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4-Acetoxybenzoyl chloride

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Name

4-Acetoxybenzoyl chloride

EINECS N/A
CAS No. 27914-73-4 Density 1.294 g/cm3
PSA 43.37000 LogP 1.99090
Solubility N/A 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 N/A Appearance N/A
Safety 26-36/37/39-45 Risk Codes 34
Molecular Structure Molecular Structure of 27914-73-4 (4-Acetoxy-benzoylchloride) 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;

Article Data 120

4-Acetoxybenzoyl chloride Synthetic route

2345-34-8

4-acetyloxy-benzoic acid

27914-73-4

4-acetoxybenzoyl chloride

Conditions
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
With thionyl chloride In dichloromethane
24262-66-6

methyl 4-acetoxybenzoate

27914-73-4

4-acetoxybenzoyl chloride

Conditions
ConditionsYield
With thionyl chloride In chloroform; N,N-dimethyl-formamide Reflux;
25804-49-3

tert-butyl 4-hydroxybenzoate

27914-73-4

4-acetoxybenzoyl chloride

Conditions
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
With pyridine In dichloromethane; water100%
With pyridine In toluene at 20℃; for 15h;97%
With pyridine In water; toluene92%
With pyridine In water; toluene63 g (0.215 mol. yield 97%)

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  

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