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2,4-Dinitrobenzoic acid is an organic compound characterized by the presence of two nitro groups (-NO2) at the 2nd and 4th positions on a benzene ring, with a carboxyl group (-COOH) attached to the 1st position. It is a yellow crystalline solid and is soluble in organic solvents such as ethanol and acetone.

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  • 610-30-0 Structure
  • Basic information

    1. Product Name: 2,4-DINITROBENZOIC ACID
    2. Synonyms: 2,4-DINITROBENZOIC ACID;LABOTEST-BB LT00455741;RARECHEM AL BO 1413;2,4-DINITROBENZOIC ACID OEKANAL, 250 MG;3,4-Dinitrobenzonitride;2,4-Dinitrobenzoic;2,4-Dinitrobenzoic acid ,99%;2,4-DINITROBENZOIC A
    3. CAS NO:610-30-0
    4. Molecular Formula: C7H4N2O6
    5. Molecular Weight: 212.12
    6. EINECS: 210-219-5
    7. Product Categories: Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts;C7;Carbonyl Compounds;Carboxylic Acids
    8. Mol File: 610-30-0.mol
  • Chemical Properties

    1. Melting Point: 176-180 °C(lit.)
    2. Boiling Point: 351.93°C (rough estimate)
    3. Flash Point: 187.3 °C
    4. Appearance: /
    5. Density: 1.688
    6. Vapor Pressure: 1.48E-07mmHg at 25°C
    7. Refractive Index: 1.5300 (estimate)
    8. Storage Temp.: Store below +30°C.
    9. Solubility: dioxane: 50 mg/mL, clear
    10. PKA: 1.43(at 25℃)
    11. Water Solubility: 18.2g/L(25 oC)
    12. BRN: 658650
    13. CAS DataBase Reference: 2,4-DINITROBENZOIC ACID(CAS DataBase Reference)
    14. NIST Chemistry Reference: 2,4-DINITROBENZOIC ACID(610-30-0)
    15. EPA Substance Registry System: 2,4-DINITROBENZOIC ACID(610-30-0)
  • Safety Data

    1. Hazard Codes: Xi
    2. Statements: 36/37/38
    3. Safety Statements: 26-36
    4. WGK Germany: 3
    5. RTECS: DG9140500
    6. TSCA: Yes
    7. HazardClass: N/A
    8. PackingGroup: N/A
    9. Hazardous Substances Data: 610-30-0(Hazardous Substances Data)

610-30-0 Usage

Uses

Used in Pharmaceutical Analysis:
2,4-Dinitrobenzoic acid is used as a reactant in the spectrophotometric determination of diazepam in pure samples and in its pharmaceutical preparations. This method allows for the accurate quantification of diazepam, a commonly prescribed benzodiazepine medication.
Used in Environmental Analysis:
In capillary zone electrophoresis, 2,4-dinitrobenzoic acid serves as a chromophore probe for the analysis of perfluorinated carboxylic acids in water. This application aids in the detection and quantification of these environmentally persistent pollutants.
Used in Organic Synthesis:
2,4-Dinitrobenzoic acid can be used as a reactant in various organic synthesis processes. It is employed in decarboxylative C-N cross-coupling reactions, which are important for the formation of new carbon-nitrogen bonds in organic molecules. Additionally, it is used to synthesize zwitterionic azaspirocyclic hydantoins by reacting with various carbodiimides via in situ intramolecular dearomatization reactions. Furthermore, it can be used to prepare 1-(2,4-dinitrophenyl)ethanone by condensation with dimethyl malonate and subsequent decarboxylation reaction.
Used in Chemical Production:
2,4-Dinitrobenzoic acid can be used to produce 2,4-dinitro-benzoyl chloride, which is an important intermediate in the synthesis of various chemical compounds and pharmaceuticals.

Check Digit Verification of cas no

The CAS Registry Mumber 610-30-0 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 6,1 and 0 respectively; the second part has 2 digits, 3 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 610-30:
(5*6)+(4*1)+(3*0)+(2*3)+(1*0)=40
40 % 10 = 0
So 610-30-0 is a valid CAS Registry Number.
InChI:InChI=1/C7H4N2O6/c10-7(11)5-2-1-4(8(12)13)3-6(5)9(14)15/h1-3H,(H,10,11)/p-1

610-30-0 Well-known Company Product Price

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  • Alfa Aesar

  • (A14536)  2,4-Dinitrobenzoic acid, 98%   

  • 610-30-0

  • 5g

  • 213.0CNY

  • Detail
  • Alfa Aesar

  • (A14536)  2,4-Dinitrobenzoic acid, 98%   

  • 610-30-0

  • 25g

  • 868.0CNY

  • Detail

610-30-0SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name 2,4-DINITROBENZOIC ACID

1.2 Other means of identification

Product number -
Other names Benzoic acid,2,4-dinitro

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:610-30-0 SDS

610-30-0Synthetic route

2-amino-4-nitro-6-hydroxy(isopropylbenzene)

2-amino-4-nitro-6-hydroxy(isopropylbenzene)

2,4-dinitrobenzoic acid
610-30-0

2,4-dinitrobenzoic acid

Conditions
ConditionsYield
With 2-(methoxymethoxy)ethanol; trimethylantimony at 50℃; for 4.33333h; Temperature;97%
2,4-dinitrotoluene
121-14-2

2,4-dinitrotoluene

2,4-dinitrobenzoic acid
610-30-0

2,4-dinitrobenzoic acid

Conditions
ConditionsYield
With dihydrogen peroxide In water at 60℃; for 0.5h; Temperature; Sonication;96.3%
With potassium permanganate; water; magnesium sulfate at 75℃; for 3h; pH=7;90.7%
With cobalt(II) acetate; ozone; acetic acid at 30℃; Product distribution; Equilibrium constant; Further Variations:; Temperatures; Reagents;73.8%
2,4-dinitrotoluene
121-14-2

2,4-dinitrotoluene

acetic acid
64-19-7

acetic acid

A

Acetic acid (2E,4E)-1-hydroperoxy-5-methyl-2,4-dinitro-6-oxo-hexa-2,4-dienyl ester

Acetic acid (2E,4E)-1-hydroperoxy-5-methyl-2,4-dinitro-6-oxo-hexa-2,4-dienyl ester

B

2,4-dinitrobenzaldehyde
528-75-6

2,4-dinitrobenzaldehyde

C

2,4-dinitrobenzoic acid
610-30-0

2,4-dinitrobenzoic acid

Conditions
ConditionsYield
With oxygen; ozone at 29.85℃; for 2.5h; Kinetics; Further Variations:; Temperatures;A 61%
B 6%
C 28%
N-((5R)-2c-hydroxy-3,3-dimethyl-4t,7-dioxo-(5rH)-4λ4-thia-1-aza-bicyclo[3.2.0]hept-6t-yl)-2-phenyl-acetamide
34103-64-5, 36243-70-6, 41536-84-9, 78779-97-2

N-((5R)-2c-hydroxy-3,3-dimethyl-4t,7-dioxo-(5rH)-4λ4-thia-1-aza-bicyclo[3.2.0]hept-6t-yl)-2-phenyl-acetamide

2,4-dinitrobenzoyl chloride
20195-22-6

2,4-dinitrobenzoyl chloride

A

N-[(5R)-2ξ-(2,4-dinitro-benzoyloxy)-3,3-dimethyl-4t,7-dioxo-(5rH)-4λ4-thia-1-aza-bicyclo[3.2.0]hept-6t-yl]-2-phenyl-acetamide
41536-89-4

N-[(5R)-2ξ-(2,4-dinitro-benzoyloxy)-3,3-dimethyl-4t,7-dioxo-(5rH)-4λ4-thia-1-aza-bicyclo[3.2.0]hept-6t-yl]-2-phenyl-acetamide

B

2,4-dinitrobenzoic acid
610-30-0

2,4-dinitrobenzoic acid

Conditions
ConditionsYield
With pyridine In tetrahydrofuran; benzeneA n/a
B 60%
2,6,8,12-tetraacetyl-10-(2,4-dinitrobenzyl)-4-nitro-2,4,6,8,10,12-hexaazatetracyclo[5.5.0.03,11.05,9]dodecane

2,6,8,12-tetraacetyl-10-(2,4-dinitrobenzyl)-4-nitro-2,4,6,8,10,12-hexaazatetracyclo[5.5.0.03,11.05,9]dodecane

A

2,4-dinitrobenzoic acid
610-30-0

2,4-dinitrobenzoic acid

B

2,4,6,8,10,12-hexanitro-2,4,6,8,10,12-hexaazatetracyclo[5.5.0.03,11.05,9]dodecane

2,4,6,8,10,12-hexanitro-2,4,6,8,10,12-hexaazatetracyclo[5.5.0.03,11.05,9]dodecane

Conditions
ConditionsYield
With ammonium nitrate; nitric acid Reflux;A 31%
B 57.2%
1,2-Bis(2,4-dinitrophenyl)ethane
2220-30-6

1,2-Bis(2,4-dinitrophenyl)ethane

2,4-dinitrobenzoic acid
610-30-0

2,4-dinitrobenzoic acid

Conditions
ConditionsYield
With perhydrodibenzo-18-crown-6; potassium permanganate In benzene at 20℃; for 5h; Reagent/catalyst; Solvent;53.86%
2,4-dinitrobenzaldehyde
528-75-6

2,4-dinitrobenzaldehyde

2,4-dinitrobenzoic acid
610-30-0

2,4-dinitrobenzoic acid

Conditions
ConditionsYield
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; laccase from Trametes versicolor; oxygen In water at 20℃; for 144h; Enzymatic reaction;30%
With silver(I) acetate; acetic acid
With silver nitrate; acetic acid
1-ethyl-2,4-dinitrobenzene
1204-29-1

1-ethyl-2,4-dinitrobenzene

2,4-dinitrobenzoic acid
610-30-0

2,4-dinitrobenzoic acid

Conditions
ConditionsYield
With nitric acid
2,4-dinitrobenzonitrile
4110-33-2

2,4-dinitrobenzonitrile

2,4-dinitrobenzoic acid
610-30-0

2,4-dinitrobenzoic acid

Conditions
ConditionsYield
With sulfuric acid
2-nitro-4-nitroso-benzoic acid
861782-20-9

2-nitro-4-nitroso-benzoic acid

2,4-dinitrobenzoic acid
610-30-0

2,4-dinitrobenzoic acid

Conditions
ConditionsYield
With nitric acid
2,4-dinitro-benzil-α'-oxime

2,4-dinitro-benzil-α'-oxime

furan-2,3,5(4H)-trione pyridine (1:1)

furan-2,3,5(4H)-trione pyridine (1:1)

A

benzaldehyde
100-52-7

benzaldehyde

B

2,4-dinitrobenzoic acid
610-30-0

2,4-dinitrobenzoic acid

1-picryl-pyridinium; nitrate

1-picryl-pyridinium; nitrate

toluene
108-88-3

toluene

A

pyridinium picrate
1152-90-5

pyridinium picrate

B

2,4-dinitrobenzoic acid
610-30-0

2,4-dinitrobenzoic acid

4-nitro-benzoic acid
62-23-7

4-nitro-benzoic acid

2,4-dinitrobenzoic acid
610-30-0

2,4-dinitrobenzoic acid

Conditions
ConditionsYield
With sulfuric acid; nitric acid
4-nitro-benzoic acid
62-23-7

4-nitro-benzoic acid

A

3,4-dinitrobenzoic acid
528-45-0

3,4-dinitrobenzoic acid

B

2,4-dinitrobenzoic acid
610-30-0

2,4-dinitrobenzoic acid

Conditions
ConditionsYield
With sulfuric acid; nitric acid
With sulfuric acid; nitric acid im Druckrohr;
2,4-dinitrobromobenzene
584-48-5

2,4-dinitrobromobenzene

carbon dioxide
124-38-9

carbon dioxide

2,4-dinitrobenzoic acid
610-30-0

2,4-dinitrobenzoic acid

Conditions
ConditionsYield
(i) PhLi, (ii) /BRN= 1900390/; Multistep reaction;
ortho-nitrobenzoic acid
552-16-9

ortho-nitrobenzoic acid

A

2,5-dinitrobenzoic acid
610-28-6

2,5-dinitrobenzoic acid

B

2,3-di-nitrobenzoic acid
15147-64-5

2,3-di-nitrobenzoic acid

C

2,6-dinitrobenzoic acid
603-12-3

2,6-dinitrobenzoic acid

D

1,2-Dinitrobenzene
528-29-0

1,2-Dinitrobenzene

E

2,4-dinitrobenzoic acid
610-30-0

2,4-dinitrobenzoic acid

Conditions
ConditionsYield
With nitric acid; dinitrogen pentoxide at 25℃; Product distribution; addition of nitronium trifluoromethanesulphonate;
2,4-dinitrotoluene
121-14-2

2,4-dinitrotoluene

A

2,4-dinitrobenzaldehyde
528-75-6

2,4-dinitrobenzaldehyde

B

2,4-dinitrobenzyl alcohol
4836-66-2

2,4-dinitrobenzyl alcohol

C

2,4-dinitrobenzoic acid
610-30-0

2,4-dinitrobenzoic acid

Conditions
ConditionsYield
With 1,4-dihydronicotinamide adenine dinucleotide; rat liver microsomal and cytosol proteins; NAD In water; acetone at 37℃; Product distribution; phosphate buffer, pH = 7.4; besides of NAD, NADH add of NADP, NADH; add of inhibitor: hydralazine;
ethyl 2,4-dinitro benzoate
33672-95-6

ethyl 2,4-dinitro benzoate

A

ethanol
64-17-5

ethanol

B

2,4-dinitrobenzoic acid
610-30-0

2,4-dinitrobenzoic acid

Conditions
ConditionsYield
With potassium hydroxide In water; dimethyl sulfoxide at 25℃; Mechanism; Rate constant; Equilibrium constant;
2,4-dinitro-benzoic acid phenyl ester
19081-19-7

2,4-dinitro-benzoic acid phenyl ester

A

2,4-dinitrobenzoic acid
610-30-0

2,4-dinitrobenzoic acid

B

phenol
108-95-2

phenol

Conditions
ConditionsYield
With water; 1H-imidazole In acetonitrile at 40℃; Rate constant;
With o-iodosobenzoic acid; water In acetonitrile at 18 - 45℃; Kinetics; Mechanism; Thermodynamic data; ΔH(excit.), ΔS(excit.), ΔG(excit.); determination of catalytic effect of iodosobenzoic acid;
4-nitrophenyl 2,4-dinitrobenzoate
18959-19-8

4-nitrophenyl 2,4-dinitrobenzoate

A

4-nitro-phenol
100-02-7

4-nitro-phenol

B

2,4-dinitrobenzoic acid
610-30-0

2,4-dinitrobenzoic acid

Conditions
ConditionsYield
With water; 1H-imidazole In acetonitrile at 40℃; Rate constant;
With o-iodosobenzoic acid; water In acetonitrile at 18 - 45℃; Kinetics; Mechanism; Thermodynamic data; ΔH(excit.), ΔS(excit.), ΔG(excit.); determination of catalytic effect of iodosobenzoic acid;
C9H16N2*C9H8N3O6(1-)*H(1+)

C9H16N2*C9H8N3O6(1-)*H(1+)

A

2,4-Dinitrophenol
51-28-5

2,4-Dinitrophenol

B

2,4-Dinitropropiophenon
61712-88-7

2,4-Dinitropropiophenon

C

10a-Chloro-1-(2,4-dinitro-phenyl)-decahydro-pyrimido[1,2-a]azepine

10a-Chloro-1-(2,4-dinitro-phenyl)-decahydro-pyrimido[1,2-a]azepine

D

2,4-dinitrobenzoic acid
610-30-0

2,4-dinitrobenzoic acid

Conditions
ConditionsYield
With dihydrogen peroxide; potassium carbonate In water; toluene Yield given;
4-nitrobenzaldehdye
555-16-8

4-nitrobenzaldehdye

A

2,4-dinitrobenzaldehyde
528-75-6

2,4-dinitrobenzaldehyde

B

2,4-dinitrobenzoic acid
610-30-0

2,4-dinitrobenzoic acid

C

4-nitro-benzoic acid
62-23-7

4-nitro-benzoic acid

Conditions
ConditionsYield
With nitric acid; dinitrogen pentoxide at 35℃; Product distribution; Kinetics; Mechanism; other temperature, also with nitronium trifluoromethanesulfonate in nitric acid, relative reactivities of the investigated aldehydes;
2,4-Dinitro-benzoic acid p-tolyl ester
139361-27-6

2,4-Dinitro-benzoic acid p-tolyl ester

A

p-cresol
106-44-5

p-cresol

B

2,4-dinitrobenzoic acid
610-30-0

2,4-dinitrobenzoic acid

Conditions
ConditionsYield
With water; 1H-imidazole In acetonitrile at 40℃; Rate constant;
With o-iodosobenzoic acid; water In acetonitrile at 18 - 45℃; Kinetics; Mechanism; Thermodynamic data; ΔH(excit.), ΔS(excit.), ΔG(excit.); determination of catalytic effect of iodosobenzoic acid;
2,4-Dinitro-benzoic acid 4-chloro-phenyl ester
139361-28-7

2,4-Dinitro-benzoic acid 4-chloro-phenyl ester

A

4-chloro-phenol
106-48-9

4-chloro-phenol

B

2,4-dinitrobenzoic acid
610-30-0

2,4-dinitrobenzoic acid

Conditions
ConditionsYield
With water; 1H-imidazole In acetonitrile at 40℃; Rate constant;
With o-iodosobenzoic acid; water In acetonitrile at 18 - 45℃; Kinetics; Mechanism; Thermodynamic data; ΔH(excit.), ΔS(excit.), ΔG(excit.); determination of catalytic effect of iodosobenzoic acid;
2,4-Dinitro-benzoic acid 4-cyano-phenyl ester
139361-29-8

2,4-Dinitro-benzoic acid 4-cyano-phenyl ester

A

4-cyanophenol
767-00-0

4-cyanophenol

B

2,4-dinitrobenzoic acid
610-30-0

2,4-dinitrobenzoic acid

Conditions
ConditionsYield
With water; 1H-imidazole In acetonitrile at 40℃; Rate constant;
With o-iodosobenzoic acid; water In acetonitrile at 18 - 45℃; Kinetics; Mechanism; Thermodynamic data; ΔH(excit.), ΔS(excit.), ΔG(excit.); determination of catalytic effect of iodosobenzoic acid;
2,4-dinitrobenzoyl chloride
20195-22-6

2,4-dinitrobenzoyl chloride

2,4-dinitrobenzoic acid
610-30-0

2,4-dinitrobenzoic acid

Conditions
ConditionsYield
With 2,3,5-trimethyl-pyridine In water; acetonitrile at 16 - 35℃; Kinetics;
N-(2,4-dinitrobenzoyl)imidazole
80601-68-9

N-(2,4-dinitrobenzoyl)imidazole

2,4-dinitrobenzoic acid
610-30-0

2,4-dinitrobenzoic acid

Conditions
ConditionsYield
With 1H-imidazole; potassium chloride In water; acetonitrile at 25 - 50℃; Kinetics; Thermodynamic data; ΔH(excit.), ΔS(excit.), ΔG(excit.);
3-(2,4-Dinitro-benzoyl)-1-methyl-3H-imidazol-1-ium; chloride

3-(2,4-Dinitro-benzoyl)-1-methyl-3H-imidazol-1-ium; chloride

2,4-dinitrobenzoic acid
610-30-0

2,4-dinitrobenzoic acid

Conditions
ConditionsYield
With hydrogenchloride; sodium chloride In water; acetonitrile at 15 - 35℃; Kinetics; Thermodynamic data; ΔH(excit.), ΔS(excit.), ΔG(excit.);
2-Chlor-5,7-dinitro-tropon
20035-23-8

2-Chlor-5,7-dinitro-tropon

2,4-dinitrobenzoic acid
610-30-0

2,4-dinitrobenzoic acid

Conditions
ConditionsYield
With sodium hydroxide
2-(2,4-dinitro-styryl)-3-methyl-quinoxaline

2-(2,4-dinitro-styryl)-3-methyl-quinoxaline

acetone
67-64-1

acetone

permanganate

permanganate

2,4-dinitrobenzoic acid
610-30-0

2,4-dinitrobenzoic acid

(1S)-1-[(2R)-oxiran-2-yl]hexan-1-ol
89408-81-1

(1S)-1-[(2R)-oxiran-2-yl]hexan-1-ol

2,4-dinitrobenzoic acid
610-30-0

2,4-dinitrobenzoic acid

(2R,3R)-(-)-1,2-epoxy-3-octanol 3,5-dinitrobenzoate

(2R,3R)-(-)-1,2-epoxy-3-octanol 3,5-dinitrobenzoate

Conditions
ConditionsYield
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran Ambient temperature; several hours;99.3%
2,4-dinitrobenzoic acid
610-30-0

2,4-dinitrobenzoic acid

4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane
25015-63-8

4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane

2-((2,4-dinitrobenzyl)oxy)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

2-((2,4-dinitrobenzyl)oxy)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Conditions
ConditionsYield
In neat (no solvent) at 30℃; Inert atmosphere; Schlenk technique; Glovebox; chemoselective reaction;99%
2,4-dinitrobenzoic acid
610-30-0

2,4-dinitrobenzoic acid

2,4-dinitrobenzoyl chloride
20195-22-6

2,4-dinitrobenzoyl chloride

Conditions
ConditionsYield
With thionyl chloride In 1,2-dichloro-ethane for 2h; Heating;98.8%
With thionyl chloride
With thionyl chloride; chloroform
3-O-methyl-17β-oestradiol
1035-77-4

3-O-methyl-17β-oestradiol

2,4-dinitrobenzoic acid
610-30-0

2,4-dinitrobenzoic acid

2,4-Dinitro-benzoic acid (8R,9S,13S,14S,17R)-3-methoxy-13-methyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-17-yl ester

2,4-Dinitro-benzoic acid (8R,9S,13S,14S,17R)-3-methoxy-13-methyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-17-yl ester

Conditions
ConditionsYield
With triphenylphosphine; diethylazodicarboxylate In chlorobenzene at 80℃; for 1.5h; Mitsunobu esterification;98%
cis-bicyclo[3.3.0]octan-endo-2-o1
24454-38-4

cis-bicyclo[3.3.0]octan-endo-2-o1

2,4-dinitrobenzoic acid
610-30-0

2,4-dinitrobenzoic acid

2,4-dinitro-benzoic acid octahydro-pentalen-1-yl ester

2,4-dinitro-benzoic acid octahydro-pentalen-1-yl ester

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 0 - 20℃; Inert atmosphere;97%
2,4-dinitrobenzoic acid
610-30-0

2,4-dinitrobenzoic acid

diisopropyl-carbodiimide
693-13-0

diisopropyl-carbodiimide

(1,3-diisopropyl-6-nitro-2,4-dioxo-1,3-diazaspiro-[4.5]deca-6,9-dien-1-ium-8-ylidene)azinate

(1,3-diisopropyl-6-nitro-2,4-dioxo-1,3-diazaspiro-[4.5]deca-6,9-dien-1-ium-8-ylidene)azinate

Conditions
ConditionsYield
Stage #1: 2,4-dinitrobenzoic acid; diisopropyl-carbodiimide In dichloromethane at 20℃; for 0.5h;
Stage #2: With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 16h;
97%
With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃;
1,3-di-tert-butylcarbodiimide
691-24-7

1,3-di-tert-butylcarbodiimide

2,4-dinitrobenzoic acid
610-30-0

2,4-dinitrobenzoic acid

(1,3-di-tert-butyl-6-nitro-2,4-dioxo-1,3-diazaspiro-[4.5]deca-6,9-dien-1-ium-8-ylidene)azinate

(1,3-di-tert-butyl-6-nitro-2,4-dioxo-1,3-diazaspiro-[4.5]deca-6,9-dien-1-ium-8-ylidene)azinate

Conditions
ConditionsYield
Stage #1: 1,3-di-tert-butylcarbodiimide; 2,4-dinitrobenzoic acid In dichloromethane at 20℃; for 0.5h;
Stage #2: With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 16h;
95%
2,4-dinitrobenzoic acid
610-30-0

2,4-dinitrobenzoic acid

meta-dinitrobenzene
99-65-0

meta-dinitrobenzene

Conditions
ConditionsYield
With silver carbonate In dimethyl sulfoxide at 120℃; for 16h;94%
With copper(l) iodide; triethylamine In dimethyl sulfoxide at 120℃; under 760.051 Torr; for 20h; Inert atmosphere; Schlenk technique;67%
In water at 172.5℃; Rate constant; Mechanism; Thermodynamic data; kinetics; ΔH(excit.), ΔS(excit.); other substituted dinitrobenzoic acids; other temp.;
(S)-1-phenylbutan-1-ol
22135-49-5

(S)-1-phenylbutan-1-ol

2,4-dinitrobenzoic acid
610-30-0

2,4-dinitrobenzoic acid

C17H16N2O6
1073536-00-1

C17H16N2O6

Conditions
ConditionsYield
With Vilsmeier reagent; triethylamine In tetrahydrofuran at 20℃; for 16h;94%
p-chlorophenoxymethyl chloride
21151-56-4

p-chlorophenoxymethyl chloride

2,4-dinitrobenzoic acid
610-30-0

2,4-dinitrobenzoic acid

2,4-Dinitro-benzoic acid 4-chloro-phenoxymethyl ester
83143-90-2

2,4-Dinitro-benzoic acid 4-chloro-phenoxymethyl ester

Conditions
ConditionsYield
With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate In dichloromethane for 0.25h; Heating;93%
dicyclohexyl-carbodiimide
538-75-0

dicyclohexyl-carbodiimide

2,4-dinitrobenzoic acid
610-30-0

2,4-dinitrobenzoic acid

(1,3-dicyclohexyl-6-nitro-2,4-dioxo-1,3-diazaspiro-[4.5]deca-6,9-dien-1-ium-8-ylidene)azinate

(1,3-dicyclohexyl-6-nitro-2,4-dioxo-1,3-diazaspiro-[4.5]deca-6,9-dien-1-ium-8-ylidene)azinate

Conditions
ConditionsYield
Stage #1: dicyclohexyl-carbodiimide; 2,4-dinitrobenzoic acid In dichloromethane at 20℃; for 0.5h;
Stage #2: With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 16h;
93%
(5,5-difluoro-1,3,7,9-tetramethyl-5H-4λ4,5λ4-dipyrrolo[1,2-c:2′,1′-f ][1,3,2]diazaborinin-10-yl)methanol
1256494-55-9

(5,5-difluoro-1,3,7,9-tetramethyl-5H-4λ4,5λ4-dipyrrolo[1,2-c:2′,1′-f ][1,3,2]diazaborinin-10-yl)methanol

2,4-dinitrobenzoic acid
610-30-0

2,4-dinitrobenzoic acid

C21H19BF2N4O6

C21H19BF2N4O6

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 16h; Inert atmosphere;91%
N-(3-dimethylaminopropyl)-N-ethylcarbodiimide
1892-57-5

N-(3-dimethylaminopropyl)-N-ethylcarbodiimide

2,4-dinitrobenzoic acid
610-30-0

2,4-dinitrobenzoic acid

(3-(3-(dimethylamino)propyl)-1-ethyl-6-nitro-2,4-dioxo-1,3-diazaspiro[4.5]deca-6,9-dien-1-ium-8-ylidene)azinate

(3-(3-(dimethylamino)propyl)-1-ethyl-6-nitro-2,4-dioxo-1,3-diazaspiro[4.5]deca-6,9-dien-1-ium-8-ylidene)azinate

Conditions
ConditionsYield
Stage #1: N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; 2,4-dinitrobenzoic acid In dichloromethane at 20℃; for 0.5h;
Stage #2: With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 16h;
91%
2,4-dinitrobenzoic acid
610-30-0

2,4-dinitrobenzoic acid

2,4-dinitrobromobenzene
584-48-5

2,4-dinitrobromobenzene

Conditions
ConditionsYield
With Bromotrichloromethane; trichloroisocyanuric acid; bromine at 10 - 120℃; for 18h; Photolysis;91%
2-phenylethynylphenol
92151-73-0

2-phenylethynylphenol

2,4-dinitrobenzoic acid
610-30-0

2,4-dinitrobenzoic acid

(E)-1-(2-hydroxyphenyl)-2-phenylvinyl 2,4-dinitrobenzoate

(E)-1-(2-hydroxyphenyl)-2-phenylvinyl 2,4-dinitrobenzoate

Conditions
ConditionsYield
With bis(1,5-cyclooctadiene)diiridium(I) dichloride In dichloromethane at 20℃; for 12h; regioselective reaction;91%
tetrakis(acetato)dimolybdenum(II)
14221-06-8, 744215-74-5

tetrakis(acetato)dimolybdenum(II)

2,4-dinitrobenzoic acid
610-30-0

2,4-dinitrobenzoic acid

Mo2(O2CC6H3-2,4-(NO2)2)4
178383-71-6

Mo2(O2CC6H3-2,4-(NO2)2)4

Conditions
ConditionsYield
In toluene byproducts: AcOH; N2-atmosphere; slight excess of substituted benzoic acid, stirring overnight; solvent removal (vac., gentle warming), repeated addn. of PhMe and evapn., dissoln. in THF, filtration, concn., cooling to -20°C overnight (pptn.);90%
ammonium hydroxide
1336-21-6

ammonium hydroxide

oxalyl dichloride
79-37-8

oxalyl dichloride

2,4-dinitrobenzoic acid
610-30-0

2,4-dinitrobenzoic acid

2,4-dinitrobenzamide
13296-87-2

2,4-dinitrobenzamide

Conditions
ConditionsYield
89%
2,2,2-Trinitroethyl hydrogen sulfate
66881-27-4

2,2,2-Trinitroethyl hydrogen sulfate

2,4-dinitrobenzoic acid
610-30-0

2,4-dinitrobenzoic acid

2,4-Dinitro-benzoic acid 2,2,2-trinitro-ethyl ester

2,4-Dinitro-benzoic acid 2,2,2-trinitro-ethyl ester

Conditions
ConditionsYield
at 50 - 55℃; for 1h;88%
1,3-di-tert-butylcarbodiimide
691-24-7

1,3-di-tert-butylcarbodiimide

2,4-dinitrobenzoic acid
610-30-0

2,4-dinitrobenzoic acid

N-(tert-butyl)-N-(tert-butylcarbamoyl)-2,4-dinitrobenzamide

N-(tert-butyl)-N-(tert-butylcarbamoyl)-2,4-dinitrobenzamide

Conditions
ConditionsYield
In dichloromethane at 20℃;88%
Cyclopentanol
96-41-3

Cyclopentanol

2,4-dinitrobenzoic acid
610-30-0

2,4-dinitrobenzoic acid

C12H12N2O6
1073535-97-3

C12H12N2O6

Conditions
ConditionsYield
With Vilsmeier reagent; triethylamine In tetrahydrofuran at 20℃; for 16h;87%
2,4-dinitrobenzoic acid
610-30-0

2,4-dinitrobenzoic acid

C17H16N2O6
1073536-01-2

C17H16N2O6

Conditions
ConditionsYield
With Vilsmeier reagent; triethylamine In tetrahydrofuran at 20℃; for 16h;86%
4-[5-(naphtho[2,1-b]furan-2-yl)-1,3,4-oxadiazol-2-yl]aniline

4-[5-(naphtho[2,1-b]furan-2-yl)-1,3,4-oxadiazol-2-yl]aniline

2,4-dinitrobenzoic acid
610-30-0

2,4-dinitrobenzoic acid

N-(4-(5-(naphtho[2,1-b]furan-2-yl)-1,3,4-oxadiazol-2-yl)phenyl)-2,4-dinitrobenzamide

N-(4-(5-(naphtho[2,1-b]furan-2-yl)-1,3,4-oxadiazol-2-yl)phenyl)-2,4-dinitrobenzamide

Conditions
ConditionsYield
Stage #1: 4-[5-(naphtho[2,1-b]furan-2-yl)-1,3,4-oxadiazol-2-yl]aniline With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In dichloromethane at 20℃; Inert atmosphere;
Stage #2: 2,4-dinitrobenzoic acid In dichloromethane at 20℃; Inert atmosphere;
86%
2,4-dinitrobenzoic acid
610-30-0

2,4-dinitrobenzoic acid

allyltriisopropylsilane oxide
205931-93-7, 198965-04-7

allyltriisopropylsilane oxide

2-(2,4-dinitrobenzoyloxy)-3-triisopropylsilyl-1-propanol

2-(2,4-dinitrobenzoyloxy)-3-triisopropylsilyl-1-propanol

Conditions
ConditionsYield
In chloroform85%
1,2,3-Benzotriazole
95-14-7

1,2,3-Benzotriazole

2,4-dinitrobenzoic acid
610-30-0

2,4-dinitrobenzoic acid

(1H-benzo[d][1,2,3]triazol-1-yl)(2,4-dinitrophenyl)methanone

(1H-benzo[d][1,2,3]triazol-1-yl)(2,4-dinitrophenyl)methanone

Conditions
ConditionsYield
With thionyl chloride In dichloromethane at 20℃; for 8.5h;83%
With thionyl chloride In dichloromethane at 20℃;
N,N-dimethyl-formamide
68-12-2, 33513-42-7

N,N-dimethyl-formamide

2,4-dinitrobenzoic acid
610-30-0

2,4-dinitrobenzoic acid

N,N-dimethyl-2,4-dinitrobenzamide

N,N-dimethyl-2,4-dinitrobenzamide

Conditions
ConditionsYield
With trichlorophosphate at 120℃; for 1h; Sealed tube;83%
With trichlorophosphate at 120℃; for 1h;83%
2-diazo-1-(3-phenyl-2H-azirin-2-yl)ethan-1-one

2-diazo-1-(3-phenyl-2H-azirin-2-yl)ethan-1-one

2,4-dinitrobenzoic acid
610-30-0

2,4-dinitrobenzoic acid

2-oxo-2-(3-phenyl-2H-azirin-2-yl)ethyl 2,4-dinitrobenzoate

2-oxo-2-(3-phenyl-2H-azirin-2-yl)ethyl 2,4-dinitrobenzoate

Conditions
ConditionsYield
In dichloromethane at 0 - 20℃;83%
glycerol
56-81-5

glycerol

2,4-dinitrobenzoic acid
610-30-0

2,4-dinitrobenzoic acid

1,3-dichloro-2-propyl 2,4-dinitrobenzoate
1203507-38-3

1,3-dichloro-2-propyl 2,4-dinitrobenzoate

Conditions
ConditionsYield
With chloro-trimethyl-silane at 80℃; for 48h;81%
diphenylsilyl dichloride
80-10-4

diphenylsilyl dichloride

2,4-dinitrobenzoic acid
610-30-0

2,4-dinitrobenzoic acid

C26H16N4O12Si
129459-89-8

C26H16N4O12Si

Conditions
ConditionsYield
In benzene at -20℃; for 6h;80.5%

610-30-0Relevant articles and documents

BODIPY-Derived Photoremovable Protecting Groups Unmasked with Green Light

Goswami, Pratik P.,Syed, Aleem,Beck, Christie L.,Albright, Toshia R.,Mahoney, Kaitlyn M.,Unash, Ryan,Smith, Emily A.,Winter, Arthur H.

, p. 3783 - 3786 (2015)

Photoremovable protecting groups derived from meso-substituted BODIPY dyes release acetic acid with green wavelengths >500 nm. Photorelease is demonstrated in cultured S2 cells. The photocaging structures were identified by our previously proposed strategy of computationally searching for carbocations with low-energy diradical states as a possible indicator of a nearby productive conical intersection. The superior optical properties of these photocages make them promising alternatives to the popular o-nitrobenzyl photocage systems.

Oxidation of 2,4-dinitrotoluene with an ozone-oxygen mixture

Andreev,Galstyan,Galstyan,Yakunina

, p. 592 - 594 (2004)

Oxidation of 2,4-dinitrotoluene to 2,4-dinitrobenzoic acid with an ozone-oxygen mixture in glacial acetic acid was studied.

Continuous production method of benzoic acid derivative

-

Paragraph 0032-0034, (2021/11/14)

The invention relates to the technical field of preparation of benzoic acid derivatives. The invention particularly relates to a continuous production method of a benzoic acid derivative. The continuous reaction device is characterized by comprising a small-diameter sleeve, wherein the small-diameter sleeve is sleeved with a large-diameter sleeve, and a small pipeline is arranged between the small-diameter sleeve and the large-diameter sleeve, and a plurality of small holes are arranged on the small pipeline. The small-diameter casing is rotated, the large-diameter casing is fixed, and the reaction liquid composed of the nitric acid and the toluene derivative is between a small-diameter casing pipe and a large-diameter casing pipe.

Amplifying the reactivity of BODIPY photoremovable protecting groups

Goodwin, Matthew J.,Zhang, Xinzi,Shekleton, Tayli B.,Kirr, Delaney A.,Hannon, Henry C.,Harbron, Elizabeth J.

, p. 10059 - 10062 (2021/10/06)

Conjugated polymer nanoparticles (CPNs or Pdots) are used to sensitize the photorelease reaction of a BODIPY photoremovable protecting group. Sensitization yields effective values ofελΦpr- the product of the extinction coefficient at the irradiation wavelength and the photorelease quantum yield - that are more than 60-fold greater than those measured upon direct excitation.

Preparation method of important intermediate 2,4-difluorobenzoic acid

-

Paragraph 0020-0069, (2018/05/16)

The invention discloses a preparation method of 2,4-difluorobenzoic acid. The preparation method comprises steps as follows: 2,4-dinitrotoluene and water are mixed, a prepared TS-1 molecular sieve isadded, the mixture is mixed uniformly, the temperature i

Preparing method of 2,4-difluorobenzoic acid

-

Paragraph 0012, (2018/03/24)

The invention discloses a preparing method of 2,4-difluorobenzoic acid. According to the method, 2,4-dinitritoluene serves as a raw material, and a drug intermediate 2,4-difluorobenzoic acid is prepared through oxidization and fluorination, wherein potassium permanganate serves as an oxidizing agent, and potassium fluoride serves as a fluorinating agent. The synthesis method of the 2,4-difluorobenzoic acid is simple in technology, environmentally friendly, high in yield, and low in cost. According to the method, the total yield is 66%, and is obviously higher than that of other methods in theprior art.

Nitrolysis of 2,6,8,12-tetraacetyl-4,10-dibenzyl-2,4,6,8,10,12-hexaazatetracyclo[5.5.0.03,11.05,9]dodecane

Kalashnikov,Sysolyatin,Sakovich,Dubkov,Kulagina

, p. 531 - 536 (2017/09/15)

Nitrolysis of 2,6,8,12-tetraacetyl-4,10-dibenzyl-2,4,6,8,10,12-hexaazatetracyclo-[5.5.0.03,11.05,9]dodecane results in the substitution of benzyl groups by the nitro groups with the formation of 2,4,6,8,10,12-hexanitro-2,4,6,8,10,12-hexaazatetracyclo[5.5.0.03,11.05,9]-dodecane. The reaction sequentially proceeds through the nitration of the benzyl groups predominantly at para-position, the substitution of one nitrobenzyl group with the nitro group, and the introduction of the second nitro group into the nitrobenzyl fragment. The replacement of the remaining dinitrobenzyl fragment is a more difficult process, which reaches completion only by the end of the nitration. Another reaction product is p-nitrobenzoic acid, which is formed in the secondary reactions. No substitution of a p-nitrobenzoyl group with the nitro group takes place in the nitration of 2,6,8,12-tetraacetyl-4,10-di(p-nitrobenzoyl)-2,4,6,8,10,12-hexaazatetracyclo[5.5.0.03,11.05,9]dodecane under similar conditions.

Synthesis of 2,4-dinitro-benzoic acid (by machine translation)

-

Paragraph 0055; 0058; 0061; 0070, (2016/10/09)

The invention relates to the technical field of preparation of an organic intermediate, and particularly relates to a method for synthesizing 2,4-dinitrobenzoic acid. The method comprises the following steps: nitrify bibenzyl serving as a raw material to

Laccase-Mediator System for Alcohol Oxidation to Carbonyls or Carboxylic Acids: Toward a Sustainable Synthesis of Profens

Galletti, Paola,Pori, Matteo,Funiciello, Federica,Soldati, Roberto,Ballardini, Alberto,Giacomini, Daria

, p. 2684 - 2689 (2016/12/23)

By combining two green and efficient catalysts, such as the commercially available enzyme laccase from Trametes versicolor and the stable free radical 2,2,6,6-tetramethylpiperidine-N-oxyl (TEMPO), the oxidation in water of some primary alcohols to the corresponding carboxylic acids or aldehydes and of selected secondary alcohols to ketones can be accomplished. The range of applicability of bio-oxidation is widened by applying the optimized protocol to the oxidation of enantiomerically pure 2-arylpropanols (profenols) into the corresponding 2-arylpropionic acids (profens), in high yields and with complete retention of configuration.

Oxidation of 2,4-dinitrotoluene with ozone in the presence of a stop reagent

Galstyan,Lysak,Galstyan

, p. 31 - 35 (2014/05/06)

Liquid-phase oxidation of 2,4-dinitrotoluene with ozone in the presence of acetic anhydride as stop reagent and manganese(II) acetate as catalyst was studied. The major products of oxidation with ozone in acetic anhydride are 2,4-dinitrobenzyl alcohol (65.8%) and 2,4-dinitrobenzaldehyde (18.8%) in the form of the corresponding acetates. A reaction scheme accounting for the results obtained is considered. Pleiades Publishing, Ltd., 2014.

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