; Substitution; Friedel-Crafts reaction;
With tin(IV) chloride In dichloromethane at -5℃; Friedel-Crafts acylation;
4145-51-1, 6236-22-2, 116947-35-4, 988-76-1

3-O-Benzyl-1-O-octadecanoyl-sn-glycerin

112-67-4

n-hexadecanoyl chloride

282532-76-7

3-O-benzyl-2-O-hexadecanoyl-1-O-octadecanoyl-sn-glycerol

Conditions
ConditionsYield
With dmap In pyridine; dichloromethane at 0 - 20℃; Acylation;99%
260785-43-1

(S)-3-Hydroxy-2-(2-tetradecanoylamino-acetylamino)-propionic acid benzyl ester

112-67-4

n-hexadecanoyl chloride

Hexadecanoic acid (S)-2-benzyloxycarbonyl-2-(2-tetradecanoylamino-acetylamino)-ethyl ester

Conditions
ConditionsYield
With triethylamine In chloroform at 20℃; for 6h; Acylation;99%
94458-63-6

O-(5-Acetamido-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonic acid)-(2->3)-O-β-D-galactopyranosyl)-(1->4)-O-β-D-glucopyranosyl)-(1->1)-(2S,3R,4E)-2-amino-4-octadecene-1,3-diol

112-67-4

n-hexadecanoyl chloride

(5-acetamido-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonic acid)-(2→3)-β-D-galactopyranosyl-(1→4)-β-D-glucopyranosyl-(1→1)-(2S,3R,4E)-2-hexadecanamino-4-octadecene-1,3-diol

Conditions
ConditionsYield
With sodium hydrogencarbonate In tetrahydrofuran at 20℃; for 2h;99%
With sodium acetate In tetrahydrofuran; water Acylation;
5680-79-5

glycine ethyl ester hydrochloride

112-67-4

n-hexadecanoyl chloride

214706-34-0

N-hexadecanoyl glycine methyl ester

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃;99%
With sodium hydrogencarbonate In chloroform; water at 20℃; for 2h;
Stage #1: glycine ethyl ester hydrochloride With potassium carbonate In dichloromethane; water at 0℃; for 0.0833333h;
Stage #2: n-hexadecanoyl chloride In dichloromethane; water at 20℃; for 16h;
1.48 g
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Chemistry

IUPAC Name: Hexadecanoyl chloride
Synonyms of Palmitoyl chloride (CAS NO.112-67-4): AI3-52614 ; EINECS 203-996-7 ; HSDB 5573 ; Hexadecanoic acid, chloride ; NSC 9854 ; Palmitic acid chloride  ; Palmityl chloride ; Hexadecanoyl chloride
CAS NO: 112-67-4
Molecular Formula of Palmitoyl chloride (CAS NO.112-67-4): C16H31ClO
Molecular Weight: 274.8697
Molecular Structure:

Melting Point: 11-13 °C
ProductCategories: ACID CHLORIDES 
Polar Surface Area: 17.07 Å2
Index of Refraction: 1.45
Molar Refractivity: 81.05 cm3
Molar Volume: 301.1 cm3
Surface Tension: 31.2 dyne/cm
Density of Palmitoyl chloride (CAS NO.112-67-4): 0.912 g/cm3
Flash Point: 155.5 °C
Enthalpy of Vaporization: 56.54 kJ/mol
Boiling Point: 323.5 °C at 760 mmHg
Vapour Pressure: 0.000261 mmHg at 25°C

Uses

 Palmitoyl chloride (CAS NO.112-67-4) is used as intermediates in organic synthesis.

Safety Profile

Hazard Codes: CorrosiveC
Risk Statements: 14-34-29 
R14: Reacts violently with water. 
R34: Causes burns. 
R29: Contact with water liberates toxic gas.
Safety Statements: 26-36/37/39-43-45-8 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36/37/39: Wear suitable protective clothing, gloves and eye/face protection. 
S43: In case of fire use ... (there follows the type of fire-fighting equipment to be used.) 
S45: In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) 
S8: Keep container dry.
RIDADR: UN 3265 8/PG 2
WGK Germany: 1
F: 9-21
HazardClass: 8
PackingGrou:p II