5833-18-1

Basic information

• Product Name: BIS(2,4-DINITROPHENYL)ACETIC ACID ETHYL ESTER
• Synonyms: 1EthylBis(2,4-Dinitrophenyl)Acetate;ETHYL 2,2-BIS(2,4-DINITROPHENYL)ACETATE;Benzeneacetic acid, α-(2,4-dinitrophenyl)-2,4-dinitro-, ethyl ester;Ethyl bis(2,4-dinitrophenyl)acetate,98%;alpha-(2,4-dinitrophenyl)-2,4-dinitro-benzeneaceticaciethylester;bis(2,4-dinitrophenyl)-aceticaciethylester;BIS(2,4-DINITROPHENYL)ACETIC ACID ETHYL ESTER;ETHYL 2,2-DI(2,4-DINITROPHENYL)ACETATE
• CAS NO: 5833-18-1
• Molecular Formula: C₁₆H₁₂N₄O₁₀
• Molecular Weight: 420.29
• EINECS: 227-415-1
• Product Categories: Organics;Analytical Chemistry;Indicator (pH);pH Indicators;Miscellaneous;Nitro
• Mol File: 5833-18-1.mol
• Article Data: 0

Chemical Properties

• Melting Point: 156 °C
• Boiling Point: 629.3°Cat760mmHg
• Flash Point: 269.3°C
• Appearance: Pale yellow/crystals
• Density: 1.556g/cm³
• Vapor Pressure: 9.53E-16mmHg at 25°C
• Refractive Index: 1.641
• Solubility: Solubility Insoluble in water; soluble in ethanol, acetone
• PKA: 8.3(at 25℃)
• CAS DataBase Reference: BIS(2,4-DINITROPHENYL)ACETIC ACID ETHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: BIS(2,4-DINITROPHENYL)ACETIC ACID ETHYL ESTER(5833-18-1)
• EPA Substance Registry System: BIS(2,4-DINITROPHENYL)ACETIC ACID ETHYL ESTER(5833-18-1)

Safety Data

• RIDADR: 1325
• RTECS: AF5650000
• HazardClass: 4.1
• PackingGroup: III
• Hazardous Substances Data: 5833-18-1(Hazardous Substances Data)

Usage

Chemical Properties

yellow to ochre fine crystalline powder

InChI:InChI=1/C16H12N4O10/c1-2-30-16(21)15(11-5-3-9(17(22)23)7-13(11)19(26)27)12-6-4-10(18(24)25)8-14(12)20(28)29/h3-8,15H,2H2,1H3

Synthetic route

2,4-dinitrobromobenzene (584-48-5) + ethanol (64-17-5) + (2,4-dinitro-phenyl)-malonic acid diethyl ester; sodium-compound (28744-74-3) → ethyl 2,2-bis(2,4-dinitrophenyl)acetate (5833-18-1)

2,4-dinitrobromobenzene (584-48-5) + α-(2,4-dinitrophenyl)ethyl acetate (68084-17-3) → ethyl 2,2-bis(2,4-dinitrophenyl)acetate (5833-18-1)

Conditions	Yield
With ethanol; sodium ethanolate

2,4-dinitrobromobenzene (584-48-5) + sodium ethyl acetylacetate enolate (1007476-32-5) → ethyl 2,2-bis(2,4-dinitrophenyl)acetate (5833-18-1)

diethyl (2,4-dinitrophenyl)malonate (4950-04-3) → ethyl 2,2-bis(2,4-dinitrophenyl)acetate (5833-18-1)

Conditions	Yield
With sodium hydroxide Behandeln mit 4-Brom-1.3-dinitro-benzol;

ethyl diphenylacetate (3468-99-3) → ethyl 2,2-bis(2,4-dinitrophenyl)acetate (5833-18-1)

Conditions	Yield
With nitric acid at -18℃; Behandeln der Loesung mit rauchender Schwefelsaeure;
(nitration);

2,4-dinitrobromobenzene (584-48-5) + ethyl acetoacetate (141-97-9) → ethyl 2,2-bis(2,4-dinitrophenyl)acetate (5833-18-1) + 2-(2,4-dinitrophenyl)-3-oxobutyric acid ethyl ester (5465-68-9)

Conditions	Yield
With ethanol; sodium ethanolate

ethyl acetoacetate (141-97-9) + 1-chloro-2,4-dinitro-benzene (97-00-7) → ethyl 2,2-bis(2,4-dinitrophenyl)acetate (5833-18-1) + 2-(2,4-dinitrophenyl)-3-oxobutyric acid ethyl ester (5465-68-9)

Conditions	Yield
With ethanol; sodium ethanolate

2-(2,4-dinitrophenyl)-3-oxobutyric acid ethyl ester (5465-68-9) + sodium ethanolate (141-52-6) + 1-chloro-2,4-dinitro-benzene (97-00-7) → ethyl 2,2-bis(2,4-dinitrophenyl)acetate (5833-18-1)

sodium diethylmalonate (996-82-7) + sodium ethanolate (141-52-6) + 1-chloro-2,4-dinitro-benzene (97-00-7) → diethyl (2,4-dinitrophenyl)malonate (4950-04-3) + ethyl 2,2-bis(2,4-dinitrophenyl)acetate (5833-18-1)

Conditions	Yield
With ethanol Behandeln einer wss. Loesung des Reaktionsprodukts mit wss. Schwefelsaeure;

2,4-dinitrobromobenzene (584-48-5) → ethyl 2,2-bis(2,4-dinitrophenyl)acetate (5833-18-1)

Conditions	Yield
Multi-step reaction with 2 steps 1: alcohol 2: NaOH-solution / Behandeln mit 4-Brom-1.3-dinitro-benzol View Scheme

ethyl 2,2-bis(2,4-dinitrophenyl)acetate (5833-18-1) → bis-(2,4-dinitro-phenyl)-acetic acid ethyl ester; sodium-compound

Conditions	Yield
With sodium hydroxide; water

ethyl 2,2-bis(2,4-dinitrophenyl)acetate (5833-18-1) → 2,4,2',4'-Tetranitro-diphenylessigsaeure (92159-42-7)

Conditions	Yield
With sulfuric acid

ethyl 2,2-bis(2,4-dinitrophenyl)acetate (5833-18-1) + concentrated alcoholic potash → ammonia (7664-41-7) + cis-nitrous acid (7782-77-6) + acid C48H32O19N6

ethyl 2,2-bis(2,4-dinitrophenyl)acetate (5833-18-1) → 2,2',4,4'-tetranitrodiphenylmethane (1817-76-1)

Conditions	Yield
Multi-step reaction with 2 steps 1: aq. H2SO4 2: ethanol / (heating) View Scheme

Upstream product

• 584-48-5 2,4-dinitrobromobenzene 
• 64-17-5 ethanol 
• 28744-74-3 (2,4-dinitro-phenyl)-malonic acid diethyl ester; sodium-compound 
• 68084-17-3 α-(2,4-dinitrophenyl)ethyl acetate 
• 1007476-32-5 sodium ethyl acetylacetate enolate 
• 4950-04-3 diethyl (2,4-dinitrophenyl)malonate 
• 141-97-9 ethyl acetoacetate 
• 97-00-7 1-chloro-2,4-dinitro-benzene 
• 996-82-7 sodium diethylmalonate 
• 141-52-6 sodium ethanolate 
• 5465-68-9 2-(2,4-dinitrophenyl)-3-oxobutyric acid ethyl ester 
• 3468-99-3 ethyl diphenylacetate 

Downstream Products

• 92159-42-7 2,4,2',4'-Tetranitro-diphenylessigsaeure 
• 7664-41-7 ammonia 
• 7782-77-6 cis-nitrous acid 
• 1817-76-1 2,2',4,4'-tetranitrodiphenylmethane