4-Acetoxybenzoyl chloride supplier

Name
4-Acetoxy-benzoylchloride
EINECS
CAS No. 27914-73-4
Article Data120
CAS DataBase
Density 1.294 g/cm³
Solubility
Melting Point 28-31°C
Formula C₉H₇ClO₃
Boiling Point 286.642 °C at 760 mmHg
Molecular Weight 198.606
Flash Point 124.351 °C
Transport Information
Appearance
Safety 26-36/37/39-45
Risk Codes 34
Molecular Structure
Hazard Symbols C
Synonyms Benzoyl chloride, p-hydroxy-, acetate (6CI,7CI,8CI);;4-(Acetyloxy)benzoyl chloride;p-(Acetyloxy)benzoyl chloride;Acetic acid 4-chlorocarbonylphenyl ester;p-Acetoxybenzoyl chloride;4-Hydroxybenzoyl chloride acetate;4-Acetoxybenzoic acid chloride;4-(Chlorocarbonyl)phenyl acetate;
PSA 43.37000
LogP 1.99090

Synthetic route

: 2345-34-8
4-acetyloxy-benzoic acid

: 27914-73-4
4-acetoxybenzoyl chloride

Conditions

Conditions	Yield
With oxalyl dichloride at 20℃; for 4h;	100%
With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at 20℃; for 4h;	100%
With thionyl chloride at 79℃; for 4h; Heating / reflux;	99%

: 748122-53-4
C11H25NO2Si

: 16446-73-4
3-(chlorocarbonyl)phenyl acetate

: 27914-73-4
4-acetoxybenzoyl chloride

Conditions

Conditions	Yield
In dichloromethane 1.) 0 deg C, 30 min, 2.) RT, 1 h;

: 99-96-7
4-hydroxy-benzoic acid

: 27914-73-4
4-acetoxybenzoyl chloride

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 63 percent / aq. NaOH / 1 h / cooling 2: thionyl chloride; N,N-dimethylformamide / 5 h / 70 °C View Scheme
With thionyl chloride; sulfuric acid In acetic anhydride
Multi-step reaction with 2 steps 1: 6 h / Reflux 2: thionyl chloride / 2 h / Reflux View Scheme

: 79-37-8
oxalyl dichloride

: 2345-34-8
4-acetyloxy-benzoic acid

: 27914-73-4
4-acetoxybenzoyl chloride

: 2345-34-8
4-acetyloxy-benzoic acid

: 101-83-7
N-cyclohexyl-cyclohexanamine

: 27914-73-4
4-acetoxybenzoyl chloride

Conditions

Conditions	Yield
With thionyl chloride In dichloromethane

: 24262-66-6
methyl 4-acetoxybenzoate

: 27914-73-4
4-acetoxybenzoyl chloride

Conditions

Conditions	Yield
With thionyl chloride In chloroform; N,N-dimethyl-formamide Reflux;

: 25804-49-3
tert-butyl 4-hydroxybenzoate

: 27914-73-4
4-acetoxybenzoyl chloride

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: pyridine / tetrahydrofuran / 16.25 h / 0 - 20 °C / Inert atmosphere 2: thionyl chloride; water / 16 h / 23 °C / Sealed tube View Scheme

: 59854-09-0
tert-butyl 4-acetoxybenzoate

: 27914-73-4
4-acetoxybenzoyl chloride

Conditions

Conditions	Yield
With thionyl chloride; water at 23℃; for 16h; Sealed tube;

: 27914-73-4
4-acetoxybenzoyl chloride

: 1'-[(3S)-3-(3,4-dichlorophenyl)-4-(methylamino)butyl]-N,N-dimethyl-1,4'-bipiperidine-4'-carboxamide trihydrochloride

: 4-({[(2S)-2-(3,4-dichlorophenyl)-4-{4'-[(-N,N-dimethylamino)-carbonyl]1,4'-bipiperidin-1'-yl}butyl](methyl)amino}carbonyl)phenyl acetate

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20℃; for 15h;	100%

: 27914-73-4
4-acetoxybenzoyl chloride

: 220150-55-0
R-(-)-4-ethylhexan-2-ol

: 443682-67-5
(R)-4-acetoxy-1-(3-ethyl-1-methylpentyloxycarbonyl)benzene

Conditions

Conditions	Yield
With pyridine In dichloromethane; water	100%
With pyridine In toluene at 20℃; for 15h;	97%
With pyridine In water; toluene	92%
With pyridine In water; toluene	63 g (0.215 mol. yield 97%)

: 27914-73-4
4-acetoxybenzoyl chloride

: 628-99-9, 70419-06-6, 74683-66-2, 70419-07-7
(R)-2-nonanol

: 479629-72-6
(R)-1-methyloctyl-4-acetoxyphenylcarboxylate

Conditions

Conditions	Yield
With pyridine In dichloromethane; water	100%

: 27914-73-4
4-acetoxybenzoyl chloride

: 1'-[(3S)-3-(3,4-dichlorophenyl)-4-(methylamino)butyl]-N,N-dimethyl-1,4'-bipiperidine-4'-carboxamide hydrochloride

: 4-({[(2S)-2-(3,4-dichlorophenyl)-4-{4'-[(-N,N-dimethylamino)-carbonyl]1,4'-bipiperidin-1'-yl}butyl](methyl)amino}carbonyl)phenyl acetate

Conditions

Conditions	Yield
Stage #1: 4-acetoxybenzoyl chloride; 1'-[(3S)-3-(3,4-dichlorophenyl)-4-(methylamino)butyl]-N,N-dimethyl-1,4'-bipiperidine-4'-carboxamide hydrochloride With triethylamine In dichloromethane at 20℃; for 15h; Stage #2: With potassium hydroxide In tert-butyl methyl ether; water; ethyl acetate	100%

: 27914-73-4
4-acetoxybenzoyl chloride

: 40004-14-6
N,N-diethyl-2-(piperazin-1-yl)acetamide

: Acetic acid 4-(4-diethylcarbamoylmethyl-piperazine-1-carbonyl)-phenyl ester; hydrochloride

Conditions

Conditions	Yield
In diethyl ether at -15 - -10℃; for 0.166667h;	98%

: 27914-73-4
4-acetoxybenzoyl chloride

: 119004-72-7
methyl 2-amino-6-phenyl-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate

: methyl 2-(4-hydroxybenzamido)-6-phenyl-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate

Conditions

Conditions	Yield
Stage #1: 4-acetoxybenzoyl chloride; methyl 2-amino-6-phenyl-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; Stage #2: With lithium hydroxide monohydrate In tetrahydrofuran; methanol at 40℃; for 0.5h;	98%

: 4318-42-7
1-(1-methylethyl)piperazine

: 27914-73-4
4-acetoxybenzoyl chloride

: Acetic acid 4-(4-isopropyl-piperazine-1-carbonyl)-phenyl ester; hydrochloride

Conditions

Conditions	Yield
In diethyl ether at -15 - -10℃; for 0.166667h;	97%

: 4038-92-0
1-(2-(diethylamino)ethyl)piperazine

: 27914-73-4
4-acetoxybenzoyl chloride

: Acetic acid 4-[4-(2-diethylamino-ethyl)-piperazine-1-carbonyl]-phenyl ester; hydrochloride

Conditions

Conditions	Yield
In diethyl ether at -15 - -10℃; for 0.166667h;	97%

: 27914-73-4
4-acetoxybenzoyl chloride

: 21867-64-1
1-n-propylpiperazine

: Acetic acid 4-(4-propyl-piperazine-1-carbonyl)-phenyl ester; hydrochloride

Conditions

Conditions	Yield
In diethyl ether at -15 - -10℃; for 0.166667h;	97%

: 27914-73-4
4-acetoxybenzoyl chloride

: 944401-77-8
4-fluoropyridin-2-amine

: 4-[(4-fluoropyridin-2-yl)carbamoyl]phenyl acetate

Conditions

Conditions	Yield
In pyridine; dichloromethane at 20℃;	97%

: 27914-73-4
4-acetoxybenzoyl chloride

: 62485-87-4
butyl-iodo-manganese

: 97037-82-6
Acetic acid 4-pentanoyl-phenyl ester

Conditions

Conditions	Yield
In diethyl ether for 2h; Ambient temperature;	96%

: 27914-73-4
4-acetoxybenzoyl chloride

: 2759-28-6
1-phenylmethylpiperazine

: Acetic acid 4-(4-benzyl-piperazine-1-carbonyl)-phenyl ester; hydrochloride

Conditions

Conditions	Yield
In diethyl ether at -15 - -10℃; for 0.166667h;	96%

: 27914-73-4
4-acetoxybenzoyl chloride

: 71-43-2
benzene

: 13031-44-2
4-acetoxybenzophenone

Conditions

Conditions	Yield
With aluminium trichloride Friedels-Crafts benzoylation; Heating;	95%

: 27914-73-4
4-acetoxybenzoyl chloride

: 18166-02-4
N-trimethylsilylmethylamine

: 4-{[(trimethylsilyl)methyl]carbamoyl}phenyl acetate

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0 - 20℃; Inert atmosphere;	94%

: 27914-73-4
4-acetoxybenzoyl chloride

: 213192-26-8
2-amino-6-(1,1-dimethylethyl)-4,5,6,7-tetrahydro-benzo[b]thiophene-3-carboxylic acid methyl ester

: methyl 2-(4-acetoxybenzamido)-6-(tert-butyl)-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃;	93%

: 27914-73-4
4-acetoxybenzoyl chloride

: 220150-55-0
R-(-)-4-ethylhexan-2-ol

: (R)-3-ethyl-1-methylpentyl-4-acetoxybenzoate

Conditions

Conditions	Yield
With pyridine In toluene at 20℃; for 3h;	92%

: 27914-73-4
4-acetoxybenzoyl chloride

: 75-31-0
isopropylamine

: 4-(isopropylcarbamoyl)phenyl acetate

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0 - 20℃; for 6h; Inert atmosphere; Schlenk technique;	92%

: 27914-73-4
4-acetoxybenzoyl chloride

: 118684-17-6
N-(3,5-dimethoxyphenyl)-N-methylamine

: 1132660-78-6
4-{[(3,5-dimethoxyphenyl)(methyl)amino]carbonyl}phenyl acetate

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran at 0℃; for 1h;	91%

: 27914-73-4
4-acetoxybenzoyl chloride

: 1169389-62-1
3-(5-(4-tert-butylphenyl)-1,3,4-oxadiazol-2-yl)benzohydrazide

: 1169389-79-0
4-(2-(3-(5-(4-tert-butylphenyl)-1,3,4-oxadiazol-2-yl)benzoyl)hydrazinecarbonyl)phenyl acetate

Conditions

Conditions	Yield
Stage #1: 4-acetoxybenzoyl chloride; 3-(5-(4-tert-butylphenyl)-1,3,4-oxadiazol-2-yl)benzohydrazide In tetrahydrofuran; N,N-dimethyl-formamide at 20℃; for 18h; Stage #2: With pyridine In tetrahydrofuran; N,N-dimethyl-formamide for 1h;	90.9%

: 27914-73-4
4-acetoxybenzoyl chloride

: 123-31-9
hydroquinone

: 79066-38-9
1,4-bis(4-acetoxybenzoyloxy)-benzene

Conditions

Conditions	Yield
With pyridine In 1,2-dichloro-ethane at 20℃; for 48h; Inert atmosphere;	90%

: 27914-73-4
4-acetoxybenzoyl chloride

: 2687-43-6
O-benzylhydoxylamine hydrochloride

: 4-((benzyloxy)carbamoyl)phenyl acetate

Conditions

Conditions	Yield
With sodium hydrogencarbonate In tetrahydrofuran at 20℃; for 1h;	90%

: 27914-73-4
4-acetoxybenzoyl chloride

: 1169389-56-3
4-(5-(4-tert-butylphenyl)-1,3,4-oxadiazol-2-yl)benzoylhydrazine

: 1169389-75-6
4-(2-(4-(5-(4-tert-butylphenyl)-1,3,4-oxadiazol-2-yl)benzoyl)hydrazinecarbonyl)phenyl acetate

Conditions

Conditions	Yield
Stage #1: 4-acetoxybenzoyl chloride; 4-(5-(4-tert-butylphenyl)-1,3,4-oxadiazol-2-yl)benzoylhydrazine In tetrahydrofuran; N,N-dimethyl-formamide at 20℃; for 19h; Stage #2: With pyridine In tetrahydrofuran; N,N-dimethyl-formamide for 1.5h;	90%

: 27914-73-4
4-acetoxybenzoyl chloride

: 1859-75-2
o-(methylamino)acetophenone

: 1319210-04-2
4-{[(2-acetylphenyl)(methyl)amino]carbonyl}phenyl acetate

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran at 70℃; for 3h;	90%

: 27914-73-4
4-acetoxybenzoyl chloride

: 615-67-8
chloro-p-hydroquinone

: C24H17ClO8

Conditions

Conditions	Yield
With pyridine In 1,2-dichloro-ethane at 20℃; for 48h; Inert atmosphere;	90%
With pyridine In 1,2-dichloro-ethane

: 27914-73-4
4-acetoxybenzoyl chloride

: 67814-68-0, 70266-87-4, 76249-50-8, 76249-51-9, 93451-15-1, 4099-88-1
2,3-O-isopropylidene-D-ribofuranose

: C17H20O8

Conditions

Conditions	Yield
With pyridine at 20℃; for 0.5h;	90%

: 27914-73-4
4-acetoxybenzoyl chloride

: 129188-99-4
1,1-bis-(4-hydroxyphenyl)-3,3,5-trimethyl cyclohexane

: (3,3,5-trimethylcyclohexane-1,1-diyl)bis(1,4-phenylene)bis(4-acetoxybenzoate)

Conditions

Conditions	Yield
With pyridine at 110℃;	89%

: 27914-73-4
4-acetoxybenzoyl chloride

: 843-55-0
1,1-bis(4-hydroxyphenyl)cyclohexane

: 4-(1-{4-[(4-acetoxybenzoyl)oxy]phenyl}cyclohexyl)phenyl 4-acetoxybenzoate

Conditions

Conditions	Yield
With pyridine at 110℃; Reflux;	89%
With pyridine at 110℃;	89%

: 27914-73-4
4-acetoxybenzoyl chloride

: 79-19-6
thiosemicarbazide

: 7001-76-5
4-(2-thiocarbamoylhydrazinocarbonyl) phenyl acetate

Conditions

Conditions	Yield
In tetrahydrofuran at 20℃; for 24h;	89%

: 27914-73-4
4-acetoxybenzoyl chloride

: 50693-78-2
4-methyl-2-(piperazin-1-yl)quinoline

: 4-methyl-2-(4-(4-acetoxybenzoyl)-1-piperazinyl)-quinoline

Conditions

Conditions	Yield
Stage #1: 4-methyl-2-(piperazin-1-yl)quinoline With triethylamine In dichloromethane at 20℃; for 0.25h; Stage #2: 4-acetoxybenzoyl chloride In dichloromethane at 20℃; for 0.25h;	88%

4-Acetoxybenzoyl chloride Specification

The 4-Acetoxybenzoyl chloride, with the CAS registry number 27914-73-4, is also known as Acetic acid 4-chlorocarbonylphenyl ester. This chemical's molecular formula is C₉H₇ClO₃ and molecular weight is 198.60. What's more, its systematic name is 4-(Chlorocarbonyl)phenyl acetate.

Physical properties of 4-Acetoxybenzoyl chloride are: (1)ACD/LogP: 1.506; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.51; (4)ACD/LogD (pH 7.4): 1.51; (5)ACD/BCF (pH 5.5): 8.22; (6)ACD/BCF (pH 7.4): 8.22; (7)ACD/KOC (pH 5.5): 157.21; (8)ACD/KOC (pH 7.4): 157.21; (9)#H bond acceptors: 3; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 3; (12)Polar Surface Area: 43.37 Å²; (13)Index of Refraction: 1.536; (14)Molar Refractivity: 47.838 cm³; (15)Molar Volume: 153.471 cm³; (16)Polarizability: 18.965×10^-24cm³; (17)Surface Tension: 42.8 dyne/cm; (18)Density: 1.294 g/cm³; (19)Flash Point: 124.351 °C; (20)Enthalpy of Vaporization: 52.576 kJ/mol; (21)Boiling Point: 286.642 °C at 760 mmHg; (22)Vapour Pressure: 0.003 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(Oc1ccc(cc1)C(Cl)=O)C
(2)Std. InChI: InChI=1S/C9H7ClO3/c1-6(11)13-8-4-2-7(3-5-8)9(10)12/h2-5H,1H3
(3)Std. InChIKey: CGEOYYBCLBIBLG-UHFFFAOYSA-N

Product Name

4-Acetoxy-benzoylchloride

Synthetic route

4-Acetoxybenzoyl chloride Specification

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