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Benzoyl chloride,2-hydroxy-

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Name

Benzoyl chloride,2-hydroxy-

EINECS 215-881-9
CAS No. 1441-87-8 Density 1.37 g/cm3
PSA 37.30000 LogP 1.77120
Solubility N/A Melting Point 19°C
Formula C7H5ClO2 Boiling Point 251.4 °C at 760 mmHg
Molecular Weight 156.569 Flash Point 105.9 °C
Transport Information N/A Appearance N/A
Safety Risk Codes N/A
Molecular Structure Molecular Structure of 1441-87-8 (salicyloyl chloride) Hazard Symbols N/A
Synonyms

2-Hydroxybenzoyl chloride;Salicyl chloride;Salicylicacid chloride;o-Hydroxybenzoyl chloride;Salicyloylchloride (6CI,7CI,8CI);

Article Data 98

Benzoyl chloride,2-hydroxy- Synthetic route

69-72-7

salicylic acid

1441-87-8

salicyloyl chloride

Conditions
ConditionsYield
With thionyl chloride; N,N-dimethyl-formamide In toluene at 50℃; for 2.5h;100%
With thionyl chloride In 1,2-dichloro-ethane for 2h; Heating;100%
With thionyl chloride; N,N-dimethyl-formamide at 90℃; for 48h; Inert atmosphere;99%
75-44-5

phosgene

54-21-7

sodium salicylate

1441-87-8

salicyloyl chloride

Conditions
ConditionsYield
With toluene
54-21-7

sodium salicylate

1441-87-8

salicyloyl chloride

Conditions
ConditionsYield
With thionyl chloride
With thionyl chloride
With phosphorus pentachloride In benzene
75-44-5

phosgene

108-88-3

toluene

69-72-7

salicylic acid

1441-87-8

salicyloyl chloride

Conditions
ConditionsYield
at 20℃;
79-37-8

oxalyl dichloride

69-72-7

salicylic acid

1441-87-8

salicyloyl chloride

Conditions
ConditionsYield
With benzene
In benzene
56-23-5

tetrachloromethane

108-95-2

phenol

A

34888-05-6

(trichloromethoxy)benzene

B

17696-62-7

Phenyl 4-hydroxybenzoate

C

118-55-8

phenyl Salicylate

D

1441-87-8

salicyloyl chloride

Conditions
ConditionsYield
for 5h; Irradiation; Yield given. Yields of byproduct given;
7719-09-7

thionyl chloride

69-72-7

salicylic acid

71-43-2

benzene

1441-87-8

salicyloyl chloride

69-72-7

salicylic acid

SOCl2

SOCl2

1441-87-8

salicyloyl chloride

Conditions
ConditionsYield
for 2h; Heating;
7719-09-7

thionyl chloride

54-21-7

sodium salicylate

71-43-2

benzene

1441-87-8

salicyloyl chloride

90-02-8

salicylaldehyde

1441-87-8

salicyloyl chloride

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: potassium carbonate / 4 h / Reflux
2.1: sodium dihydrogenphosphate; dihydrogen peroxide; sodium chlorite / water; acetonitrile / 1.5 h / 10 - 20 °C
2.2: 0.08 h
3.1: thionyl chloride / dichloromethane; N,N-dimethyl-formamide / 1 h / 20 °C
View Scheme

Benzoyl chloride,2-hydroxy- Specification

The Benzoyl chloride,2-hydroxy-, with the CAS registry number 1441-87-8, is also known as Salicyloyl chloride. It belongs to the product category of Acidhalide. Its EINECS registry number is 215-881-9. This chemical's molecular formula is C7H5ClO2 and molecular weight is 156.5664. Its IUPAC name is called 2-hydroxybenzoyl chloride.

Physical properties of Benzoyl chloride,2-hydroxy-: (1)ACD/LogP: 2.48; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.47; (4)ACD/LogD (pH 7.4): 2.18; (5)ACD/BCF (pH 5.5): 44.46; (6)ACD/BCF (pH 7.4): 22.44; (7)ACD/KOC (pH 5.5): 524.38; (8)ACD/KOC (pH 7.4): 264.69; (9)#H bond acceptors: 2; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 2; (12)Index of Refraction: 1.586; (13)Molar Refractivity: 38.37 cm3; (14)Molar Volume: 114.2 cm3; (15)Surface Tension: 51.5 dyne/cm; (16)Density: 1.37 g/cm3; (17)Flash Point: 105.9 °C; (18)Enthalpy of Vaporization: 50.85 kJ/mol; (19)Boiling Point: 251.4 °C at 760 mmHg; (20)Vapour Pressure: 0.0129 mmHg at 25°C.

Preparation: this chemical can be prepared by 2-hydroxy-benzoic acid. This reaction is a kind of Chlorination. In addition, it will need reagent thionyl chloride and solvent benzene with reaction temperature of 80 °C.

Uses of Benzoyl chloride,2-hydroxy-: it can be used to produce benzo[e][1,3]oxazine-2,4-dione at temperature of 0 °C. The yield is about 79%.

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: C1=CC=C(C(=C1)C(=O)Cl)O
(2)InChI: InChI=1S/C7H5ClO2/c8-7(10)5-3-1-2-4-6(5)9/h1-4,9H
(3)InChIKey: DVIHKVWYFXLBEM-UHFFFAOYSA-N

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