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79-03-8

Basic Information
CAS No.: 79-03-8
Name: Propionyl chloride
Molecular Structure:
Molecular Structure of 79-03-8 (Propionyl chloride)
Formula: C3H5ClO
Molecular Weight: 92.52
Synonyms: Propionylchloride (6CI,8CI);Chloro ethyl ketone;NSC 83547;Propionic acid chloride;
EINECS: 201-170-0
Density: 1.068 g/cm3
Melting Point: -94 °C
Boiling Point: 75.5 °C at 760 mmHg
Flash Point: 11.7 °C
Solubility: reacts with water
Appearance: colorless liquid with a pungent odor
Hazard Symbols: FlammableF, CorrosiveC
Risk Codes: 11-14-34
Safety: 9-16-26-45
Transport Information: UN 1815 3/PG 2
PSA: 17.07000
LogP: 1.16180
Synthetic route
802294-64-0

propionic acid

79-03-8

propionyl chloride

Conditions
ConditionsYield
With thionyl chloride In N,N-dimethyl-formamide at 70 - 75℃;97%
With N,N-dimethyl-formamide; trichlorophosphate at 100℃;93.7%
Stage #1: propionic acid With chloroform; oxygen; N,N-dimethyl-formamide at 30℃; for 3h; Irradiation;
Stage #2: at 30℃; for 2h;
86%
802294-64-0

propionic acid

A

79-03-8

propionyl chloride

B

123-62-6

propionic acid anhydride

Conditions
ConditionsYield
With phosphorus trichloride at 40 - 50℃; 4-5h;A 57.9%
B n/a
With phosphorus trichloride at 40 - 50℃; 4-5h;A 46.4%
B 18%
16844-98-7

trimethylsilyl propionate

4353-77-9

chlorosulfonate de trimethylsilyle

A

79-03-8

propionyl chloride

B

86521-60-0

trimethylsilyl 1-<(trimethylsiloxy)carbonyl>ethanesulfonate

Conditions
ConditionsYield
In 1,2-dichloro-ethane for 12h; Mechanism; Heating; course is discussed; further trimethylsilyl carboxylates, aldehydes and ketones;A n/a
B 41%
In 1,2-dichloro-ethane for 12h; Heating;A n/a
B 41%
98-88-4

benzoyl chloride

802294-64-0

propionic acid

79-03-8

propionyl chloride

51430-68-3

3,4-dichloro-(E)-3-hexene

A

79-03-8

propionyl chloride

B

100220-04-0

1,1-Dichlorpropylhydroperoxid

Conditions
ConditionsYield
With hydrogenchloride; ozone; formic acid ethyl ester at -10 - 0℃;
802294-64-0

propionic acid

7719-12-2, 52843-90-0

phosphorus trichloride

79-03-8

propionyl chloride

Conditions
ConditionsYield
at 20℃;
56-23-5

tetrachloromethane

7782-50-5

chlorine

123-62-6

propionic acid anhydride

A

79-03-8

propionyl chloride

B

propionyl hypochlorite

propionyl hypochlorite

Conditions
ConditionsYield
at -15 - -5℃; unter Lichtausschluss;
2570-00-5

3,3-dichloro-1,2-diphenylcyclopropene

802294-64-0

propionic acid

A

79-03-8

propionyl chloride

B

886-38-4

diphenylcyclopropenone

Conditions
ConditionsYield
In chloroform-d1 for 0.25h; Inert atmosphere;
96-22-0

pentan-3-one

A

17042-21-6

2-chloro-3-pentanone

B

32830-97-0

1-chloro-3-pentanone

C

600-14-6

2,3-Pentanedione

D

79-03-8

propionyl chloride

E

75-07-0

acetaldehyde

Conditions
ConditionsYield
With oxygen; chlorine at 23.84℃; under 830 - 980 Torr; UV-irradiation;
96-22-0

pentan-3-one

A

17042-21-6

2-chloro-3-pentanone

B

32830-97-0

1-chloro-3-pentanone

C

1629-58-9

4-penten-3-one

D

79-03-8

propionyl chloride

E

75-07-0

acetaldehyde

Conditions
ConditionsYield
With oxygen; chlorine at 236.84℃; under 700 - 950 Torr; UV-irradiation;
96-22-0

pentan-3-one

A

17042-21-6

2-chloro-3-pentanone

B

32830-97-0

1-chloro-3-pentanone

C

79-03-8

propionyl chloride

D

75-07-0

acetaldehyde

Conditions
ConditionsYield
With chlorine at 23.84℃; under 830 - 980 Torr; UV-irradiation;
123-38-6

propionaldehyde

79-03-8

propionyl chloride

Conditions
ConditionsYield
With trichloroisocyanuric acid In dichloromethane at 20℃; Inert atmosphere;
With trichloroisocyanuric acid In dichloromethane at 20℃; Inert atmosphere;
188290-36-0

thiophene

79-03-8

propionyl chloride

13679-75-9

1-thiophen-2-yl-propan-1-one

Conditions
ConditionsYield
With aluminum (III) chloride In dichloromethane at 0℃; for 1.5h; Inert atmosphere;100%
With aluminum (III) chloride In dichloromethane at 0℃; for 1.5h; Inert atmosphere;100%
With zinc trifluoromethanesulfonate In nitromethane at 20℃; for 4h; Friedel-Crafts acylation;89%
97-67-6

(S)-Malic acid

79-03-8

propionyl chloride

2,5-dioxotetrahydrofuran-3-yl propionate

Conditions
ConditionsYield
for 8h; Inert atmosphere; Reflux;100%
79-03-8

propionyl chloride

100-66-3

methoxybenzene

121-97-1

4-Methoxypropiophenone

Conditions
ConditionsYield
With Noccaea caerulescens extract supported in montmorillonite K10 at 60℃; for 6h; Friedel Crafts acylation; Inert atmosphere; regioselective reaction;100%
With aluminum (III) chloride In dichloromethane at 5 - 20℃; for 2.5h;98%
With benzyltributylammonium tetrachloroferrate at 50℃; for 0.1h; Friedel-Crafts reaction;93%
79-03-8

propionyl chloride

135-19-3

β-naphthol

13080-43-8

2-naphthyl propionate

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃;100%
420-04-2

CYANAMID

79-03-8

propionyl chloride

5634-64-0

propionylcyanamide

Conditions
ConditionsYield
With sodium hydroxide In acetone100%
With triethylamine In benzene
3597-45-3

cortienic acid

79-03-8

propionyl chloride

37933-23-6

11β-hydroxy-17α-propanoyloxy-3-oxo-androst-4-ene-17β-carboxylic acid

Conditions
ConditionsYield
With triethylamine In dichloromethane100%
(i), (ii) Et2NH, acetone; Multistep reaction;
117-10-2

1,8-dihydroxy-9,10-anthracenedione

79-03-8

propionyl chloride

Propionic acid 9,10-dioxo-8-propionyloxy-9,10-dihydro-anthracen-1-yl ester

Conditions
ConditionsYield
In pyridine for 3h; Ambient temperature;100%
552-79-4

(-)-N-methylephedrine

79-03-8

propionyl chloride

53135-04-9

(1R,2S)-(2-Dimethylamino-1-phenyl)propyl propanoate

Conditions
ConditionsYield
In dichloromethane100%
In dichloromethane for 4h; Ambient temperature;99%
In dichloromethane for 3h; Ambient temperature;99%
In dichloromethane Yield given;
90719-32-7

(S)-4-Benzyl-2-oxazolidinone

79-03-8

propionyl chloride

131685-53-5, 101711-78-8

(S)-4-benzyl-3-propionyl-2-oxazolidinone

Conditions
ConditionsYield
Stage #1: (S)-4-Benzyl-2-oxazolidinone With sodium hydride In tetrahydrofuran at 0℃; for 1.16667h;
Stage #2: propionyl chloride In tetrahydrofuran at 0 - 20℃;
100%
With n-butyllithium In tetrahydrofuran100%
With n-butyllithium In tetrahydrofuran; hexane at -78 - 20℃;99%
79-03-8

propionyl chloride

622-24-2

2-phenylethyl chloride

117922-95-9

4-(2-chloroethyl)propiophenone

Conditions
ConditionsYield
With aluminium trichloride In 1,2-dichloro-ethane for 0.416667h; Ambient temperature;100%
aluminium trichloride In 1,2-dichloro-ethane
aluminium trichloride In 1,2-dichloro-ethane
79-03-8

propionyl chloride

24560-29-0

lithium 2,6-dimethylphenolate dimer

51233-80-8

2,6-dimethylphenyl propionate

Conditions
ConditionsYield
In tetrahydrofuran at -78℃;100%
79-03-8

propionyl chloride

135928-55-1

1-[(2R,3S,4R,5R)-5-(tert-Butyl-dimethyl-silanyloxymethyl)-3-hydroxy-4-phenylselanyl-tetrahydro-furan-2-yl]-1H-pyrimidine-2,4-dione

134100-05-3

Propionic acid (2R,3S,4S,5R)-5-(tert-butyl-dimethyl-silanyloxymethyl)-2-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-4-phenylselanyl-tetrahydro-furan-3-yl ester

Conditions
ConditionsYield
100%
79-03-8

propionyl chloride

83651-44-9

(2S*,3S*)-1-<(tert-butyldimethylsilyl)oxy>-2-methyl-4-penten-3-ol

83651-45-0

(2S*,3S*)-1-<(tert-butyldimethylsilyl)oxy>-2-methyl-4-penten-3-yl propanoate

Conditions
ConditionsYield
With pyridine In dichloromethane for 2h; Ambient temperature;100%
In dichloromethane73%
79-03-8

propionyl chloride

90069-21-9

2-(4-{2-[8-Fluoro-5-(4-fluoro-phenyl)-2,3,4,5-tetrahydro-benzo[b]azepin-1-yl]-ethyl}-piperazin-1-yl)-ethanol

77796-16-8

Propionic acid 2-(4-{2-[8-fluoro-5-(4-fluoro-phenyl)-2,3,4,5-tetrahydro-benzo[b]azepin-1-yl]-ethyl}-piperazin-1-yl)-ethyl ester

Conditions
ConditionsYield
In chloroform for 1h; Heating;100%
79-03-8

propionyl chloride

77796-03-3

1-[8-Fluoro-5-(4-fluoro-phenyl)-2,3,4,5-tetrahydro-benzo[b]azepin-1-yl]-2-[4-(2-hydroxy-ethyl)-piperazin-1-yl]-ethanone

90069-22-0

Propionic acid 2-(4-{2-[8-fluoro-5-(4-fluoro-phenyl)-2,3,4,5-tetrahydro-benzo[b]azepin-1-yl]-2-oxo-ethyl}-piperazin-1-yl)-ethyl ester

Conditions
ConditionsYield
With potassium carbonate In chloroform for 1h; Heating;100%
79-03-8

propionyl chloride

78095-35-9

(S)-8-methoxy-N-propyl-1,2,3,4-tetrahydronaphthalen-2-amine hydrochloride

136655-73-7

(2S)-8-methoxy-2-(N-propylpropionamido)-1,2,3,4-tetrahydronaphthaline

Conditions
ConditionsYield
With triethylamine In diethyl ether Ambient temperature;100%
79-03-8

propionyl chloride

46864-14-6

(1S,2R)-N,N-dimethyl-2-hydroxy-1,2-diphenyl-ethylamine

(1R,2S)-N-methylephedrine-O-propionate

Conditions
ConditionsYield
In dichloromethane100%
79-03-8

propionyl chloride

93503-09-4

(S)-(-)-(7-methoxy-1,2,3,4-tetrahydronaphthalen-2-yl)propylamine hydrochloride

93503-15-2

(S)-N-propionyl-7-methoxy-2-(propylamine)tetralin

Conditions
ConditionsYield
With sodium hydroxide In dichloromethane for 0.5h;100%
79-03-8

propionyl chloride

23978-55-4

1,4,10,13-tetraoxa-7,16-diazacyclooctadecane

105399-97-1

N,N'-dipropanoyl-4,13-diaza-18-crown-6

Conditions
ConditionsYield
With sodium carbonate In benzene for 12h; Ambient temperature;100%
79-03-8

propionyl chloride

149250-83-9

cis-(1S,2S)-2-(3-methoxyphenyl)-N-propylcyclohexylamine

149191-75-3

N-[(1S,2S)-2-(3-Methoxy-phenyl)-cyclohexyl]-N-propyl-propionamide

Conditions
ConditionsYield
With triethylamine In dichloromethane for 1.5h; Ambient temperature;100%
79-03-8

propionyl chloride

149250-84-0

cis-(1R,2R)-2-(3-methoxyphenyl)-N-propylcyclohexylamine

N-[(1R,2R)-2-(3-Methoxy-phenyl)-cyclohexyl]-N-propyl-propionamide

Conditions
ConditionsYield
With triethylamine In dichloromethane for 1.5h; Ambient temperature;100%
79-03-8

propionyl chloride

149250-84-0

cis-(1R,2R)-2-(3-methoxyphenyl)-N-propylcyclohexylamine

cis-(1R,2R)-2-(3-hydroxyphenyl)-N,N-dipropylcyclohexylamine hydrobromide

Conditions
ConditionsYield
With triethylamine In dichloromethane for 1.5h; Ambient temperature;100%
79-03-8

propionyl chloride

136905-97-0

2-n-Propylamino-8-chloro-1,2,3,4-tetrahydronaphthalene

136905-98-1

8-chloro-2-(N-n-propyl-N-propionyl-amino)-1,2,3,4-tetrahydronaphthalene

Conditions
ConditionsYield
With triethylamine In dichloromethane for 0.166667h; Ambient temperature;100%
79-03-8

propionyl chloride

598-40-3

ethyl iodoacetate

Conditions
ConditionsYield
With diiodosilane; iodine In chloroform-d1 at 25℃; for 0.166667h;100%
With trimethylsilyl iodide93%
With sodium iodide In acetonitrile for 1h; Ambient temperature;53%
With sodium iodide at 20℃; for 0.166667h;
700-12-9

pentamethylbenzene,

79-03-8

propionyl chloride

2040-17-7

1-(2,3,4,5,6-pentamethylphenyl)propan-1-one

Conditions
ConditionsYield
With aluminum (III) chloride In dichloromethane at 0℃; for 0.583333h;100%
aluminium trichloride In dichloromethane at 0℃; for 4h;92.1%
79-03-8

propionyl chloride

159142-00-4

(R)-N-(1S,2R)-<3-<2-<<(1,1-dimethylethyl)amino>carbonyl>phenyl>-2-hydroxy-1-(phenylmethyl)propyl>-2-amino-4-oxo-4-(benzyloxy)butanamide

(R)-N-(1S,2R)-<3-<2-<<(1,1-dimethylethyl)amino>carbonyl>phenyl>-2-hydroxy-1-(phenylmethyl)propyl>-2-<(ethylcarbonyl)amino>-4-oxo-4-(benzyloxy)butanamide

Conditions
ConditionsYield
With triethylamine In dichloromethane for 0.5h; Ambient temperature;100%
79-03-8

propionyl chloride

77877-20-4, 116382-72-0, 143654-01-7

(4S,5R)-4-methyl-5-phenyl-3-propionyloxazolidin-2-one

Conditions
ConditionsYield
Stage #1: (4S,5R)-4-methyl-5-phenyl-oxazolidin-2-one With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 1h; Metallation;
Stage #2: propionyl chloride In tetrahydrofuran; hexane at -78 - 0℃; for 1.5h; Acylation;
100%
Stage #1: (4S,5R)-4-methyl-5-phenyl-oxazolidin-2-one With n-butyllithium In tetrahydrofuran at -78℃; for 2h;
Stage #2: propionyl chloride In tetrahydrofuran at -78℃; for 2h;
99.5%
Stage #1: (4S,5R)-4-methyl-5-phenyl-oxazolidin-2-one With n-butyllithium In tetrahydrofuran; hexane at -78℃;
Stage #2: propionyl chloride In tetrahydrofuran; hexane at -78 - 20℃;
97%
40217-17-2, 90719-32-7, 120574-96-1, 102029-44-7

(R)-4-(phenylmethyl)-2-oxazolidinone

79-03-8

propionyl chloride

101711-78-8, 131685-53-5

(3R)-3-propionyl-4-benzyloxazolidin-2-one

Conditions
ConditionsYield
Stage #1: (R)-4-(phenylmethyl)-2-oxazolidinone With n-butyllithium In tetrahydrofuran; hexane at -78 - -68℃; for 1h; Cooling with acetone-dry ice;
Stage #2: propionyl chloride In tetrahydrofuran; hexane at -68 - 20℃; for 2.25h;
100%
Stage #1: (R)-4-(phenylmethyl)-2-oxazolidinone With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.75h; Inert atmosphere;
Stage #2: propionyl chloride In tetrahydrofuran; hexane at -78 - 0℃; Inert atmosphere;
99%
Stage #1: (R)-4-(phenylmethyl)-2-oxazolidinone With n-butyllithium In tetrahydrofuran at -78℃; for 0.333333h; Inert atmosphere;
Stage #2: propionyl chloride In tetrahydrofuran at -78 - 20℃; Inert atmosphere;
99%
79-03-8

propionyl chloride

(3aS,6R,6aS)-6-Ethyl-3,3-dimethyl-5-(toluene-4-sulfonyl)-hexahydro-pyrrolo[3,4-c]isoxazole

1-[(3aS,6R,6aS)-6-Ethyl-3,3-dimethyl-5-(toluene-4-sulfonyl)-hexahydro-pyrrolo[3,4-c]isoxazol-1-yl]-propan-1-one

Conditions
ConditionsYield
With triethylamine In dichloromethane100%
79-03-8

propionyl chloride

190838-91-6

(3aR,6S,6aR)-6-Isopropyl-3,3-dimethyl-5-(toluene-4-sulfonyl)-hexahydro-pyrrolo[3,4-c]isoxazole

190838-95-0

1-[(3aR,6S,6aR)-6-Isopropyl-3,3-dimethyl-5-(toluene-4-sulfonyl)-hexahydro-pyrrolo[3,4-c]isoxazol-1-yl]-propan-1-one

Conditions
ConditionsYield
With triethylamine In dichloromethane100%
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  • Propionyl Chloride CAS NO.79-03-8

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    Propionyl Chloride CAS NO.79-03-8

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    propionyl chloride Product Name: propionyl chloride Molecular Weight: 92.52 CAS NO: 79-03-8 EC NO: 201-170-0 Molecular Formula: C3H5ClO

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    Propionyl chloride 98%

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    Propionyl chloride

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Consensus Reports

Reported in EPA TSCA Inventory.

Specification

1. Introduction of Propionyl chloride
Propionyl chloride, its Synonyms are Propionic acid chloride; Propionic chloride; Propanoyl chloride.

2. Properties of Propionyl chloride
XLogP3-AA: 1.2
H-Bond Donor: 0
H-Bond Acceptor: 1 
Index of Refraction: 1.396
Molar Refractivity: 20.82 cm3
Molar Volume: 86.5 cm3
Surface Tension: 25.7 dyne/cm
Density: 1.068 g/cm3
Flash Point: 11.7 °C
Enthalpy of Vaporization: 31.67 kJ/mol
Boiling Point: 75.5 °C at 760 mmHg
Vapour Pressure: 105 mmHg at 25 °C
Appearance: colorless liquid with a pungent odor
Melting Point: -94 °C
storage temp.: Flammables area
Water Solubility: REACTS
FreezingPoint: -94 °C
Sensitive: Moisture Sensitive
Product Categories: Organics; Acid Halides; Carbonyl Compounds; Organic Building Blocks

3. Structure Descriptors of Propionyl chloride
Canonical SMILES: CCC(=O)Cl
InChI: InChI=1S/C3H5ClO/c1-2-3(4)5/h2H2,1H3
InChIKey: RZWZRACFZGVKFM-UHFFFAOYSA-N

4. Safety Information of Propionyl chloride
A corrosive irritant to skin, eyes, and mucous membranes. Dangerous fire hazard when exposed to heat or flame; can react vigorously with oxidizing materials. Reacts with water or steam to produce toxic and corrosive fumes. Exothermic reaction with diisopropyl ether produces much gas. The reaction may be dangerous if confined. To fight fire, use CO2, dry chemical; do not use water. When heated to decomposition it emits highly toxic fumes of Cl.
Hazard Codes: FlammableF,CorrosiveC
Risk Statements: 11-14-34 
R11:Highly flammable. 
R14 :Reacts violently with water. 
R34:Causes burns.
Safety Statements: 9-16-26-45
S9:Keep container in a well-ventilated place. 
S16:Keep away from sources of ignition. 
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.)
RIDADR: UN 1815 3/PG 2
WGK Germany: 1
HazardClass: 3
PackingGroup: II 
RTECS: UG6657000

5. Use of Propionyl chloride
In the pharmaceutical industry, Propionyl chloride is used for the production of anti-epileptic drugs , anti-adrenaline drug,etc.