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Methyl 2,4-dihydroxybenzoate

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Name

Methyl 2,4-dihydroxybenzoate

EINECS 218-428-3
CAS No. 2150-47-2 Density 1.354 g/cm3
PSA 66.76000 LogP 0.88440
Solubility N/A 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 N/A Appearance white to beige powder
Safety 26-37/39 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 2150-47-2 (Methyl 2,4-dihydroxybenzoate) Hazard Symbols IrritantXi
Synonyms

2,4-Dihydroxybenzoic acid methyl ester;Methyl b-resorcylate;b-Resorcylic acid, methyl ester(6CI,7CI,8CI);

Article Data 58

Methyl 2,4-dihydroxybenzoate Synthetic route

67-56-1

methanol

89-86-1

4-hydroxysalicylic acid

2150-47-2

methyl 2,4-dihydroxybenzoate

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

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

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