Conditions | Yield |
---|---|
With bis(trichloromethyl) carbonate In toluene at 25℃; for 8h; Reagent/catalyst; Temperature; | 98.5% |
With thionyl chloride | 63% |
With phosphorus trichloride |
Conditions | Yield |
---|---|
With bis(trichloromethyl) carbonate; N,N-dimethylpiperidine-4-carboxamide hydrochloride at 25℃; for 10h; Reagent/catalyst; Large scale; | 98% |
With phosphorus pentachloride In benzene at 20℃; for 10h; Chlorination; | 87% |
With tetrachloromethane; sulfuryl dichloride | |
With tetrachloromethane; phosphorus pentachloride | |
With thionyl chloride |
Conditions | Yield |
---|---|
With thionyl chloride In N,N-dimethyl-formamide at 80℃; under 2068.65 Torr; for 0.416667h; Reagent/catalyst; Pressure; | A 4% B 94% |
With trichlorophosphate In N,N-dimethyl-formamide at 80℃; for 0.00833333h; Reagent/catalyst; Temperature; | A 91% B 6% |
With thionyl chloride; N,N-dimethyl-formamide In neat (no solvent) at 60℃; for 0.0166667h; Catalytic behavior; Reagent/catalyst; Temperature; Time; Flow reactor; |
Conditions | Yield |
---|---|
With thionyl chloride In N,N-dimethyl-formamide at 60℃; for 0.0166667h; Reagent/catalyst; | A 7% B 82% C 11% |
Conditions | Yield |
---|---|
With phosgene; N,N-dimethyl-formamide at 70℃; for 10h; | 80% |
With N,N-dimethyl-formamide | |
With phosgene In N,N-dimethyl-formamide at 70℃; for 40h; | |
With phosgene In N,N-dimethyl-formamide at 70℃; for 40h; | 200 g |
With thionyl chloride In N,N-dimethyl-formamide at 80℃; for 0.416667h; Concentration; Reagent/catalyst; |
methyldichlorophosphane
acrylic acid
A
2-methyl-2,5-dioxo-1,2-oxaphospholane
B
2-chloropropionyl chloride
Conditions | Yield |
---|---|
In paraffin | A n/a B 76% |
A n/a B 76% |
3-(chloro-methyl-phosphinoyl)-butyryl chloride
acrylic acid
B
2-chloropropionyl chloride
Conditions | Yield |
---|---|
A n/a B 70% |
2-methyl-2,5-dioxo-1,2-oxaphospholane
2-chloropropionyl chloride
Conditions | Yield |
---|---|
70% |
Conditions | Yield |
---|---|
With aluminium trichloride; toluene | |
With carbon disulfide at -5 - -4℃; |
propionyl chloride
A
2-chloropropionyl chloride
B
2-chloropropionyl chloride
Conditions | Yield |
---|---|
With chlorine at 0 - 5℃; Irradiation.unter UV-Bestrahlung; | |
With sulfuryl dichloride; dibenzoyl peroxide | |
With sulfuryl dichloride; dibenzoyl peroxide |
Conditions | Yield |
---|---|
With chlorine at 0 - 5℃; Irradiation.UV-Bestrahlung; | |
With sulfuryl dichloride; dibenzoyl peroxide |
Conditions | Yield |
---|---|
(i) PdCl2, benzene, (ii) /BRN= 3587209/; Multistep reaction; |
Conditions | Yield |
---|---|
(i) aq. HCl, (ii) SOCl2; Multistep reaction; |
β-Propiolactone
phosphorus pentachloride
2-chloropropionyl chloride
Conditions | Yield |
---|---|
Chlorierung unter Belichtung; |
propionyl chloride
chlorine
A
2-chloropropionyl chloride
B
2-chloropropionyl chloride
Conditions | Yield |
---|---|
at 0 - 5℃; UV-Bestrahlung.Irradiation; |
sulfuryl dichloride
propionyl chloride
dibenzoyl peroxide
A
2-chloropropionyl chloride
B
2-chloropropionyl chloride
Conditions | Yield |
---|---|
With tetrachloromethane; chlorine |
phosgene
aluminium trichloride
ethene
toluene
2-chloropropionyl chloride
Conditions | Yield |
---|---|
at 35 - 40℃; |
Conditions | Yield |
---|---|
at -7 - -2℃; |
1,2,3,4-tetrahydroisoquinoline
2-chloropropionyl chloride
1,2,6,7-tetrahydropyrido<3,2,1-i,j>quinolin-3(5H)-one
Conditions | Yield |
---|---|
Stage #1: 1,2,3,4-tetrahydroisoquinoline; 2-chloropropionyl chloride In acetone for 1h; Inert atmosphere; Reflux; Stage #2: With aluminum (III) chloride; sodium chloride at 150℃; for 1h; Inert atmosphere; | 100% |
Stage #1: 1,2,3,4-tetrahydroisoquinoline; 2-chloropropionyl chloride In acetone for 1h; Reflux; Stage #2: With aluminum (III) chloride; sodium chloride at 150℃; for 0.5h; | 88% |
With acetone Erhitzen des Reaktionsprodukts mit Aluminiumchlorid; | |
With aluminium trichloride 1.) acetone, reflux, 2 h, 2.) heating; Multistep reaction; |
p-toluidine
2-chloropropionyl chloride
3-chloro-N-(4-methylphenyl)propionamide
Conditions | Yield |
---|---|
In acetone for 1h; Acylation; Heating; | 100% |
In water; acetone for 6h; Reflux; | 100% |
With potassium carbonate In acetone at 0℃; for 1h; Condensation; | 95% |
4-chloro-aniline
2-chloropropionyl chloride
3-chloro-N-(4-chlorophenyl)propanamide
Conditions | Yield |
---|---|
In acetone for 1h; Acylation; Heating; | 100% |
In acetone for 2h; Reflux; | 85% |
Stage #1: 4-chloro-aniline With sodium acetate; acetic acid In water at 5℃; Stage #2: 2-chloropropionyl chloride at 0 - 20℃; | 70% |
phenethylamine
2-chloropropionyl chloride
3-chloro-N-(4-phenylethyl)propanamide
Conditions | Yield |
---|---|
With sodium hydrogencarbonate In chloroform; water at 20℃; for 1h; | 100% |
With sodium hydroxide |
4-nitro-aniline
2-chloropropionyl chloride
3-chloro-N-(4-nitrophenyl)propanamide
Conditions | Yield |
---|---|
at 0 - 50℃; Neat (no solvent); | 100% |
at 20 - 50℃; | 100% |
at 50℃; for 16h; | 97% |
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 0℃; for 2h; | 100% |
With potassium carbonate In acetone at 0℃; for 1h; Condensation; | 98% |
With potassium carbonate In water; acetone at 0℃; for 1h; | 98% |
naphthalene
2-chloropropionyl chloride
3-chloro-1-(naphthalen-2-yl)propan-1-one
Conditions | Yield |
---|---|
With aluminum (III) chloride In dichloromethane at 20℃; Cooling with ice; | 100% |
With carbon disulfide; aluminium trichloride | |
With aluminium trichloride In nitrobenzene 1.) 5 h, room temp., 2.) 30 min, 40-45 deg C; | |
Stage #1: naphthalene; 2-chloropropionyl chloride With aluminum (III) chloride In nitrobenzene at 0℃; Stage #2: With hydrogenchloride In nitrobenzene |
5-chloro-2-phenylsulfanyl-aniline
2-chloropropionyl chloride
N-(3-chloropropyl)-5-chloro-2-phenylthiophenylamine
Conditions | Yield |
---|---|
With pyridine In diethyl ether at 0℃; for 0.333333h; | 100% |
Conditions | Yield |
---|---|
With aluminum (III) chloride In dichloromethane at 0 - 20℃; Inert atmosphere; | 100% |
aluminium trichloride; nitromethane In carbon disulfide for 2h; Product distribution; Mechanism; Ambient temperature; further Friedel-Crafts catalysts, further arenes, further haloacid chlorides; variation of temperature and time; | 88% |
aluminium trichloride; nitromethane In carbon disulfide for 2h; Ambient temperature; | 88% |
thiophene
2-chloropropionyl chloride
3-chloro-1-(2-thienyl)propan-1-one
Conditions | Yield |
---|---|
Stage #1: 2-chloropropionyl chloride With aluminum (III) chloride In dichloromethane at -5℃; for 0.166667h; Friedel Crafts Acylation; Stage #2: thiophene In dichloromethane at -5℃; for 1h; Friedel Crafts Acylation; | 100% |
Stage #1: 2-chloropropionyl chloride With aluminum (III) chloride In dichloromethane at 20℃; for 0.25h; Stage #2: thiophene In dichloromethane at 0 - 20℃; for 4h; | 99% |
Stage #1: 2-chloropropionyl chloride With aluminum (III) chloride In dichloromethane at 20℃; for 0.25h; Stage #2: thiophene In dichloromethane at 0 - 20℃; for 4h; | 99% |
Conditions | Yield |
---|---|
In acetone at 70℃; for 3h; | 100% |
In acetone at 70℃; for 3h; Inert atmosphere; Sealed tube; | 99% |
In acetone for 1h; Reflux; | 73% |
methyl 3-amino-2-[[(2'-cyanobiphenyl-4-yl)methyl]amino]benzoate
2-chloropropionyl chloride
methyl 2-(2-chloroethyl)-1-[(2'-cyanobiphenyl-4-yl)methyl]benzimidazole-7-carboxylate
Conditions | Yield |
---|---|
In dichloromethane for 2h; Ambient temperature; | 100% |
With hydrogenchloride In methanol; CH2 Cl2 -H2 O; dichloromethane |
Conditions | Yield |
---|---|
In benzene for 1h; Ambient temperature; | 100% |
trans-1,2,3,4-tetrahydro-7-methoxy-1-naphthylamine
2-chloropropionyl chloride
Conditions | Yield |
---|---|
With sodium hydroxide In dichloromethane | 100% |
2-chloropropionyl chloride
2-(3-methoxyphenyl)-1-ethanamine
3-chloro-N-[2-(3-methoxyphenyl)ethyl]propionamide
Conditions | Yield |
---|---|
With sodium hydrogencarbonate In chloroform; water at 20℃; for 1h; | 100% |
1,4-dihydro-4-(3-aminophenyl)-2,6-dimethyl-3,5-pyridinedicarboxylic acid,dimethyl ester
2-chloropropionyl chloride
Conditions | Yield |
---|---|
In tetrahydrofuran; ethyl acetate | 100% |
In tetrahydrofuran; ethyl acetate | 100% |
In tetrahydrofuran; ethyl acetate | 100% |
Conditions | Yield |
---|---|
With hydrogenchloride In acetone | 100% |
2-chloropropionyl chloride
C3H4ClN3O
Conditions | Yield |
---|---|
With sodium azide | 100% |
6-amino-4-((3-chloro-4-(pyridin-2-ylmethoxy)phenyl)amino)-7-ethoxyquinoline-3-carbonitrile
2-chloropropionyl chloride
3-chloro-N-(4-(3-chloro-4-(pyridin-2-ylmethoxy)anilino)-3-cyano-7-ethoxyquinolin-6-yl)propanamide
Conditions | Yield |
---|---|
at 50℃; for 16h; | 100% |
at 50℃; | 99% |
3-aminoisoxazole
2-chloropropionyl chloride
3-chloro-N-(isoxazol-3-yl)propanamide
Conditions | Yield |
---|---|
Stage #1: 3-aminoisoxazole With sodium hydride In tetrahydrofuran; mineral oil for 6h; Inert atmosphere; Stage #2: 2-chloropropionyl chloride In tetrahydrofuran; mineral oil at 20℃; Inert atmosphere; | 100% |
2-chloropropionyl chloride
Conditions | Yield |
---|---|
In tetrahydrofuran; water at 25℃; for 2h; | 100% |
3-bromo-4-fluorophenol
2-chloropropionyl chloride
Conditions | Yield |
---|---|
With aluminum (III) chloride In dichloromethane at -50 - 20℃; | 100% |
With aluminum (III) chloride In dichloromethane at -50 - 20℃; | 71% |
Conditions | Yield |
---|---|
Reflux; | 100% |
N,O-dimethylhydroxylamine*hydrochloride
2-chloropropionyl chloride
3-chloro-N-methoxy-N-methylpropanamide
Conditions | Yield |
---|---|
With potassium carbonate In diethyl ether; water at 0 - 20℃; Inert atmosphere; | 99.9% |
With potassium carbonate In diethyl ether; water at 0 - 20℃; Inert atmosphere; | 92% |
With potassium carbonate In tetrahydrofuran; water at 0 - 20℃; Inert atmosphere; |
tert-butylamine
2-chloropropionyl chloride
N-tert-butyl-2-(chloromethyl)acetamide
Conditions | Yield |
---|---|
With sodium hydroxide In dichloromethane; water at -20 - 20℃; for 2h; | 99% |
With sodium hydroxide; 1,2-dichloro-ethane |
o-xylene
2-chloropropionyl chloride
3-chloro-1-(3,4-dimethyl-phenyl)-propan-1-one
Conditions | Yield |
---|---|
With aluminum (III) chloride; nitromethane at 19 - 22℃; under 760.051 Torr; Friedel Crafts acylation; Inert atmosphere; | 99% |
With aluminum (III) chloride In dichloromethane at 0 - 20℃; Friedel-Crafts acylation; Inert atmosphere; | 98% |
With aluminum (III) chloride In dichloromethane at 25℃; for 3h; | 96% |
Conditions | Yield |
---|---|
In benzene for 1h; Heating; | 99% |
Conditions | Yield |
---|---|
Stage #1: 2-chloropropionyl chloride With aluminum (III) chloride In dichloromethane at 20℃; for 0.25h; Stage #2: hexylbenzene In dichloromethane at 20℃; for 24h; | 99% |
With aluminium trichloride In pentane at 20℃; for 1h; | 67% |
4-bromo-m-xylene
2-chloropropionyl chloride
4-bromo-1-(3'-chloro-1'-oxopropyl)-2,5-dimethylbenzene
Conditions | Yield |
---|---|
Stage #1: 2-chloropropionyl chloride With aluminum (III) chloride In dichloromethane for 0.25h; Schlenk technique; Inert atmosphere; Stage #2: 4-bromo-m-xylene In dichloromethane at 20℃; for 20h; Inert atmosphere; | 99% |
With aluminium trichloride In dichloromethane at 50℃; for 3h; Addition; | 87% |
With aluminum (III) chloride In carbon disulfide at 0℃; for 1h; Reflux; | 61% |
With aluminium trichloride In carbon disulfide at 20℃; for 16h; |
1-bromo-2,4-dimethylbenzene
2-chloropropionyl chloride
1-(5-bromo-2,4-dimethylphenyl)-3-chloropropan-1-one
Conditions | Yield |
---|---|
With aluminium trichloride In carbon disulfide for 0.5h; Friedel-Crafts reaction; Heating; | 99% |
Molecular Structure of Propanoylchloride, 3-chloro- (CAS No.625-36-5):
Molecular Formula: C3H4Cl2O
Molecular Weight: 126.9693
IUPAC Name: 3-Chloropropanoyl chloride
CAS No: 625-36-5
H bond acceptors: 1
H bond donors: 0
Freely Rotating Bonds: 2
Polar Surface Area: 17.07 Å2
Index of Refraction: 1.437
Molar Refractivity: 25.67 cm3
Molar Volume: 97.9 cm3
Surface Tension: 32.2 dyne/cm
Density: 1.296 g/cm3
Flash Point: 61.7 °C
Enthalpy of Vaporization: 38.2 kJ/mol
Boiling Point: 144.9 °C at 760 mmHg
Vapour Pressure: 4.97 mmHg at 25°C
InChI: InChI=1/C3H4Cl2O /c4-2-1-3(5)6/h1-2H2
InChIKey: INUNLMUAPJVRME-UHFFFAOYAG
Std. InChI: InChI=1S/C3H4Cl2O /c4-2-1-3(5)6/h1-2H2
Std. InChIKey: INUNLMUAPJVRME-UHFFFAOYSA-N
Synonyms of Propanoylchloride, 3-chloro- (CAS No.625-36-5): .Beta.-Chloropropanoyl chloride ; .Beta.-Chloropropionoyl chloride ; .Beta.-Chloropropionyl chloride ; 3-Chloropropanoyl chloride ; 3-Chlorpropanoylchlorid ; Beta-Chloropropanoyl chloride ; Beta-Chloropropionoyl chloride ; Beta-Chloropropionyl chloride ; Chlorure de 3-chloropropanoyle ; Propanoyl chloride, 3-chloro-
Product Categories: Halogen compounds;Acid Halides;Carbonyl Compounds;Organic Building Blocks
Hazard Codes:T+
Risk Statements:14-22-26-34-35-10
R14:Reacts violently with water.
R22:Harmful if swallowed.
R26:Very toxic by inhalation.
R34:Causes burns.
R35:Causes severe burns.
R10:Flammable.
Safety Statements:23-26-36/37/39-45-38-16-8
S23:Do not breathe vapour.
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.
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
S38:In case of insufficient ventilation, wear suitable respiratory equipment.
S16:Keep away from sources of ignition.
S8:Keep container dry.
RIDADR:UN 3390 6.1/PG 1
WGK Germany:1
F:21
HazardClass:6.1
PackingGroup:I
HS Code:29159080
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