618-85-9

Basic information

• Product Name: 3,5-dinitrotoluene
• Synonyms: Benzene, 1-methyl-3,5-dinitro-;1-METHYL-3,5-DINITROBENZENE;3,5-DNT;5-Methyl-1,3-dinitrobenzene;NSC 87348
• CAS NO: 618-85-9
• Molecular Formula: C₇H₆N₂O₄
• Molecular Weight: 182.15
• EINECS: 210-566-2
• Mol File: 618-85-9.mol
• Article Data: 6

Chemical Properties

• Melting Point: 92.5°C
• Boiling Point: 308℃
• Flash Point: 153℃
• Appearance: /
• Density: 1.407
• Vapor Pressure: 0.00131mmHg at 25°C
• Refractive Index: 1.4790 (estimate)
• CAS DataBase Reference: 3,5-dinitrotoluene(CAS DataBase Reference)
• NIST Chemistry Reference: 3,5-dinitrotoluene(618-85-9)
• EPA Substance Registry System: 3,5-dinitrotoluene(618-85-9)

Safety Data

• Hazard Codes: T
• Statements: 45-23/24/25-48/22-62-68-52/53
• Safety Statements: 53-45-61
• Hazardous Substances Data: 618-85-9(Hazardous Substances Data)

Usage

Description

3,5-Dinitrotoluene is a chemical compound that is a derivative of toluene, with two nitro groups (-NO2) attached at the 3rd and 5th positions on the benzene ring. It is typically found in technical grade dinitrotoluene, which is a mixture of various isomers of dinitrotoluene.

Uses

3,5-Dinitrotoluene has no specific uses by itself. However, it is a component of technical grade dinitrotoluene, which has various applications in different industries.
Used in Explosives Industry:
Technical grade dinitrotoluene, which includes 3,5-dinitrotoluene, is used as a precursor in the production of explosives, such as hexogen (RDX) and octogen (HMX). These high-energy explosives are utilized in military and industrial applications for their high detonation velocity and brisance.
Used in Chemical Synthesis:
Technical grade dinitrotoluene, containing 3,5-dinitrotoluene, serves as a starting material for the synthesis of various organic compounds and intermediates in the chemical industry. These synthesized compounds can be used in the production of dyes, pharmaceuticals, and other specialty chemicals.

InChI:InChI=1/C7H6N2O4/c1-5-2-6(8(10)11)4-7(3-5)9(12)13/h2-4H,1H3

Upstream product

• 99-08-1 1-methyl-3-nitrobenzene 
• 6393-42-6 4-methyl-2,6-dinitroaniline 
• 142-71-2 copper diacetate 
• 64-19-7 acetic acid 
• 4842-28-8 (4-methyl-2,6-dinitro-phenyl)-hydrazine 
• 89853-18-9 (2-methyl-4,6-dinitro-phenyl)-hydrazine 
• 614-71-1 2-ethoxytoluene 
• 103-89-9 4-Methylacetanilide 
• 108-88-3 toluene 
• 609-74-5 1-methyl-2,3,5-trinitrobenzene 
• 60546-37-4 4-methyl-2,6-dinitro-phenetole 
• 1208074-91-2 2-ethoxy-1-methyl-3-nitrobenzene 
• 19578-70-2 benzyl 2-methylphenyl ether 
• 29506-83-0 (2-methyl-4,6-dinitro-phenyl)-(4-nitro-benzyl)-ether 

Downstream Products

• 99-34-3 3,5-dinitrobenzoic acid 
• 40553-77-3 2,8-Diamino-1,9-dimethylacridin 
• 108-71-4 3,5-diaminotoluene 
• 823-40-5 2,6-toluenediamine 
• 95-80-7 4-methylbenzene-1,3-diamine 
• 95-70-5 2-methyl-p-phenylenediamine 
• 2687-25-4 3-methyl-1,2-benzenediamine 
• 76619-89-1 3-amino-5-methylphenol 
• 127818-58-0 3-methyl-5-nitrophenol 
• 861794-61-8 acetic acid-(3,4-dinitro-5-methyl-anilide) 
• 861297-21-4 acetic acid-(5-methyl-2,3-dinitro-anilide) 
• 70343-07-6 2,3-dinitro-5-methylaniline 
• 70343-08-7 3,4-dinitro-5-methylaniline 
• 69112-72-7 acetic acid-(3-methyl-5-nitro-anilide) 

Relevant articles and documents

DNA interaction of bromomethyl-substituted acridines

A series of acridines with bifunctional substituents was synthesized with the dual properties of DNA alkylation and intercalation. 4,5-Bis(bromomethyl)acridine (1) was previously reported to crosslink and intercalate with DNA. In this study, 1,8-bis(bromomethyl)acridine (2) and 2,7-bis(bromomethyl)acridine (3), monofunctional 2-(bromomethyl)-7-methylacridine (4) and 2,7-dimethylacridine (5) were synthesized, and their crosslinking and intercalative activities were investigated to assess the reactivity of bromomethyl acridines with DNA. Interstrand crosslinking activity was similar among the three bis(bromomethyl)acridines. The acridines exhibited intercalation activity for calf thymus DNA as follows: 3 > 4 > 2 = 1 5. Intracellular DNA-crosslinking and DNA-intercalating activities were evaluated using the Ames assay. 4 was mutagenic in Salmonella typhimurium TA100 and TA98, indicating that the bromomethyl group alkylated DNA bases. All three bis(bromomethyl)acridines were mutagenic in S. typhimurium TA92 and TA94, which can detect intracellular crosslinking DNA damage, whereas 5 was not mutagenic in these strains. The results showed that the bis(bromomethyl)acridines crosslinked DNA and intercalated between DNA bases, and 3 exhibited the highest crosslinking and intercalating activity.

Ethyl acetate as a pro-reducing agent in an one-pot reductive deamination of nitroanilines

The reductive deamination of various nitro-substituted anilines by the new method (20% H2SO4/NaNO2/ethyl acetate, Method 1) was studied and compared that with a similar procedure previously developed by Pare et al. (i.e., concentrated H2SO4/NaNO2/ethanol, Method 2) for the dediazonization of 4-methyl-2,6-dinitroaniline. The deaminated products derived from the mononitro-substituted anilines were obtained in good-to-high yield by Method 1 depending upon the position of the nitro group to the amino function. The higher yield of the de-aminated products was observed from the substituted meta-nitroanilines. Method 1 was more suitable for the deamination of 3-nitroanilines. Method 2 was more favorable for the de-amination of denitro-substituted anilines than that for the mononitroanilines. Ethyl acetate was more suitable for the reductive deamination of mononitroanilines, while ethanol was more appropriate for dinitroanilines.

The Kinetics of the Reactions of Picryl Chloride with Some Substituted Anilines. Part 5.

Arrhenius parameters have been measured for the reactions of picryl chloride with the following substituted anilines in acetonitrile: 3-amino- and 3-methyl-aniline, 3-amino-5-nitroaniline, 3-fluoro-5-methylsulphonylaniline, 3-X-5-methylanilines (X=NO2, OMe, CH3, F, Cl, Br, or I) and 3,5-X2-anilines (X = F, Cl, Br, or I).A total of 33 3,5-disubstituted anilines have now been examined for the additivity of substituent effects on the free energy of activation, and it has been shown that with the exception of 3-amino-5-nitroaniline this hypothesis reproduces experimental rate constants within a factor of 2.A rationalization is proposed for the deviations that occur in some cases when more stringent criteria of additivity are used.