Benzoyl chloride,2-hydroxy- supplier

Name
salicyloyl chloride
EINECS 215-881-9
CAS No. 1441-87-8
Article Data98
CAS DataBase
Density 1.37 g/cm³
Solubility
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
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms 2-Hydroxybenzoyl chloride;Salicyl chloride;Salicylicacid chloride;o-Hydroxybenzoyl chloride;Salicyloylchloride (6CI,7CI,8CI);
PSA 37.30000
LogP 1.77120

Synthetic route

: 69-72-7
salicylic acid

: 1441-87-8
salicyloyl chloride

Conditions

Conditions	Yield
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

Conditions	Yield
With toluene

: 54-21-7
sodium salicylate

: 1441-87-8
salicyloyl chloride

Conditions

Conditions	Yield
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

Conditions	Yield
at 20℃;

...Expand

: 79-37-8
oxalyl dichloride

: 69-72-7
salicylic acid

: 1441-87-8
salicyloyl chloride

Conditions

Conditions	Yield
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

Conditions	Yield
for 5h; Irradiation; Yield given. Yields of byproduct given;

...Expand

: 7719-09-7
thionyl chloride

: 69-72-7
salicylic acid

: 71-43-2
benzene

: 1441-87-8
salicyloyl chloride

...Expand

: 69-72-7
salicylic acid

SOCl2: SOCl2

: 1441-87-8
salicyloyl chloride

Conditions

Conditions	Yield
for 2h; Heating;

: 7719-09-7
thionyl chloride

: 54-21-7
sodium salicylate

: 71-43-2
benzene

: 1441-87-8
salicyloyl chloride

...Expand

: 90-02-8
salicylaldehyde

: 1441-87-8
salicyloyl chloride

Conditions

Conditions	Yield
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

: 5896-17-3
2-(phenylmethoxy)benzaldehyde

: 1441-87-8
salicyloyl chloride

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: sodium dihydrogenphosphate; dihydrogen peroxide; sodium chlorite / water; acetonitrile / 1.5 h / 10 - 20 °C 1.2: 0.08 h 2.1: thionyl chloride / dichloromethane; N,N-dimethyl-formamide / 1 h / 20 °C View Scheme

: 119-36-8
methyl salicylate

: 1441-87-8
salicyloyl chloride

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: sodium hydroxide / ethanol; water / Reflux 2: thionyl chloride; N,N-dimethyl-formamide / dichloromethane / 20 °C View Scheme

: 118-92-3
anthranilic acid

: 1441-87-8
salicyloyl chloride

: 13316-98-8
2-(2-hydroxybenzoyl)aminobenzoic acid

Conditions

Conditions	Yield
With pyridine at 50℃; for 0.583333h; Sonication;	99%
With triethylamine In tetrahydrofuran at 20℃;
With benzene

: 1441-87-8
salicyloyl chloride

: 2491-96-5
2,5-bis(2-hydroxyphenyl)-1,3,4-oxadiazole

Conditions

Conditions	Yield
Stage #1: salicyloyl chloride With hydrazine hydrate In 1,4-dioxane at 0 - 20℃; Stage #2: With boron trifluoride diethyl etherate In 1,4-dioxane at 130℃; for 2.5h;	98%

: 13520-78-0, 160797-03-5
tungsten(VI) oxychloride

: 1441-87-8
salicyloyl chloride

: [W(O)Cl3(OC6H4COCl)]

Conditions

Conditions	Yield
In dichloromethane byproducts: HCl; N2-atmosphere; stirring (25 min); evapn. (vac.), recrystn. (toluene / hexane); elem. anal.;	96%

: 613-92-3
N-hydroxybenzenecarboximidamide

: 1441-87-8
salicyloyl chloride

: 134817-09-7
O-salicylbenzamidoxime

Conditions

Conditions	Yield
With ammonium hydroxide In tetrahydrofuran for 0.333333h;	95%

: (4-trifluoromethylsulfanyl-phenoxy)-acetic acid hydrazide

: 1441-87-8
salicyloyl chloride

: 2-hydroxy-benzoic acid N'-[(4-trifluoromethylsulfanyl-phenoxy)-acetyl]-hydrazide

Conditions

Conditions	Yield
With 4-vinylpyridine In tetrahydrofuran at 20℃; Acylation;	95%

: 4-(benzothiazol-2-ylsulfanyl)-3-trifluoromethyl-phenylamine

: 1441-87-8
salicyloyl chloride

: N-[4-(benzothiazol-2-ylsulfanyl)-3-trifluoromethyl-phenyl]-2-hydroxy-benzamide

Conditions

Conditions	Yield
With 4-vinylpyridine; silver benzoate In tetrahydrofuran at 20℃; Acylation;	95%

: 3-trifluoromethyl-4-(4-trifluoromethylsulfanyl-phenoxy)-phenylamine

: 1441-87-8
salicyloyl chloride

: 2-hydroxy-N-[3-trifluoromethyl-4-(4-trifluoromethylsulfanyl-phenoxy)-phenyl]-benzamide

Conditions

Conditions	Yield
With 4-vinylpyridine; silver benzoate In tetrahydrofuran at 20℃; Acylation;	95%

: 1005-63-6
4-vinyloxyaniline

: 1441-87-8
salicyloyl chloride

: 86269-44-5
2-hydroxybenzoic acid p-vinyloxyanilide

Conditions

Conditions	Yield
With triethylamine In acetone at -20 - -10℃;	92%

: 84161-08-0
2-(biphenyl-4-yloxy)acetic acid hydrazide

: 1441-87-8
salicyloyl chloride

: 2-hydroxy-benzoic acid N'-[(biphenyl-4-yloxy)-acetyl]-hydrazide

Conditions

Conditions	Yield
With 4-vinylpyridine In tetrahydrofuran at 20℃; Acylation;	92%

: 919-30-2
3-aminopropyltriethoxysilane

: 1441-87-8
salicyloyl chloride

: 2-hydroxy-N-(3-(triethoxysilyl)propyl)benzamide

Conditions

Conditions	Yield
With triethylamine In benzene at 0 - 24℃; for 48h;	92%
With triethylamine In diethyl ether for 2h; Acylation;

: 26093-31-2
7-amino-4-methylcoumarin.

: 1441-87-8
salicyloyl chloride

: 1111287-23-0
2-hydroxy-N-(4-methyl-2-oxo-2H-chromen-7-yl)benzamide

Conditions

Conditions	Yield
With pyridine In acetone at 20℃;	92%

: 1441-87-8
salicyloyl chloride

: 54539-61-6
2-hydroxybenzoyl azide

Conditions

Conditions	Yield
With sodium azide at 20℃; Substitution;	91%

: 56-40-6
glycine

: 1441-87-8
salicyloyl chloride

: 487-54-7
Salicyluric acid

Conditions

Conditions	Yield
With sodium hydroxide at 20℃;	90%
With sodium hydroxide; water Erwaermen des nach dem Ansaeuern erhaltenen Reaktionsprodukts mit wss. Natronlauge;

: 1005-42-1
3-(vinyloxy)aniline

: 1441-87-8
salicyloyl chloride

: 86269-45-6
2-Hydroxy-N-(3-vinyloxy-phenyl)-benzamide

Conditions

Conditions	Yield
With triethylamine In acetone at -20 - -10℃;	90%

: ethyl 2-acetoxybenzimidoate hydrochloride

: 1441-87-8
salicyloyl chloride

: 2-(2-acetoxy)-4H-1,3-benzoxazin-4-one

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 30 - 60℃; Large scale;	90%

: 100-01-6
4-nitro-aniline

: 1441-87-8
salicyloyl chloride

: 1152-51-8
4'-nitrosalicylanilide

Conditions

Conditions	Yield
In tetrahydrofuran; Petroleum ether for 0.5h;	89%

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

: 1441-87-8
salicyloyl chloride

: 4,4'-cyclohexylidenebisphenyldisalicylate

Conditions

Conditions	Yield
With pyridine In 1,4-dioxane for 4h; Acylation; Heating;	88%
Heating;

: 288-32-4
1H-imidazole

: 1441-87-8
salicyloyl chloride

: cis-1,2-bis[(2-hydroxybenzoyl)amino]ethylene

Conditions

Conditions	Yield
With water; sodium hydroxide at 20℃; Bamberger Imidazole Cleavage;	87%

: 66-22-8
uracil

: 1441-87-8
salicyloyl chloride

: C18H12N2O6

Conditions

Conditions	Yield
With pyridine In chloroform at 20℃; for 1h;	87%

: methyl 2-acetoxybenzimidoate hydrochloride

: 1441-87-8
salicyloyl chloride

: 2-(2-acetoxy)-4H-1,3-benzoxazin-4-one

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 30 - 60℃;	87%

: 36304-47-9
1-(2-naphthyloxyacetyl)hydrazine

: 1441-87-8
salicyloyl chloride

: 2-hydroxy-benzoic acid N'-[(naphthalen-2-yloxy)-acetyl]-hydrazide

Conditions

Conditions	Yield
With 4-vinylpyridine In tetrahydrofuran at 20℃; Acylation;	86%

: 105-53-3
diethyl malonate

: 1441-87-8
salicyloyl chloride

: 1198210-81-9
ethyl 3-ethoxy-3-hydroxy-2-(2-hydroxybenzoyl)acrylate

Conditions

Conditions	Yield
Stage #1: diethyl malonate With tetrachloromethane; ethanol; magnesium In toluene at 20℃; for 1.5h; Reflux; Stage #2: salicyloyl chloride In toluene at 0 - 20℃; Stage #3: With hydrogenchloride; water In toluene at 0 - 5℃;	86%

: methyl 3-cyclopropylbenzimidate

: 1441-87-8
salicyloyl chloride

: 2-(3-cyclopropylphenyl)-4H-benzo[e][1,3]oxazin-4-one

Conditions

Conditions	Yield
With triethylamine In dichloromethane for 15h; Reflux;	85.6%

: 1441-87-8
salicyloyl chloride

: 103-49-1
dibenzylamine

: 82860-54-6
N,N-dibenzyl-2-hydroxybenzamide

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20℃; for 0.0833333h;	85%
With triethylamine In dichloromethane at 0 - 20℃; for 12h;	60%

: 288-32-4
1H-imidazole

: 1441-87-8
salicyloyl chloride

: 80282-49-1
1-(1-(2-hydroxyphenyl)-2-methanone)-1H-imidazole

Conditions

Conditions	Yield
In chloroform at 20℃; Solvent; Schotten-Baumann Reaction;	85%

: 59484-80-9
6,7-Dimethoxy-2H-1,3-benzothiazine

: 1441-87-8
salicyloyl chloride

: 91502-94-2
2,3-Dimethoxy-12aH-12-oxa-5-thia-6a-aza-benzo[a]anthracen-7-one

Conditions

Conditions	Yield
	83%

: 28144-70-9
anthranilic acid amide

: 1441-87-8
salicyloyl chloride

: 1026-04-6
2-(2'-hydroxyphenyl)-4-(3H)-quinazolinone

Conditions

Conditions	Yield
With antimony(III) chloride In neat (no solvent) at 300℃; for 0.0666667h; Microwave irradiation; Green chemistry;	82%

: 51-64-9
dexamfetamine

: 1441-87-8
salicyloyl chloride

: 79349-08-9
S-N-<(+)-α-benzylethyl>-o-hydroxybenzamide

Conditions

Conditions	Yield
	80%

: 87-16-1
2-methoxyphenyl 2-hydroxybenzoate

: 1441-87-8
salicyloyl chloride

: guaiacol-salsalate

Conditions

Conditions	Yield
With N,N-dimethyl-aniline In 1,2-dichloro-ethane at 40℃; for 6h;	80%

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

Product Name

salicyloyl chloride

Synthetic route

Benzoyl chloride,2-hydroxy- Specification

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