Methyl 2,4-dihydroxybenzoate supplier

Name
Methyl 2,4-dihydroxybenzoate
EINECS 218-428-3
CAS No. 2150-47-2
Article Data58
CAS DataBase
Density 1.354 g/cm³
Solubility
Melting Point 118-121 °C(lit.)
Formula C₈H₈O₄
Boiling Point 352 °C at 760 mmHg
Molecular Weight 168.149
Flash Point 148.8 °C
Transport Information
Appearance white to beige powder
Safety 26-37/39
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms 2,4-Dihydroxybenzoic acid methyl ester;Methyl b-resorcylate;b-Resorcylic acid, methyl ester(6CI,7CI,8CI);
PSA 66.76000
LogP 0.88440

Synthetic route

: 67-56-1
methanol

: 89-86-1
4-hydroxysalicylic acid

: 2150-47-2
methyl 2,4-dihydroxybenzoate

Conditions

Conditions	Yield
With sulfuric acid for 72h; Heating;	100%
With sulfuric acid In water for 120h; Reflux; Inert atmosphere;	100%
With sulfuric acid for 20h; Reflux;	99%

: 106315-78-0
methyl 2,4-diacetoxybenzoate

: 2150-47-2
methyl 2,4-dihydroxybenzoate

Conditions

Conditions	Yield
With trimethyltin hydroxide In 1,2-dichloro-ethane at 80℃; for 5h;	100%

: 89-86-1
4-hydroxysalicylic acid

: 74-88-4
methyl iodide

: 2150-47-2
methyl 2,4-dihydroxybenzoate

Conditions

Conditions	Yield
With potassium hydrogencarbonate In N,N-dimethyl-formamide at 40℃;	94%
With 1,8-diazabicyclo[5.4.0]undec-7-ene In acetonitrile for 24h; Ambient temperature;	85%
Stage #1: 4-hydroxysalicylic acid With sodium hydrogencarbonate In N,N-dimethyl-formamide at 20℃; Stage #2: methyl iodide In N,N-dimethyl-formamide at 40℃; for 10h;	84.4%

: 2-hydroxy-4-(tetrahydropyran-2-yloxy)-benzoic acid methyl ester

: 2150-47-2
methyl 2,4-dihydroxybenzoate

Conditions

Conditions	Yield
With calcium chloride In ethanol; water at 19.85 - 179.85℃; under 7575.61 Torr; for 0.666667h;	94%

: 106315-78-0
methyl 2,4-diacetoxybenzoate

A: 2150-47-2
methyl 2,4-dihydroxybenzoate

B: 113951-79-4
methyl 2-acetoxy-4-hydroxybenzoate

Conditions

Conditions	Yield
With porcine pancreatic lipase In tetrahydrofuran; butan-1-ol at 28 - 30℃; for 552h;	A 5% B 90%
With Candida cylindracea lipase In di-isopropyl ether; butan-1-ol at 28 - 30℃; for 18h;	A 47% B 48%

: 914298-92-3
methyl 2,4-dimethoxymethyloxybenzoate

A: 2150-47-2
methyl 2,4-dihydroxybenzoate

B: 130483-44-2
methyl 2-hydroxy-4-methoxymethyloxybenzoate

Conditions

Conditions	Yield
With silica-immobilized p-TsOH In toluene at 0℃; for 0.5h;	A 4% B 86%

: 22717-55-1
methyl 4-chloro-2-hydroxybenzoate

: 2150-47-2
methyl 2,4-dihydroxybenzoate

Conditions

Conditions	Yield
With formic acid; oxygen; triethylamine; copper(ll) bromide In acetonitrile at 20℃; for 48h; Irradiation;	81%

: 945745-54-0
methyl 2,4-diisopropoxybenzoate

A: 2150-47-2
methyl 2,4-dihydroxybenzoate

B: 163618-93-7
methyl 2-hydroxy-4-isopropoxybenzoate

Conditions

Conditions	Yield
With amberlyst-15 In toluene at 80℃; for 3h;	A 2% B 80%

: 67-56-1
methanol

: 95-01-2
2,4-Dihydroxybenzaldehyde

: 2150-47-2
methyl 2,4-dihydroxybenzoate

Conditions

Conditions	Yield
Stage #1: methanol; 2,4-Dihydroxybenzaldehyde With tris(pentafluorophenyl)borate for 0.25h; Green chemistry; Stage #2: With tert.-butylhydroperoxide In decane for 36h; Green chemistry;	79%
With 1-(ferrocenylbutyl)-4-(3-methylimidazolium) chloride; iodine; potassium carbonate at 50 - 60℃; for 24h; Inert atmosphere;	43%

: 1165713-03-0
methyl 2,4-di-(4-methoxy-benzyloxy)benzoate

A: 2150-47-2
methyl 2,4-dihydroxybenzoate

B: 148965-89-3
methyl 2-hydroxy-4-(4-methoxy-benzyloxy)benzoate

Conditions

Conditions	Yield
With silica-immobilized p-TsOH In toluene at 65℃; for 0.5h;	A 16% B 68%

: 67-56-1
methanol

: 54930-57-3
2-benzoyloxy-4-hydroxybenzoic acid

A: 2150-47-2
methyl 2,4-dihydroxybenzoate

B: methyl 2-benzoyloxy-4-hydroxybenzoate

Conditions

Conditions	Yield
With hydrogenchloride	A 46% B 9.5%

...Expand

: 102342-54-1
1,3,5-tris(trimethylsiloxy)-1-methoxyhexa-1,3,5-triene

: 149-73-5
trimethyl orthoformate

: 2150-47-2
methyl 2,4-dihydroxybenzoate

Conditions

Conditions	Yield
With titanium tetrachloride In dichloromethane 1.) -78 deg C, 2-3 h, 2.) RT, overnight;	35%

: 79557-58-7
2-hydroxy-4-(2-propenyloxy)benzoic acid methyl ester

A: 2150-47-2
methyl 2,4-dihydroxybenzoate

B: 2,4-Dihydroxy-5-(2-hydroxy-propyl)-benzoic acid methyl ester

C: 2,4-Dihydroxy-3-(2-hydroxy-propyl)-benzoic acid methyl ester

Conditions

Conditions	Yield
With trifluoroacetic acid Heating;	A 17% B 10% C 3.5%
With trifluoroacetic acid Heating;	A 17% B 10% C 3.5%
With trifluoroacetic acid Heating;	A 17% B 10% C 3.5%

...Expand

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

: 89-86-1
4-hydroxysalicylic acid

: 2150-47-2
methyl 2,4-dihydroxybenzoate

: 101365-03-1
mulberrofuran M

A: 2150-47-2
methyl 2,4-dihydroxybenzoate

B: 103196-93-6
C27H18O7

Conditions

Conditions	Yield
With sulfuric acid In methanol

: 7647-01-0
hydrogenchloride

: 2,4-dihydroxy-benzimidic acid methyl ester

: 2150-47-2
methyl 2,4-dihydroxybenzoate

: 861514-29-6
2-acetoxy-4-benzoyloxy-benzoic acid methyl ester

: 7664-41-7
ammonia

: 67-64-1
acetone

: 2150-47-2
methyl 2,4-dihydroxybenzoate

Conditions

Conditions	Yield
at 20℃;

...Expand

: 89-86-1
4-hydroxysalicylic acid

A: [4-(pyridin-3-ylmethyloxy)-2-phenylbenzoyl]methionine

B: 2150-47-2
methyl 2,4-dihydroxybenzoate

Conditions

Conditions	Yield
With sulfuric acid; trimethyl orthoformate In methanol

: 2150-47-2
methyl 2,4-dihydroxybenzoate

: 18162-48-6
tert-butyldimethylsilyl chloride

: 132297-26-8
methyl 2,4-bis<(tert-butyldimethylsilyl)oxy>benzoate

Conditions

Conditions	Yield
With sodium hydride In tetrahydrofuran at 0℃; for 0.5h;	100%
Stage #1: methyl 2,4-dihydroxybenzoate With sodium hydride In tetrahydrofuran at 0℃; for 0.5h; Inert atmosphere; Stage #2: tert-butyldimethylsilyl chloride In tetrahydrofuran at 0℃; for 2h; Inert atmosphere;	100%
Stage #1: methyl 2,4-dihydroxybenzoate With sodium hydride In tetrahydrofuran at 0℃; for 1h; Inert atmosphere; Stage #2: tert-butyldimethylsilyl chloride In tetrahydrofuran at 20℃; for 1h; Inert atmosphere;	94%
With sodium hydride 1a) THF, 0 deg C, 25 min, 1b) 25 deg C, 30 min, 2) 25 deg C, 12h; Yield given. Multistep reaction;

: 2150-47-2
methyl 2,4-dihydroxybenzoate

: 75-26-3
isopropyl bromide

: 945745-54-0
methyl 2,4-diisopropoxybenzoate

Conditions

Conditions	Yield
With tetra-(n-butyl)ammonium iodide; caesium carbonate In N,N-dimethyl-formamide; acetone Reflux; Inert atmosphere;	100%

: 2150-47-2
methyl 2,4-dihydroxybenzoate

: 98-88-4
benzoyl chloride

: 109337-51-1
[4-(2-hydroxymethoxycarbonyl)phenyl]benzoate

Conditions

Conditions	Yield
With sodium iodide; potassium carbonate In water; acetone	99%
With triethylamine In dichloromethane at 0 - 20℃; for 24h;	83.1%
With pyridine In diethyl ether; benzene at 20℃; for 10h;	32%

: 6938-66-5
1-Bromodocosane

: 2150-47-2
methyl 2,4-dihydroxybenzoate

: methyl 2,4-di(docosyloxy)benzoate

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 70℃; for 16h; Inert atmosphere;	98%
With desipramine; potassium carbonate
With 1,3-dimethyl-2-imidazolidinone; potassium carbonate
With potassium carbonate

: 4282-40-0
1-Iodoheptane

: 2150-47-2
methyl 2,4-dihydroxybenzoate

: 2-hydroxy-4-(octadecyloxy)benzoic acid methyl ester

Conditions

Conditions	Yield
With potassium carbonate In acetone Reflux; Inert atmosphere;	98%

: 2150-47-2
methyl 2,4-dihydroxybenzoate

: 83948-53-2
3-bromopropylamine tert-butylcarbamate

: methyl 2,4‐bis(3‐((tert‐butoxycarbonyl)amino)propoxy)benzoate

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 40℃;	97%
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 31h;	75%

: 2150-47-2
methyl 2,4-dihydroxybenzoate

: 2232-08-8
N-tosylimidazole

: 137668-92-9
methyl 2,4-bis(tosyloxy)benzoate

Conditions

Conditions	Yield
With TEA; methyl trifluoromethanesulfonate In tetrahydrofuran 1.) ice/water bath, 20 min, 2.) r. t., overnight;	96%

: 2150-47-2
methyl 2,4-dihydroxybenzoate

: 100-39-0
benzyl bromide

: 85593-76-6
methyl 2,4-bis(benzyloxy)benzoate

Conditions

Conditions	Yield
With potassium carbonate In acetone for 6h; Heating;	95%
With tetra-(n-butyl)ammonium iodide; potassium carbonate In acetone for 18h; Inert atmosphere; Reflux;	94%
With tetra-(n-butyl)ammonium iodide; potassium carbonate In acetone for 18h; Reflux;	94%

: 2150-47-2
methyl 2,4-dihydroxybenzoate

: 100-39-0
benzyl bromide

: 5427-29-2
methyl 2-hydroxy-4-benzyloxybenzoate

Conditions

Conditions	Yield
Stage #1: methyl 2,4-dihydroxybenzoate With potassium carbonate In acetone at 0 - 20℃; for 1h; Stage #2: benzyl bromide In acetone at 0℃; Temperature; Reflux;	95%
Stage #1: methyl 2,4-dihydroxybenzoate With potassium carbonate In acetone at 20℃; for 0.0833333h; Stage #2: benzyl bromide In acetone at 10 - 15℃;	85%
With potassium carbonate In acetone at 10 - 15℃; for 3h; Inert atmosphere;	82%

: 358-23-6
trifluoromethylsulfonic anhydride

: 2150-47-2
methyl 2,4-dihydroxybenzoate

: 149878-72-8
2-hydroxy-4-trifluoromethanesulfonyloxybenzoic acid methyl ester

Conditions

Conditions	Yield
With pyridine; dmap In dichloromethane at 0 - 20℃; for 16h; Inert atmosphere;	95%
With pyridine; dmap In dichloromethane at 0 - 20℃;	46%
With triethylamine In dichloromethane at 0 - 20℃; Inert atmosphere;	35%
With triethylamine In dichloromethane at 0 - 20℃; Inert atmosphere;	35%
With pyridine; dmap In dichloromethane at 0℃;

: 24424-99-5
di-tert-butyl dicarbonate

: 2150-47-2
methyl 2,4-dihydroxybenzoate

: 2,4-bis-tert-butoxycarbonyloxy-benzoic acid methyl ester

Conditions

Conditions	Yield
With sodium hydride In tetrahydrofuran at 20℃; for 4h;	94%

: 40244-90-4
Chlorodiisopropylphosphane

: 2150-47-2
methyl 2,4-dihydroxybenzoate

: 1394791-95-7
C20H34O4P2

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran at 20℃; for 1h;	94%
Stage #1: methyl 2,4-dihydroxybenzoate With triethylamine In tetrahydrofuran at 20℃; Inert atmosphere; Schlenk technique; Glovebox; Stage #2: Chlorodiisopropylphosphane In tetrahydrofuran at 20℃; Inert atmosphere; Schlenk technique; Glovebox;

: 2150-47-2
methyl 2,4-dihydroxybenzoate

: 2,5-dichloro-3-(ethoxymethoxy)benzyl alcohol

: methyl 4-(2,5-dichloro-3-(ethoxymethoxy)benzyloxy)-2-hydroxybenzoate

Conditions

Conditions	Yield
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 0 - 20℃; for 12h;	94%

: 2150-47-2
methyl 2,4-dihydroxybenzoate

: 107-30-2
chloromethyl methyl ether

: 130483-44-2
methyl 2-hydroxy-4-methoxymethyloxybenzoate

Conditions

Conditions	Yield
Stage #1: methyl 2,4-dihydroxybenzoate With potassium carbonate In acetone at 20℃; for 0.0833333h; Stage #2: chloromethyl methyl ether In acetone at 10 - 15℃;	92%
Stage #1: methyl 2,4-dihydroxybenzoate With sodium hydride In tetrahydrofuran at 0℃; for 0.5h; Stage #2: chloromethyl methyl ether In tetrahydrofuran at 0 - 20℃; for 1h;	89%
With potassium carbonate In butanone at 60℃; for 48h;	81%
With potassium carbonate In butanone at 60℃; for 48h;	81%

: 2150-47-2
methyl 2,4-dihydroxybenzoate

: 107-30-2
chloromethyl methyl ether

: 914298-92-3
methyl 2,4-dimethoxymethyloxybenzoate

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 23℃; for 12h;	92%

: 2150-47-2
methyl 2,4-dihydroxybenzoate

methoxymethyl halide: methoxymethyl halide

: 914298-92-3
methyl 2,4-dimethoxymethyloxybenzoate

Conditions

Conditions	Yield
Stage #1: methyl 2,4-dihydroxybenzoate With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.0833333h; Stage #2: methoxymethyl halide In N,N-dimethyl-formamide at 100℃;	92%

: 2150-47-2
methyl 2,4-dihydroxybenzoate

: 74-88-4
methyl iodide

: 5446-02-6
4-methoxymethylsalicylate

Conditions

Conditions	Yield
With potassium carbonate In acetone for 3h; Reflux;	92%
With potassium carbonate In acetone Reflux; Inert atmosphere;	90%
With potassium carbonate In acetone Reflux;	90%

: 2150-47-2
methyl 2,4-dihydroxybenzoate

: 75-65-0
tert-butyl alcohol

: 1352754-47-2
methyl 5-tert-butyl-2,4-dihydroxybenzoate

Conditions

Conditions	Yield
With sulfuric acid at 60℃; for 94h;	91%

: 50-00-0
formaldehyd

: 2150-47-2
methyl 2,4-dihydroxybenzoate

chitosan hydrochloride L0221-20FD, DDA 90%, Mw 5 kDa, Mn 2 kDa: chitosan hydrochloride L0221-20FD, DDA 90%, Mw 5 kDa, Mn 2 kDa

N-((2,6-dihydroxy-3-carboxymethyl)phenyl)methylated chitosan DS 0.1: N-((2,6-dihydroxy-3-carboxymethyl)phenyl)methylated chitosan DS 0.1

Conditions

Conditions	Yield
Stage #1: formaldehyd; chitosan hydrochloride L0221-20FD, DDA 90%, Mw 5 kDa, Mn 2 kDa In water at 65℃; for 1h; Stage #2: methyl 2,4-dihydroxybenzoate In methanol; water at 65℃; for 24h;	91%

...Expand

: 627-42-9
2-chloroethyl methyl ether

: 2150-47-2
methyl 2,4-dihydroxybenzoate

: 553672-08-5
methyl 2-hydroxy-4-(2-methoxyethoxy)benzoate

Conditions

Conditions	Yield
Stage #1: methyl 2,4-dihydroxybenzoate With potassium carbonate In N,N-dimethyl-formamide at 90℃; for 0.166667h; Stage #2: 2-chloroethyl methyl ether In N,N-dimethyl-formamide at 90℃; for 12.5h;	91%

: 2150-47-2
methyl 2,4-dihydroxybenzoate

: 13221-86-8
2,4-dihydroxybenzoic acid hydrazide

Conditions

Conditions	Yield
With hydrazine In methanol for 48h; Heating;	90%
With hydrazine hydrate In ethanol at 20℃;
With hydrazine hydrate Reflux;
With hydrazine hydrate for 4h; Reflux;

: 2150-47-2
methyl 2,4-dihydroxybenzoate

: 824-94-2
p-methoxybenzyl chloride

: 148965-89-3
methyl 2-hydroxy-4-(4-methoxy-benzyloxy)benzoate

Conditions

Conditions	Yield
Stage #1: methyl 2,4-dihydroxybenzoate With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.0833333h; Stage #2: p-methoxybenzyl chloride In N,N-dimethyl-formamide at 10 - 15℃;	90%
With potassium carbonate In acetone Heating / reflux;
With tetrabutylammomium bromide; potassium carbonate; potassium iodide In acetone for 3h; Reflux;

: 109-65-9
1-bromo-butane

: 2150-47-2
methyl 2,4-dihydroxybenzoate

A: C19H30O4

B: 2,4-Dibutoxy-benzoic acid methyl ester

Conditions

Conditions	Yield
Stage #1: methyl 2,4-dihydroxybenzoate With potassium carbonate In N,N-dimethyl-formamide at 0℃; for 0.5h; Inert atmosphere; Stage #2: 1-bromo-butane In N,N-dimethyl-formamide at 20℃; for 96h; Inert atmosphere;	A 10% B 90%

...Expand

: 542-69-8
1-iodo-butane

: 2150-47-2
methyl 2,4-dihydroxybenzoate

: 86840-96-2
2-Hydroxy-4-n-butoxybenzoesaeuremethylester

Conditions

Conditions	Yield
With potassium carbonate In acetone Reflux; Inert atmosphere;	90%

: 2150-47-2
methyl 2,4-dihydroxybenzoate

: 143-15-7
1-dodecylbromide

: 86840-98-4
2-Hydroxy-4-n-dodecoxybenzoesaeuremethylester

Conditions

Conditions	Yield
With tetrabutylammomium bromide; potassium carbonate; potassium iodide In acetone Heating;	89%
With potassium carbonate In acetone at 60 - 70℃; for 25h; Heating;	69%
With potassium carbonate In acetone for 25h; Heating;	69%

Methyl 2,4-dihydroxybenzoate Specification

The Benzoic acid,2,4-dihydroxy-, methyl ester, with CAS registry number 2150-47-2, belongs to the following product categories: (1)Intermediates of Dyes and Pigments; (2)Aromatic Esters; (3)C8 to C9; (4)Carbonyl Compounds; (5)Esters. It has the systematic name of methyl 2,4-dihydroxybenzoate. This chemical is a kind of white to beige powder. What's more, its EINECS is 218-428-3.

Physical properties of Benzoic acid,2,4-dihydroxy-, methyl ester: (1)ACD/LogP: 1.92; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.92; (4)ACD/LogD (pH 7.4): 1.84; (5)ACD/BCF (pH 5.5): 16.86; (6)ACD/BCF (pH 7.4): 14.23; (7)ACD/KOC (pH 5.5): 262.77; (8)ACD/KOC (pH 7.4): 221.77; (9)#H bond acceptors: 4; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 4; (12)Polar Surface Area: 44.76 Å²; (13)Index of Refraction: 1.587; (14)Molar Refractivity: 41.78 cm³; (15)Molar Volume: 124.1 cm³; (16)Polarizability: 16.56×10^-24cm³; (17)Surface Tension: 57.6 dyne/cm; (18)Density: 1.354 g/cm³; (19)Flash Point: 148.8 °C; (20)Enthalpy of Vaporization: 62.03 kJ/mol; (21)Boiling Point: 352 °C at 760 mmHg; (22)Vapour Pressure: 1.95E-05 mmHg at 25°C.

Preparation: this chemical can be prepared by methanol and 2,4-dihydroxy-benzoic acid. This reaction will need reagent H₂SO₄.

When you are using this chemical, please be cautious about it as the following:
The Benzoic acid,2,4-dihydroxy-, methyl ester irritates to eyes, respiratory system and skin. When use it, wear suitable protective clothing, gloves and eye/face protection. If contact with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(OC)c1ccc(O)cc1O
(2)InChI: InChI=1/C8H8O4/c1-12-8(11)6-3-2-5(9)4-7(6)10/h2-4,9-10H,1H3
(3)InChIKey: IIFCLXHRIYTHPV-UHFFFAOYAU
(4)Std. InChI: InChI=1S/C8H8O4/c1-12-8(11)6-3-2-5(9)4-7(6)10/h2-4,9-10H,1H3
(5)Std. InChIKey: IIFCLXHRIYTHPV-UHFFFAOYSA-N

Product Name

Methyl 2,4-dihydroxybenzoate

Synthetic route

Methyl 2,4-dihydroxybenzoate Specification

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