Methyl 3-hydroxy-4-nitrobenzoate supplier

Name
Methyl 3-hydroxy-4-nitrobenzoate
EINECS
CAS No. 713-52-0
Article Data52
CAS DataBase
Density 1.432 g/cm³
Solubility
Melting Point 90-91 °C
Formula C₈H₇NO₅
Boiling Point 346.4 °C at 760 mmHg
Molecular Weight 197.147
Flash Point 163.3 °C
Transport Information
Appearance
Safety 26-36/37/39
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms 3-Hydroxy-4-nitrobenzoicacid methyl ester;NSC 163972;
PSA 92.35000
LogP 1.61020

Synthetic route

: 67-56-1
methanol

: 619-14-7
3-hydroxy-4-nitro-benzoic acid

: 713-52-0
methyl 3-hydroxy-4-nitrobenzoate

Conditions

Conditions	Yield
With sulfuric acid at 65℃; for 17h;	100%
With thionyl chloride at 0℃; for 12h; Reflux; Inert atmosphere;	100%
With thionyl chloride at 0℃; for 17h; Reflux; Inert atmosphere;	100%

: 326799-92-2
methyl 4-nitro-3-(prop-2-en-1-yloxy)benzoate

: 713-52-0
methyl 3-hydroxy-4-nitrobenzoate

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In methanol at 20℃; for 6h;	95%

: 619-14-7
3-hydroxy-4-nitro-benzoic acid

: 18107-18-1
diazomethyl-trimethyl-silane

: 713-52-0
methyl 3-hydroxy-4-nitrobenzoate

Conditions

Conditions	Yield
In methanol; diethyl ether; toluene at 0℃; for 0.5h; Inert atmosphere;	90%

: 619-14-7
3-hydroxy-4-nitro-benzoic acid

: 713-52-0
methyl 3-hydroxy-4-nitrobenzoate

Conditions

Conditions	Yield
	85%
With hydrogenchloride; methanol In water Heating / reflux;
With sulfuric acid In methanol

: 619-14-7
3-hydroxy-4-nitro-benzoic acid

: 75-36-5
acetyl chloride

: 713-52-0
methyl 3-hydroxy-4-nitrobenzoate

Conditions

Conditions	Yield
In methanol

: 713-52-0
methyl 3-hydroxy-4-nitrobenzoate

: 63435-16-5
3-hydroxy-4-aminobenzoic acid methyl ester

Conditions

Conditions	Yield
With palladium on activated charcoal; hydrogen In methanol under 760.051 Torr; for 4h;	100%
With hydrogen; palladium on activated charcoal In ethanol for 6h;	98%
With hydrogenchloride; tin(ll) chloride
With palladium on carbon; hydrogen In ethanol
With hydrogenchloride; tin(ll) chloride

: 713-52-0
methyl 3-hydroxy-4-nitrobenzoate

: 100-39-0
benzyl bromide

: 209528-69-8
methyl 3-(benzyloxy)-4-nitrobenzoate

Conditions

Conditions	Yield
With potassium carbonate In acetone at 56℃; for 17h;	100%
With potassium carbonate In acetone at 56℃; for 17h; Inert atmosphere;	100%
With potassium carbonate In acetone Heating;	93%

: 137-43-9
Cyclopentyl bromide

: 713-52-0
methyl 3-hydroxy-4-nitrobenzoate

: methyl 3-cyclopentyloxy-4-nitrobenzoate

Conditions

Conditions	Yield
With sodium chloride; potassium carbonate In N,N-dimethyl-formamide	100%
With potassium carbonate In N,N-dimethyl-formamide at 65℃; for 4h;

: 629-27-6
1-Iodooctane

: 713-52-0
methyl 3-hydroxy-4-nitrobenzoate

: methyl 3-(octyloxy)-4-nitrobenzoate

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide	100%
With potassium carbonate In N,N-dimethyl-formamide at 50℃; Reflux; Inert atmosphere;	83.7%

: 713-52-0
methyl 3-hydroxy-4-nitrobenzoate

: 6482-24-2
2-Bromoethyl methyl ether

: 1176327-21-1
methyl 3-(2-methoxyethoxy)-4-nitrobenzoate

Conditions

Conditions	Yield
With potassium carbonate; potassium iodide In N,N-dimethyl-formamide at 20 - 70℃;	100%

: 713-52-0
methyl 3-hydroxy-4-nitrobenzoate

: 7051-34-5
cyclopropylcarbinyl bromide

: 1239278-72-8
methyl 3-(cyclopropylmethoxy)-4-nitrobenzoate

Conditions

Conditions	Yield
With potassium carbonate; potassium iodide In N,N-dimethyl-formamide at 50℃; Inert atmosphere;	100%
With potassium carbonate; potassium iodide In N,N-dimethyl-formamide at 50℃; for 6h; Inert atmosphere;	95%
With potassium carbonate In N,N-dimethyl-formamide at 50℃; Inert atmosphere;	81%
Stage #1: methyl 3-hydroxy-4-nitrobenzoate With sodium hydride In N,N-dimethyl-formamide at 0 - 20℃; for 0.5h; Stage #2: cyclopropylcarbinyl bromide In N,N-dimethyl-formamide at 20℃;	26.3%
With potassium carbonate; potassium iodide In N,N-dimethyl-formamide at 50℃; for 6h; Inert atmosphere;

: 713-52-0
methyl 3-hydroxy-4-nitrobenzoate

: 159783-41-2
methyl 3-isopropyloxy-4-nitrobenzoate

Conditions

Conditions	Yield
In tetrahydrofuran; toluene at 20℃; for 17h; Inert atmosphere;	100%

: 713-52-0
methyl 3-hydroxy-4-nitrobenzoate

: 96-32-2
bromoacetic acid methyl ester

: 138035-71-9
methyl 3-(2-methoxy-2-oxo-ethoxy)-4-nitrobenzoate

Conditions

Conditions	Yield
With potassium carbonate In acetone for 4h; Heating;	99%
With caesium carbonate In acetone for 48h; Heating / reflux;

: 713-52-0
methyl 3-hydroxy-4-nitrobenzoate

: 105-36-2
ethyl bromoacetate

: C12H13NO7

Conditions

Conditions	Yield
Stage #1: methyl 3-hydroxy-4-nitrobenzoate With potassium hydroxide In ethanol for 1h; Stage #2: ethyl bromoacetate In N,N-dimethyl-formamide for 24h; Further stages.;	99%

: [13C2,D6]dimethyl sulfate

: 713-52-0
methyl 3-hydroxy-4-nitrobenzoate

: 1130037-27-2
[methoxy-13C,D3]methyl 3-methoxy-4-nitrobenzoate

Conditions

Conditions	Yield
With potassium carbonate In acetone at 20℃; for 17h;	99%

: 57253-30-2
tiglyl bromide

: 713-52-0
methyl 3-hydroxy-4-nitrobenzoate

: (E)-methyl 3-((2-methylbut-2-en-1-yl)oxy)-4-nitrobenzoate

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 19h; Inert atmosphere;	99%

: 713-52-0
methyl 3-hydroxy-4-nitrobenzoate

: 6959-47-3
2-chloromethylpyridine hydrochloride

: methyl 4-nitro-3-(pyridin-2-ylmethoxy)benzoate

Conditions

Conditions	Yield
Stage #1: methyl 3-hydroxy-4-nitrobenzoate With potassium carbonate In N,N-dimethyl-formamide for 0.333333h; Stage #2: 2-chloromethylpyridine hydrochloride In N,N-dimethyl-formamide at 100℃; for 5h;	99%

: 713-52-0
methyl 3-hydroxy-4-nitrobenzoate

: 106-95-6
allyl bromide

: 326799-92-2
methyl 4-nitro-3-(prop-2-en-1-yloxy)benzoate

Conditions

Conditions	Yield
With potassium carbonate In acetone Heating / reflux;	98.8%
With potassium carbonate; potassium iodide In N,N-dimethyl-formamide	97%
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 6h;	92%

: 713-52-0
methyl 3-hydroxy-4-nitrobenzoate

: 78-84-2
isobutyraldehyde

: 6-carbomethoxy-2-isopropylbenzoxazole

Conditions

Conditions	Yield
With poly(ethylene glycol)-bound sulphonic acid In chloroform at 50 - 60℃;	98%
Stage #1: methyl 3-hydroxy-4-nitrobenzoate With chromium dichloride; manganese; chloro-trimethyl-silane In N,N-dimethyl-formamide at 20℃; for 0.25h; Stage #2: isobutyraldehyde In N,N-dimethyl-formamide at 20℃; for 18h; Further stages.;	57%

: 713-52-0
methyl 3-hydroxy-4-nitrobenzoate

: 18880-00-7
1-(bromomethyl)-4-(1,1-dimethylethyl)benzene

: methyl 3-((4-(tert-butyl)benzyl)oxy)-4-nitrobenzoate

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 50℃; Inert atmosphere;	98%

: 713-52-0
methyl 3-hydroxy-4-nitrobenzoate

: 67-63-0
isopropyl alcohol

: 159783-41-2
methyl 3-isopropyloxy-4-nitrobenzoate

Conditions

Conditions	Yield
Stage #1: methyl 3-hydroxy-4-nitrobenzoate; isopropyl alcohol With triphenylphosphine In tetrahydrofuran at 20℃; for 0.166667h; Mitsunobu Displacement; Stage #2: With di-isopropyl azodicarboxylate In tetrahydrofuran at 20℃; for 15h; Mitsunobu Displacement; Inert atmosphere;	97%
Stage #1: methyl 3-hydroxy-4-nitrobenzoate; isopropyl alcohol With triphenylphosphine In tetrahydrofuran at 20℃; for 0.166667h; Mitsunobu Displacement; Stage #2: With di-isopropyl azodicarboxylate In tetrahydrofuran at 20℃; for 15h; Mitsunobu Displacement;	93%
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 20℃; for 15h; Mitsunobu Displacement;	92%

: 713-52-0
methyl 3-hydroxy-4-nitrobenzoate

: 939-26-4
2-bromomethylnaphthyl bromide

: 1006030-78-9
methyl 3-((2-naphthylmethyl)oxy)-4-nitrobenzoate

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 50℃;	97%
With potassium carbonate In N,N-dimethyl-formamide at 50℃; for 12h; Inert atmosphere;
With potassium carbonate In N,N-dimethyl-formamide at 50℃; for 12h; Inert atmosphere;

: 713-52-0
methyl 3-hydroxy-4-nitrobenzoate

: 3814-34-4
2-ethyl-1-bromobutane

: 1318208-80-8
C14H19NO5

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 70℃;	97%

: 713-52-0
methyl 3-hydroxy-4-nitrobenzoate

: 106-96-7
propargyl bromide

: methyl 4-nitro-3-(prop-2-ynyloxy)benzoate

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 50℃; Inert atmosphere;	97%
With potassium carbonate In N,N-dimethyl-formamide at 50℃; for 16h;
With potassium carbonate In toluene; acetonitrile at 70℃; Inert atmosphere;

: 713-52-0
methyl 3-hydroxy-4-nitrobenzoate

: 5188-07-8
sodium thiomethoxide

: 159782-91-9
methyl 3-hydroxy-4-(methylthio)benzoate

Conditions

Conditions	Yield
With potassium iodide In N,N-dimethyl-formamide at 0 - 20℃;	97%

: 5271-38-5
2-methylmercapto-ethanol

: 713-52-0
methyl 3-hydroxy-4-nitrobenzoate

: C11H13NO5S

Conditions

Conditions	Yield
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran at 0 - 30℃; for 16h;	97%

: 713-52-0
methyl 3-hydroxy-4-nitrobenzoate

: 3647-69-6
4-(2-chloroethyl)morpholine hydrochride

: methyl 3-(2-morpholinoethoxy)-4-nitrobenzoate

Conditions

Conditions	Yield
With sodium carbonate In N,N-dimethyl-formamide at 80℃;	96.6%

: 112-29-8
1-bromo dodecane

: 713-52-0
methyl 3-hydroxy-4-nitrobenzoate

: 630765-11-6
methyl 3-decyloxy-4-nitrobenzoate

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 24h;	96%

: 713-52-0
methyl 3-hydroxy-4-nitrobenzoate

: 75-26-3
isopropyl bromide

: 159783-41-2
methyl 3-isopropyloxy-4-nitrobenzoate

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 70℃;	96%
With potassium carbonate In N,N-dimethyl-formamide at 70℃; for 6h; Inert atmosphere;	95%
With potassium carbonate In N,N-dimethyl-formamide Heating;	71%

: 96-17-3, 57456-98-1
2-Methylbutyraldehyde

: 713-52-0
methyl 3-hydroxy-4-nitrobenzoate

: methyl 2-(butan-2-yl)-1,3-benzoxazole-6-carboxylate

Conditions

Conditions	Yield
With poly(ethylene glycol)-bound sulphonic acid In chloroform at 50 - 60℃;	95%
Stage #1: methyl 3-hydroxy-4-nitrobenzoate With chromium dichloride; manganese; chloro-trimethyl-silane In N,N-dimethyl-formamide at 20℃; for 0.25h; Stage #2: 2-Methylbutyraldehyde In N,N-dimethyl-formamide at 20℃; for 18h; Further stages.;	62%

: 51503-08-3
(4-(tert-butoxy)phenyl)methanol

: 713-52-0
methyl 3-hydroxy-4-nitrobenzoate

: methyl 3-((4-(tert-butoxy)benzyl)oxy)-4-nitrobenzoate

Conditions

Conditions	Yield
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 0 - 20℃; Mitsunobu Displacement; Inert atmosphere;	95%

: 713-52-0
methyl 3-hydroxy-4-nitrobenzoate

: 2032-35-1
Bromoacetaldehyde diethyl acetal

: methyl 3-(2,2-diethoxyethoxy)-4-nitrobenzoate

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 120℃; for 14h;	94.2%

Methyl 3-hydroxy-4-nitrobenzoate Specification

This chemical is called Benzoic acid, 3-hydroxy-4-nitro-, methyl ester, and its systematic name is Methyl 3-hydroxy-4-nitrobenzoate. With the molecular formula of C₈H₇NO₅, its molecular weight is 197.14. The CAS registry number of this chemical is 713-52-0. Additionally, its product categories are Blocks; Carboxes; NitroCompounds; Aromatic Esters.

Other characteristics of the Benzoic acid, 3-hydroxy-4-nitro-, methyl ester can be summarised as followings: (1)ACD/LogP: 1.99; (2)# of Rule of 5 Violations: 0; (3)#H bond acceptors: 6; (4)#H bond donors: 1; (5)#Freely Rotating Bonds: 4; (6)Polar Surface Area: 81.35 Å²; (7)Index of Refraction: 1.59; (8)Molar Refractivity: 46.45 cm³; (9)Molar Volume: 137.5 cm³; (10)Polarizability: 18.41×10^-24cm³; (11)Surface Tension: 59.7 dyne/cm; (12)Density: 1.432 g/cm³; (13)Flash Point: 163.3 °C; (14)Enthalpy of Vaporization: 61.39 kJ/mol; (15)Boiling Point: 346.4 °C at 760 mmHg; (16)Vapour Pressure: 2.88E-05 mmHg at 25°C.

Production method of this chemical: The Benzoic acid, 3-hydroxy-4-nitro-, methyl ester could be obtained by the reactants of methanol and 3-hydroxy-4-nitro-benzoic acid. This reaction needs the reagent of conc. H₂SO₄. The yield is 70 %. The other condition is heating.

Uses of this chemical: The Benzoic acid, 3-hydroxy-4-nitro-, methyl ester could react with 1,2-dibromo-ethane, and obtain the 3-(2-bromo-ethoxy)-4-nitro-benzoic acid methyl ester. This reaction needs the reagent of K₂CO₃, and the solvent of dimethylformamide. The yield is 56 %. In addition, this reaction should be taken for 2 hours at the temperature of 100 °C.

When you are using this chemical, please be cautious about it as the following: This chemical is irritating to eyes, respiratory system and skin. You should wear suitable protective clothing if you use it. In case of contacting 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=[N+]([O-])c1ccc(cc1O)C(=O)OC
2.InChI: InChI=1/C8H7NO5/c1-14-8(11)5-2-3-6(9(12)13)7(10)4-5/h2-4,10H,1H3
3.InChIKey: UEGCRFNWTGYVKX-UHFFFAOYAP

Product Name

Methyl 3-hydroxy-4-nitrobenzoate

Synthetic route

Methyl 3-hydroxy-4-nitrobenzoate Specification

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