2-Hydroxy-6-methylbenzoic acid supplier

Name
2-Hydroxy-6-methylbenzoic acid
EINECS
CAS No. 567-61-3
Article Data51
CAS DataBase
Density 1.304 g/cm³
Solubility
Melting Point 141.5-142 °C
Formula C₈H₈O₃
Boiling Point 300.4 °C at 760 mmHg
Molecular Weight 152.15
Flash Point 149.7 °C
Transport Information
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms 2,6-Cresoticacid (8CI);2-Hydroxy-6-methylbenzoic acid;6-Hydroxy-o-toluic acid;6-MS;6-MSA;
PSA 57.53000
LogP 1.39880

Synthetic route

: 6161-65-5
2-methoxy-6-methyl-benzoic acid

: 567-61-3
2-hydroxy-6-methylbenzoic acid

Conditions

Conditions	Yield
Stage #1: 2-methoxy-6-methyl-benzoic acid With boron tribromide In dichloromethane at 20℃; for 14 - 20h; Stage #2: With hydrogenchloride In dichloromethane; water Product distribution / selectivity;	100%
With piperazine In N,N-dimethyl acetamide at 150℃; for 10h; Substitution;	52%
With hydrogen iodide In acetic acid

: 6555-40-4
ethyl 2-hydroxy-6-methylbenzoate

: 567-61-3
2-hydroxy-6-methylbenzoic acid

Conditions

Conditions	Yield
With sodium hydroxide at 95℃; for 2h;	99%
With sodium hydroxide In ethanol Heating;	95%
With sodium hydroxide for 2h; Heating;	95%

: 438187-08-7
2, 2, 5-trimethyl-4H-benzo[d][1,3]dioxin-4-one

: 567-61-3
2-hydroxy-6-methylbenzoic acid

Conditions

Conditions	Yield
With potassium hydroxide In tetrahydrofuran; water Heating;	99%
With potassium hydroxide In tetrahydrofuran Heating;	99%

: 4389-50-8
2-amino-6-methylbenzoic acid

: 567-61-3
2-hydroxy-6-methylbenzoic acid

Conditions

Conditions	Yield
Stage #1: 2-amino-6-methylbenzoic acid With sulfuric acid; sodium nitrite In water at 0℃; for 0.5h; Stage #2: In water for 0.5h; Reflux;	68%
With hydrogen bromide; sodium nitrite; copper(I) bromide In water at 90℃; Reflux;	65%
Diazotization;
With sulfuric acid; sodium nitrite In water at -5 - 50℃;	780 mg
With sulfuric acid; sodium nitrite In water for 1h; Reflux;

: 56-23-5
tetrachloromethane

: 108-39-4
3-methyl-phenol

A: 567-61-3
2-hydroxy-6-methylbenzoic acid

B: 578-39-2
4-hydroxy-2-methylbenzoic acid

Conditions

Conditions	Yield
With copper; β‐cyclodextrin In potassium hydroxide at 80℃; for 15h;	A 58% B 29%

...Expand

: basic cupric o-toluate

: 567-61-3
2-hydroxy-6-methylbenzoic acid

Conditions

Conditions	Yield
In nitrobenzene Heating;	9%

: 118-90-1
ortho-methylbenzoic acid

: 567-61-3
2-hydroxy-6-methylbenzoic acid

Conditions

Conditions	Yield
With CuCO3*Cu(OH)2	4%

: 5-methyl-chroman-2,4-dione

: 567-61-3
2-hydroxy-6-methylbenzoic acid

Conditions

Conditions	Yield
With sodium hydroxide

: 859085-95-3
2,3,5-trimethyl-chromen-4-one

: 567-61-3
2-hydroxy-6-methylbenzoic acid

Conditions

Conditions	Yield
Ozonolyse;

: 18362-36-2
2-hydroxy-6-methylbenzaldehyde

: 567-61-3
2-hydroxy-6-methylbenzoic acid

Conditions

Conditions	Yield
bei der Kalischmelze;
With potassium hydroxide at 200℃;
With sodium hydroxide; silver nitrate for 8h; Heating;

: 33528-09-5
methyl 6-methylsalicylate

: 567-61-3
2-hydroxy-6-methylbenzoic acid

Conditions

Conditions	Yield
With sodium hydroxide

: 22061-78-5
2-bromo-3-methylphenol

: 567-61-3
2-hydroxy-6-methylbenzoic acid

Conditions

Conditions	Yield
With n-butyllithium; diethyl ether anschliessendes Behandeln mit CO2;

: 480-47-7
hydrangenol

A: 567-61-3
2-hydroxy-6-methylbenzoic acid

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

Conditions

Conditions	Yield
Bei der Kalischmelze;

: 79669-49-1
5-bromo-2-methylbenzoic acid

: 567-61-3
2-hydroxy-6-methylbenzoic acid

Conditions

Conditions	Yield
With potassium carbonate beim Schmelzen;

: 3-amino-4-methyl-tropolone

: 567-61-3
2-hydroxy-6-methylbenzoic acid

Conditions

Conditions	Yield
With sulfuric acid; sodium nitrite anschliessendes Erwaermen;

: 79-37-8
oxalyl dichloride

: 100-84-5
1-methoxy-3-methyl-benzene

: 567-61-3
2-hydroxy-6-methylbenzoic acid

: 3400-77-9
ethyl 2-acetyl-3-methyl-5-oxopentanoate

: 567-61-3
2-hydroxy-6-methylbenzoic acid

Conditions

Conditions	Yield
(i) (cyclization), (ii) aq. NaOH; Multistep reaction;

: 53437-09-5
2,4-Dihydroxy-2-methyl-6-oxo-cyclohexanecarboxylic acid tert-butyl ester

: 567-61-3
2-hydroxy-6-methylbenzoic acid

Conditions

Conditions	Yield
With hydrogenchloride

: 480-33-1, 1200-93-7, 17397-85-2, 62623-84-1
(R)-(-)-mellein

potassium hydroxide: potassium hydroxide

: 567-61-3
2-hydroxy-6-methylbenzoic acid

Conditions

Conditions	Yield
at 300℃;

: 75-15-0
carbon disulfide

: 7446-70-0
aluminium trichloride

: 79-37-8
oxalyl dichloride

: 100-84-5
1-methoxy-3-methyl-benzene

: 567-61-3
2-hydroxy-6-methylbenzoic acid

Conditions

Conditions	Yield
anfangs unter starker Kuehlung, und Erhitzen des Reaktionsprodukts mit HCl;

...Expand

: 51451-26-4
1-(2-hydroxy-6-methylphenyl)-1-propanone

concentrated KOH-solution: concentrated KOH-solution

: 567-61-3
2-hydroxy-6-methylbenzoic acid

6-oxy-2-methyl-propiophenone: 6-oxy-2-methyl-propiophenone

: 567-61-3
2-hydroxy-6-methylbenzoic acid

Conditions

Conditions	Yield
With potassium hydroxide

: 8-methylene-2-oxabicyclo[2.2.2]octane-3,5-dione

: 567-61-3
2-hydroxy-6-methylbenzoic acid

Conditions

Conditions	Yield
at 20℃; Diels-Alder reaction;

: 164014-40-8
2,2-dimethyl-5-trifluoromethylsulfonyloxy-4H-(1,3)benzodioxin-4-one

Me2CuLi: Me2CuLi

: 567-61-3
2-hydroxy-6-methylbenzoic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: tetrahydrofuran; diethyl ether / 1.5 h / -78 - 0 °C 1.2: 85 percent / MeI / tetrahydrofuran; diethyl ether / 0.17 h / 0 °C 2.1: 99 percent / KOH / tetrahydrofuran; H2O / Heating View Scheme
Multi-step reaction with 2 steps 1.1: MeLi; CuI / tetrahydrofuran; diethyl ether / -78 - 0 °C 1.2: 85 percent / tetrahydrofuran; diethyl ether / 0.17 h / 0 °C 2.1: 99 percent / aq. KOH / tetrahydrofuran / Heating View Scheme

: 3187-58-4
methyl orsellinate

: 567-61-3
2-hydroxy-6-methylbenzoic acid

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 2: Raney nickel; ethanol 3: aqueous NaOH View Scheme

: 856176-93-7
2-hydroxy-6-methyl-4-(toluene-4-sulfonyloxy)-benzoic acid methyl ester

: 567-61-3
2-hydroxy-6-methylbenzoic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: Raney nickel; ethanol 2: aqueous NaOH View Scheme

: 114223-13-1
3-(3-methylphenoxy)-3-oxopropanoic acid

: 567-61-3
2-hydroxy-6-methylbenzoic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: phosphorus (V)-chloride; nitrobenzene / Erwaermen des Reaktionsgemisches mit Aluminiumchlorid 2: NaOH View Scheme

: 13506-76-8
2-methyl-6-nitrobenzoic acid

: 567-61-3
2-hydroxy-6-methylbenzoic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: palladium on activated charcoal; hydrogen / ethyl acetate / 20 °C 2.1: sulfuric acid; sodium nitrite / water / 0.5 h / 0 °C 2.2: 0.5 h / Reflux View Scheme
Stage #1: 2-methyl-6-nitrobenzoic acid With palladium 10% on activated carbon; hydrogen In methanol at 20℃; for 12h; Stage #2: With sulfuric acid; sodium nitrite In water at -5 - 50℃; for 2.5h; Inert atmosphere;

: 124-38-9
carbon dioxide

: 108-39-4
3-methyl-phenol

A: 50-85-1
2-hydroxy-p-toluic acid

B: 567-61-3
2-hydroxy-6-methylbenzoic acid

Conditions

Conditions	Yield
Stage #1: 3-methyl-phenol With Mesitol; sodium hydride In mineral oil at 100℃; for 0.0833333h; Glovebox; Stage #2: carbon dioxide In mineral oil at 185℃; under 760.051 Torr; for 2h; Overall yield = 88 %; Overall yield = 33.3 mg;

...Expand

: 75-30-9
2-iodo-propane

: 567-61-3
2-hydroxy-6-methylbenzoic acid

: isopropyl 2-isopropoxy-6-methylbenzoate

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 50℃;	99%

: 186581-53-3, 908094-01-9
diazomethane

: 567-61-3
2-hydroxy-6-methylbenzoic acid

: 33528-09-5
methyl 6-methylsalicylate

Conditions

Conditions	Yield
In diethyl ether at 0℃; for 2h;	95%

: 67-56-1
methanol

: 567-61-3
2-hydroxy-6-methylbenzoic acid

: 33528-09-5
methyl 6-methylsalicylate

Conditions

Conditions	Yield
With sulfuric acid for 27h; Heating;	90%
With sulfuric acid

: 75-89-8
2,2,2-trifluoroethanol

: 567-61-3
2-hydroxy-6-methylbenzoic acid

: C10H9F3O3

Conditions

Conditions	Yield
With thionyl chloride for 6h; Inert atmosphere; Reflux;	90%

: 567-61-3
2-hydroxy-6-methylbenzoic acid

: 67-64-1
acetone

: 438187-08-7
2, 2, 5-trimethyl-4H-benzo[d][1,3]dioxin-4-one

Conditions

Conditions	Yield
With dmap; thionyl chloride In 1,2-dimethoxyethane for 3h;	89%
With dmap; thionyl chloride In 1,2-dimethoxyethane at 20℃; for 3h; Inert atmosphere;	80%

: 567-61-3
2-hydroxy-6-methylbenzoic acid

: 107-19-7
propargyl alcohol

: C11H10O3

Conditions

Conditions	Yield
With silver trifluoromethanesulfonate In acetonitrile for 10h; Reflux;	83.6%

: 567-61-3
2-hydroxy-6-methylbenzoic acid

: 85272-31-7
di-tert-butylsilyl bis(trifluoromethanesulfonate)

: C16H24O3Si

Conditions

Conditions	Yield
With 2,6-dimethylpyridine In acetonitrile at 0 - 22℃; for 16h; Inert atmosphere;	82%

: 567-61-3
2-hydroxy-6-methylbenzoic acid

: 107-14-2
chloroacetonitrile

: 438187-09-8
2-hydroxy-6-methyl-benzoic acid cyanomethyl ester

Conditions

Conditions	Yield
With triethylamine In acetone for 3h; Heating;	80%

: 567-61-3
2-hydroxy-6-methylbenzoic acid

: 252955-18-3
2-Hydroxy-5-bromo-6-methylbenzoic acid

Conditions

Conditions	Yield
With tetrafluoroboric acid diethyl ether; N-Bromosuccinimide In acetonitrile at -20 - 0℃;	80%

: 567-61-3
2-hydroxy-6-methylbenzoic acid

: 100-39-0
benzyl bromide

: 118537-95-4
6-methyl-2-(phenylmethoxy)benzoic acid

Conditions

Conditions	Yield
With sodium hydroxide; tetrabutylammomium bromide In dichloromethane Ambient temperature;	79%

: 567-61-3
2-hydroxy-6-methylbenzoic acid

: 74-88-4
methyl iodide

: 79383-44-1
methyl 2-methyl-6-methoxybenzoate

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 70℃; for 16h;	72.8%
With potassium carbonate In N,N-dimethyl-formamide at 70℃;	4.4 g

: potassium cyanide

: 1295471-72-5
C18H23N5O6

: 567-61-3
2-hydroxy-6-methylbenzoic acid

: 1295471-36-1
C26H29N5O8

Conditions

Conditions	Yield
Stage #1: C18H23N5O6; 2-hydroxy-6-methylbenzoic acid With pyridine; dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In tetrahydrofuran; dichloromethane at 20℃; Stage #2: potassium cyanide In methanol at 20℃;	68%

...Expand

: 567-61-3
2-hydroxy-6-methylbenzoic acid

: N-((2R,3R,4aS,5R,7S,8R,8aS)-7,8-dihydroxy-2,3-dimethoxy-2,3-dimethyloctahydrobenzo[b][1,4]dioxin-5-yl)-3-(methoxymethoxy)benzamide

A: (2R,3R,4aR,5R,6S,8R,8aS)-6-hydroxy-2,3-dimethoxy-8-(3-(methoxymethoxy)benzamido)-2,3-dimethyloctahydrobenzo[b][1,4]dioxin-5-yl 2-hydroxy-6-methylbenzoate

B: C37H43NO13

Conditions

Conditions	Yield
Stage #1: 2-hydroxy-6-methylbenzoic acid With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 0℃; for 0.25h; Stage #2: N-((2R,3R,4aS,5R,7S,8R,8aS)-7,8-dihydroxy-2,3-dimethoxy-2,3-dimethyloctahydrobenzo[b][1,4]dioxin-5-yl)-3-(methoxymethoxy)benzamide In dichloromethane at 0 - 20℃; for 48h;	A 68% B 9%

...Expand

: 567-61-3
2-hydroxy-6-methylbenzoic acid

: 917-54-4
methyllithium

: 41085-27-2
2'-hydroxy-6'-methylacetophenone

Conditions

Conditions	Yield
In tetrahydrofuran; diethyl ether at 20 - 60℃; for 6h; Product distribution / selectivity;	67%
Stage #1: 2-hydroxy-6-methylbenzoic acid; methyllithium In diethyl ether at -78 - 20℃; Stage #2: With ammonium chloride In diethyl ether at 0℃;	51%
In tetrahydrofuran; diethyl ether for 8h; Heating; Yield given;

: 567-61-3
2-hydroxy-6-methylbenzoic acid

: C21H31NO9

A: C29H37NO11

B: C37H43NO13

Conditions

Conditions	Yield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 22℃; Inert atmosphere;	A 60% B 15%

...Expand

: 567-61-3
2-hydroxy-6-methylbenzoic acid

: 106-95-6
allyl bromide

: allyl 2-hydroxy-6-methylbenzoate

Conditions

Conditions	Yield
With caesium carbonate In acetonitrile at 50℃;	56%

: 567-61-3
2-hydroxy-6-methylbenzoic acid

: 933-88-0
ortho-toluoyl chloride

: 1448618-78-7
2-methyl-6-{[(2-methylphenyl)carbonyl]oxy}benzoic acid

Conditions

Conditions	Yield
Stage #1: 2-hydroxy-6-methylbenzoic acid; ortho-toluoyl chloride With pyridine In dichloromethane at 0℃; for 0.5h; Stage #2: With dmap In dichloromethane at 20℃; for 120h;	54%

: 567-61-3
2-hydroxy-6-methylbenzoic acid

: N-((2R,3R,4aS,5R,7S,8R,8aS)-7,8-dihydroxy-2,3-dimethoxy-2,3-dimethyloctahydrobenzo[b][1,4]dioxin-5-yl)-3-(methoxymethoxy)benzamide

A: (2R,3R,4aR,5R,6S,8R,8aS)-6-hydroxy-2,3-dimethoxy-8-(3-(methoxymethoxy)benzamido)-2,3-dimethyloctahydrobenzo[b][1,4]dioxin-5-yl 2-hydroxy-6-methylbenzoate

B: C29H37NO11

C: C37H43NO13

Conditions

Conditions	Yield
Stage #1: 2-hydroxy-6-methylbenzoic acid With dmap; dicyclohexyl-carbodiimide In dichloromethane at 0℃; for 0.25h; Stage #2: N-((2R,3R,4aS,5R,7S,8R,8aS)-7,8-dihydroxy-2,3-dimethoxy-2,3-dimethyloctahydrobenzo[b][1,4]dioxin-5-yl)-3-(methoxymethoxy)benzamide In dichloromethane at 0 - 20℃; for 48h;	A 50% B 33% C 6%

...Expand

: 4894-26-2
3,4-dihydro-β-carboline

: 567-61-3
2-hydroxy-6-methylbenzoic acid

: 4-methyl-7,8,13,13b-tetrahydro-5H-benzo[5',6'][1,3]oxazino[3',2':1,2]pyrido[3,4-b]indol-5-one

Conditions

Conditions	Yield
In dichloromethane at 20℃; for 12h;	44.6%

: 567-61-3
2-hydroxy-6-methylbenzoic acid

: 21044-09-7
N-decanoylcysteamine

: C20H31NO3S

Conditions

Conditions	Yield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃;	35%

: 51-17-2
benzoimidazole

: 567-61-3
2-hydroxy-6-methylbenzoic acid

: 1-methyl-12H-benzo[e]benzo[4,5]imidazo[2,1-b][1,3]oxazine-12-one

Conditions

Conditions	Yield
With pyridine; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; copper(I) bromide In para-xylene at 120℃; for 36h; Schlenk technique; Green chemistry;	30%

: 567-61-3
2-hydroxy-6-methylbenzoic acid

: 94838-55-8
tert-butyl (4-aminobenzyl)carbamate

: tert-butyl (4-(6-methyl-2-hydroxybenzoyl))aminobenzylcarbamate

Conditions

Conditions	Yield
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In tetrahydrofuran for 12h; Reflux;	21%

: 567-61-3
2-hydroxy-6-methylbenzoic acid

: (1R)-5-chloroindan-1-amine

: C17H16ClNO2

Conditions

Conditions	Yield
With dmap; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20℃; for 12h;	13%

2-Hydroxy-6-methylbenzoic acid Chemical Properties

Product Name: 6-Methylsalicylic acid (CAS NO.567-61-3)

Molecular Formula: C₈H₈O₃
Molecular Weight: 152.15g/mol
Mol File: 567-61-3.mol
Boiling point: 300.4 °C at 760 mmHg
Flash Point: 149.7 °C
Density: 1.304 g/cm³
Surface Tension: 58 dyne/cm
Enthalpy of Vaporization: 57.07 kJ/mol
Vapour Pressure: 0.0005 mmHg at 25°C
XLogP3-AA: 1.9
H-Bond Donor: 2
H-Bond Acceptor: 3
Structure Descriptors of 6-Methylsalicylic acid (CAS NO.567-61-3):
IUPAC Name: 2-hydroxy-6-methylbenzoic acid
Canonical SMILES: CC1=C(C(=CC=C1)O)C(=O)O
InChI: InChI=1S/C8H8O3/c1-5-3-2-4-6(9)7(5)8(10)11/h2-4,9H,1H3,(H,10,11)
InChIKey: HCJMNOSIAGSZBM-UHFFFAOYSA-N
Product Categories: Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts; Carboxylic Acids; Phenyls & Phenyl-Het; Carboxylic Acids; Phenyls & Phenyl-Het

2-Hydroxy-6-methylbenzoic acid Toxicity Data With Reference

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD50	oral	250mg/kg (250mg/kg)		Acta Pharmaceutica Suecica. Vol. 7, Pg. 289, 1970.

2-Hydroxy-6-methylbenzoic acid Specification

6-Methylsalicylic acid , its CAS NO. is 567-61-3, the synonyms are 2-Hydroxy-6-methylbenzoic acid ; 4-10-00-00594 (Beilstein Handbook Reference) ; 6-Hydroxy-o-toluic acid ; 6-MS ; 6-MSA ; BRN 2208693 ; NSC 403256 ; 2,6-Cresotic acid ; Benzoic acid, 2-hydroxy-6-methyl- (9CI) .

Product Name

2-Hydroxy-6-methylbenzoic acid

Synthetic route

2-Hydroxy-6-methylbenzoic acid Chemical Properties

2-Hydroxy-6-methylbenzoic acid Toxicity Data With Reference

2-Hydroxy-6-methylbenzoic acid Specification

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