o-Toluoyl chloride supplier

Name
o-Toluoyl chloride
EINECS 213-273-8
CAS No. 933-88-0
Article Data122
CAS DataBase
Density 1.17 g/cm³
Solubility Decomposes in water
Melting Point -18oC
Formula C₈H₇ClO
Boiling Point 213.5 °C at 760 mmHg
Molecular Weight 154.596
Flash Point 84.1 °C
Transport Information UN 3265 8/PG 2
Appearance clear pale yellow to yellow to faintly pink liquid
Safety 23-26-27-36/37/39-45-24/25
Risk Codes 34-36/37
Molecular Structure
Hazard Symbols C
Synonyms o-Toluoylchloride (6CI,7CI,8CI);2-Methylbenzoic acid chloride;2-Methylbenzoylchloride;2-Toluoyl chloride;o-Methylbenzoyl chloride;o-Toluic acid chloride;
PSA 17.07000
LogP 2.37400

Synthetic route

: 118-90-1
ortho-methylbenzoic acid

: 933-88-0
ortho-toluoyl chloride

Conditions

Conditions	Yield
With oxalyl dichloride In benzene at 20℃; for 14h;	100%
With thionyl chloride Reflux;	100%
With thionyl chloride; N,N-dimethyl-formamide at 90℃; for 3h; Concentration; Reagent/catalyst; Temperature;	99.7%

: 615-37-2
ortho-methylphenyl iodide

: 201230-82-2
carbon monoxide

: 933-88-0
ortho-toluoyl chloride

Conditions

Conditions	Yield
With bis(tri-t-butylphosphine)palladium(0); benzyltriphenylphosphonium chloride In toluene at 110℃; under 38002.6 Torr; for 24h; Glovebox; Autoclave; Inert atmosphere;	93%

: 89-95-2
2-methyl-benzyl alcohol

: 933-88-0
ortho-toluoyl chloride

Conditions

Conditions	Yield
With o-chlorobenzoyl chloride; N,N-dimethyl-formamide In dichloromethane at 20℃; for 12h;	70%

: 615-37-2
ortho-methylphenyl iodide

: 122-04-3
4-nitro-benzoyl chloride

A: 636-98-6
p-nitrobenzene iodide

B: 933-88-0
ortho-toluoyl chloride

Conditions

Conditions	Yield
With (Xantphos)Pd(4-C6H4NO2)(I) In benzene at 90℃; for 20h; Sealed tube; Inert atmosphere;	A n/a B 68%

...Expand

: 95-47-6
o-xylene

A: 933-88-0
ortho-toluoyl chloride

B: 88-95-9
Phthaloyl dichloride

Conditions

Conditions	Yield
Stage #1: o-xylene With ruthenium(II) chloride; C88H48Cl8Fe2N8O; oxygen at 185℃; under 10501.1 Torr; Stage #2: With thionyl chloride Reagent/catalyst; Temperature; Pressure;	A 63.1% B 10.1%
Stage #1: o-xylene With ruthenium(II) chloride; C88H48Cl8Fe2N8O; oxygen at 185℃; under 10501.1 Torr; Stage #2: With thionyl chloride Reagent/catalyst; Temperature; Pressure;	A 24.1% B 38.7%

: 607-86-3
2-methylbenzoic anhydride

: 933-88-0
ortho-toluoyl chloride

Conditions

Conditions	Yield
With phosphorus pentachloride; trichlorophosphate

: 932-31-0
ortho-tolylmagnesium bromide

: 933-88-0
ortho-toluoyl chloride

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: diethyl ether / Einleiten von Kohlendioxid 2: thionyl chloride View Scheme

: o-tolylmagnesium iodide

: 933-88-0
ortho-toluoyl chloride

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: diethyl ether / Einleiten von Kohlendioxid 2: thionyl chloride View Scheme

: 118-90-1
ortho-methylbenzoic acid

: 79-37-8
oxalyl dichloride

: 68-12-2, 33513-42-7
N,N-dimethyl-formamide

: 933-88-0
ortho-toluoyl chloride

Conditions

Conditions	Yield
In dichloromethane

...Expand

: 118-90-1
ortho-methylbenzoic acid

: 3416-93-1
2-(4,5-Dihydro-1,3-oxazol-2-yl)aniline

: 933-88-0
ortho-toluoyl chloride

Conditions

Conditions	Yield
With oxalyl dichloride In dichloromethane; N,N-dimethyl-formamide

: 529-20-4
2-methylphenyl aldehyde

: 933-88-0
ortho-toluoyl chloride

Conditions

Conditions	Yield
With tert.-butylhydroperoxide; N-chloro-succinimide; tris(2,2'-bipyridyl)ruthenium dichloride In acetonitrile at 20℃; for 24h; Sealed tube; Irradiation;

: 89-71-4
2-Methyl-benzoic acid methyl ester

: 933-88-0
ortho-toluoyl chloride

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: sodium hydroxide / methanol / 60 °C / pH 3 / Schlenk technique; Inert atmosphere 2: oxalyl dichloride / N,N-dimethyl-formamide; dichloromethane / 17 h / 0 - 20 °C / Schlenk technique; Inert atmosphere View Scheme

: 615-37-2
ortho-methylphenyl iodide

: 100-20-9
terephthaloyl chloride

A: 933-88-0
ortho-toluoyl chloride

B: 1711-02-0
4-iodobenzoic acid chloride

Conditions

Conditions	Yield
With (Xantphos)Pd(4-C6H4NO2)(I) In benzene at 110℃; for 20h; Sealed tube; Inert atmosphere;	A 53 %Spectr. B n/a

...Expand

: 95-16-9
1,3-Benzothiazole

: 7677-24-9
trimethylsilyl cyanide

: 933-88-0
ortho-toluoyl chloride

: 2-Cyano-3-o-toluoyl-2,3-dihydrobenzothiazole

Conditions

Conditions	Yield
With aluminium trichloride In dichloromethane	100%

...Expand

: 124-68-5
2-Amino-2-methyl-1-propanol

: 933-88-0
ortho-toluoyl chloride

: 95217-40-6
N-(1-hydroxy-2-methylpropan-2-yl)-2-methylbenzamide

Conditions

Conditions	Yield
In dichloromethane at 0℃; for 0.5h;	100%
With triethylamine In dichloromethane at 0℃;
With triethylamine In dichloromethane at 0℃; for 3h; Inert atmosphere;

: 933-88-0
ortho-toluoyl chloride

: 124-40-3
dimethyl amine

: 6639-19-6
N,N,2-trimethylbenzamide

Conditions

Conditions	Yield
	100%
In water; toluene
In diethyl ether at 20℃; for 16h;

: 933-88-0
ortho-toluoyl chloride

: 62-53-3
aniline

: 7055-03-0
2-methyl-N-phenylbenzamide

Conditions

Conditions	Yield
In diethyl ether Ambient temperature;	100%
With pyridine; dmap at 0 - 20℃;	99%
With triethylamine In dichloromethane at 0 - 20℃;	96%

: 32337-86-3
1-bromo-5,6,7,8-tetrahydronaphthalen-2-ol

: 933-88-0
ortho-toluoyl chloride

: 142626-67-3
2-benzyloxy-1-bromo-5,6,7,8-tetrahydronaphthalene

Conditions

Conditions	Yield
With triethylamine In dichloromethane for 1h;	100%
With triethylamine In dichloromethane

: 933-88-0
ortho-toluoyl chloride

: 147-85-3
L-proline

: N-(2-methylbenzoyl)-L-proline

Conditions

Conditions	Yield
With sodium hydroxide for 0.5h;	100%
With sodium hydroxide In tetrahydrofuran; water at 0 - 20℃;	0.77 g

: 933-88-0
ortho-toluoyl chloride

: 137983-89-2
1-(4-aminobenzoyl)-9-chloro-5-oxo-2,3,4,5-tetrahydro-1H-1-benzazepine

: 137978-31-5
9-chloro-1-[4-[(2-methylbenzoyl)amino]benzoyl]-5-oxo-2,3,4,5-tetrahydro-1H-1-benzazepine

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20℃; for 1.5h; Acylation;	100%

: 933-88-0
ortho-toluoyl chloride

: 137984-96-4
1-(4-aminobenzoyl)-8-chloro-5-oxo-2,3,4,5-tetrahydro-1H-1-benzazepine

: 137977-41-4
8-chloro-1-[4-[(2-methylbenzoyl)amino]benzoyl]-5-oxo-2,3,4,5-tetrahydro-1H-1-benzazepine

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20℃; for 1.5h; Acylation;	100%

: 933-88-0
ortho-toluoyl chloride

: 137984-95-3
1-(4-aminobenzoyl)-7-chloro-5-oxo-2,3,4,5-tetrahydro-1H-1-benzazepine

: 137977-35-6
7-chloro-1-[4-[(2-methylbenzoyl)amino]benzoyl]-5-oxo-2,3,4,5-tetrahydro-1H-1-benzazepine

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20℃; for 1.5h; Acylation;	100%

: 933-88-0
ortho-toluoyl chloride

: 137976-75-1
1-(4-amino-2-methoxybenzoyl)-7-chloro-5-oxo-2,3,4,5-tetrahydro-1H-1-benzazepine

: 137974-15-3
7-chloro-1-[2-methoxy-4-[(2-methylbenzoyl)amino]benzoyl]-5-oxo-2,3,4,5-tetrahydro-1H-1-benzazepine

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20℃; for 1.5h; Acylation;	100%

: 863491-46-7
2,6-bis-([4R,5R]-4,5-diphenyl-4,5-dihydro-1H-imidazol-2-yl)-pyridine

: 933-88-0
ortho-toluoyl chloride

: 2,6-bis-(1-(2-methyl-benzoyl)-[4R,5R]-4,5-diphenyl-4,5-dihydro-1H-imidazol-2-yl)-pyridine

Conditions

Conditions	Yield
With dmap In dichloromethane at 0 - 20℃;	100%
With dmap In dichloromethane at 20℃; for 12h;	100%

: 933-88-0
ortho-toluoyl chloride

: 75-55-8, 41927-28-0, 76612-76-5, 76612-77-6, 205537-16-2
2-Methylaziridine

: 21384-42-9
1-(2-methylbenzoyl)-2-methylaziridine

Conditions

Conditions	Yield
With sodium hydroxide In diethyl ether at 0℃;	100%
With sodium hydroxide In diethyl ether; water at 0℃; Schotten-Baumann reaction;

: 587-03-1
3-methylbenzyl alcohol

: 933-88-0
ortho-toluoyl chloride

: 1070881-26-3
3-methylbenzyl 2'-methylbenzoate

Conditions

Conditions	Yield
With pyridine at 0℃; for 1.5h;	100%

: 933-88-0
ortho-toluoyl chloride

: 109-73-9
N-butylamine

: N-(n-butyl)-2-methylbenzamide

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0 - 20℃; for 2.5h; Inert atmosphere;	100%
With triethylamine In dichloromethane at 20℃; for 2h; Inert atmosphere;	86%

: 933-88-0
ortho-toluoyl chloride

: 25746-83-2, 64030-43-9, 104261-87-2
(2S)-N-phenylpyrrolidine-2-carboxamide

: 1415831-64-9
(S)-N-(2-methylbenzoyl)proline anilide

Conditions

Conditions	Yield
With triethylamine In Dichlorofluoromethane at 20℃; Inert atmosphere;	100%

: 933-88-0
ortho-toluoyl chloride

: 1003-03-8
Cyclopentamine

: 123862-57-7
N-cyclopentyl-2-methylbenzamide

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0 - 20℃; for 14h; Inert atmosphere;	100%
With triethylamine In dichloromethane at 20℃; for 2h; Inert atmosphere;	94%

: 455-14-1
4-trifluoromethylphenylamine

: 933-88-0
ortho-toluoyl chloride

: 2-methyl-N-(4-(trifluoromethyl)phenyl)benzamide

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran at 0 - 20℃; for 3h;	100%

: 6295-87-0
N-aminopyridin-1-ium iodide

: 933-88-0
ortho-toluoyl chloride

: 36048-80-3
1-(2-methyl-benzoylamino)-pyridinium betaine

Conditions

Conditions	Yield
With sodium hydroxide at 25℃; for 24h;	99.9%

: 104-94-9
4-methoxy-aniline

: 933-88-0
ortho-toluoyl chloride

: 55814-36-3
α-(p-anisidino)-o-tolualdehyde

Conditions

Conditions	Yield
With dmap; triethylamine In dichloromethane at 20℃; for 1h;	99%
With sodium hydroxide for 0.25h;	55%
With dmap; triethylamine In dichloromethane at 0 - 20℃; for 6h;

: 933-88-0
ortho-toluoyl chloride

: 137978-00-8
1-(4-amino-2-chlorobenzoyl)-7-chloro-5-oxo-2,3,4,5-tetrahydro-1H-1-benzazepine

: 137973-86-5
7-chloro-1-[2-chloro-4-[(2-methylbenzoyl)amino]benzoyl]-5-oxo-2,3,4,5-tetrahydro-1H-1-benzazepine

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20℃; for 1.5h; Acylation;	99%

: 1622-32-8
2-Chloroethanesulfonyl chloride

: 1583-88-6
4-fluoro-2-phenethylamine

: 933-88-0
ortho-toluoyl chloride

4-(4-((p-methylbenzylamino)methyl)-3-methoxyphenoxy)butyryl AM resin: 4-(4-((p-methylbenzylamino)methyl)-3-methoxyphenoxy)butyryl AM resin

: N-[2-(4-fluoro-phenyl)-ethyl]-2-methyl-N-[2-(4-methyl-benzylsulfamoyl)-ethyl]-benzamide

Conditions

Conditions	Yield
Multistep reaction;	99%

...Expand

: 492-41-1
(1R,2S)-norephedrine

: 933-88-0
ortho-toluoyl chloride

: 696659-64-0
(1R,2S)-2-o-toluamide-1-phenylpropanol

Conditions

Conditions	Yield
With potassium hydroxide In dichloromethane; water at 0 - 20℃; for 2.5h;	99%

: 3182-95-4
L-Phenylalaninol

: 933-88-0
ortho-toluoyl chloride

: 497954-01-5
(2S)-2-o-toluamide-3-phenylpropanol

Conditions

Conditions	Yield
With potassium hydroxide In dichloromethane at 0 - 20℃;	99%
With triethylamine In tetrahydrofuran for 1h;

: 933-88-0
ortho-toluoyl chloride

: 536-74-3
phenylacetylene

l: l

: 1171248-95-5
(5-phenyl-2H-1,2,3-triazol-4-yl)(o-tolyl)methanone

Conditions

Conditions	Yield
Stage #1: ortho-toluoyl chloride; phenylacetylene; l With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine at 20℃; for 1h; Sonogashira coupling; Inert atmosphere; Ultrasonic; Stage #2: With sodium azide In dimethyl sulfoxide at 20℃; for 1h;	99%

...Expand

: 933-88-0
ortho-toluoyl chloride

: 626-43-7
3,5-Dichloroaniline

: 97146-53-7
1-(3,5-dichlorophenyl)-3-(o-tolyl)urea

Conditions

Conditions	Yield
Stage #1: ortho-toluoyl chloride With pyridine; trimethylsilylazide In N,N-dimethyl-formamide at 20℃; Curtius rearrangement; Microflow reaction; Inert atmosphere; Stage #2: 3,5-Dichloroaniline With acetic acid In N,N-dimethyl-formamide at 110℃; Microflow reaction; Inert atmosphere;	99%

: 933-88-0
ortho-toluoyl chloride

: 100-51-6
benzyl alcohol

: 108714-89-2
N-benzyloxycarbonyl-2-methylaniline

Conditions

Conditions	Yield
Stage #1: ortho-toluoyl chloride With pyridine; trimethylsilylazide In N,N-dimethyl-formamide at 20℃; Curtius rearrangement; Microflow reaction; Inert atmosphere; Stage #2: benzyl alcohol With acetic acid In N,N-dimethyl-formamide at 110℃; Microflow reaction; Inert atmosphere;	99%

: 1-(hydroxyethyl)-2-(methylamino)-1,2,3,6,7,12b-hexahydroindolo[2,3-a]quinolizin-4(12H)-one

: 933-88-0
ortho-toluoyl chloride

: N-(3-(1-hydroxyethyl)-4-oxo-1,2,3,4,6,7,12,12b-octahydroindolo[2,3-a]quinolizin-2-yl)-N-2-dimethylbenzamide

Conditions

Conditions	Yield
With triethylamine In dichloromethane for 0.75h; Inert atmosphere;	99%

: 933-88-0
ortho-toluoyl chloride

: 2450-71-7
Propargylamine

: 1090993-70-6
2-methyl-N-(prop-2-yn-1-yl)benzamide

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20℃; for 4h;	99%
With dmap; triethylamine In dichloromethane at 0 - 20℃; for 3.25h; Inert atmosphere;	82%
With dmap; triethylamine In dichloromethane at 0 - 20℃; for 5.25h; Inert atmosphere;
With dmap; triethylamine In dichloromethane at 0 - 20℃;
With dmap; triethylamine In dichloromethane at 0 - 20℃;

: 536-90-3
m-Anisidine

: 933-88-0
ortho-toluoyl chloride

: 55814-35-2
2-methyl-N-(3-methoxyphenyl)-benzamide

Conditions

Conditions	Yield
With dmap; triethylamine In dichloromethane at 0 - 20℃; for 18h; Inert atmosphere;	99%
With triethylamine In dichloromethane at 0 - 20℃;	90%

o-Toluoyl chloride Chemical Properties

Molecular Structure of Benzoyl chloride,2-methyl- (CAS No.933-88-0):

Molecular Formula: C₈H₇ClO
Molecular Weight: 154.59358
IUPAC Name: 2-Methylbenzoyl chloride
CAS No: 933-88-0
EINECS: 213-273-8
H bond acceptors: 1
H bond donors: 0
Freely Rotating Bonds: 1
Polar Surface Area: 17.07 Å²
Index of Refraction: 1.537
Molar Refractivity: 41.32 cm³
Molar Volume: 132.1 cm³
Surface Tension: 38.3 dyne/cm
Density: 1.17 g/cm³
Flash Point: 84.1 °C
Enthalpy of Vaporization: 44.98 kJ/mol
Boiling Point: 213.5 °C at 760 mmHg
Vapour Pressure: 0.164 mmHg at 25°C
Sensitive: Moisture Sensitive
Refractive Index Benzoyl chloride,2-methyl- (CAS No.933-88-0): 1.554-1.556
Canonical SMILES: CC1=CC=CC=C1C(=O)Cl
InChI: InChI=1S/C8H7ClO/c1-6-4-2-3-5-7(6)8(9)10/h2-5H,1H3
InChIKey: GPZXFICWCMCQPF-UHFFFAOYSA-N

o-Toluoyl chloride Safety Profile

Safety Information of Benzoyl chloride,2-methyl- (CAS No.933-88-0):
Hazard Codes: Corrosive C
Risk Statements: 34-36/37
R34:Causes burns.
R36/37:Irritating to eyes and respiratory system.
Safety Statements: 23-26-27-36/37/39-45-24/25
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.)
S24/25:Avoid contact with skin and eyes.
RIDADR: UN 3265 8/PG 2
WGK Germany: 3
F: 10-19-21
Hazard Note: Corrosive/Moisture Sensitive
HazardClass: 8
PackingGroup: II
HS Code: 29163900

o-Toluoyl chloride Specification

Benzoyl chloride,2-methyl- (CAS No.933-88-0), it also can be called 2-Methylbenzoyl chloride ; o-Toluenecarbonyl chloride ; Benzoyl chloride, 2-methyl- ; O-Toluoylchloride ; 2-Methyl benzoylchloride ; 2-Methylbenzoyl chloride 98% . It is clear pale yellow to yellow to faintly pink liquid.

Product Name

o-Toluoyl chloride

Synthetic route

o-Toluoyl chloride Chemical Properties

o-Toluoyl chloride Safety Profile

o-Toluoyl chloride Specification

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