1,3,5-Trinitrobenzene

Base Information

• Chemical Name: 1,3,5-Trinitrobenzene
• CAS No.: 99-35-4
• Deprecated CAS: 856948-61-3
• Molecular Formula: C6H3 N3 O6
• Molecular Weight: 213.106
• Hs Code.: 2904209090
• European Community (EC) Number: 202-752-7
• NSC Number: 36931
• UN Number: 1354,0214,3367
• UNII: 2H75703R1X
• DSSTox Substance ID: DTXSID6021406
• Nikkaji Number: J2.845B,J2.434.879B
• Wikipedia: 1,3,5-Trinitrobenzene
• Wikidata: Q420320
• Mol file: 99-35-4.mol

Synonyms:1,3,5-trinitrobenzene;2,4,6-trinitrobenzene;sym-trinitrobenzene

Chemical Property of 1,3,5-Trinitrobenzene

Chemical Property:

• Vapor Pressure: 0.000831mmHg at 25°C
• Melting Point: 122°C
• Refractive Index: 1.6600 (estimate)
• Boiling Point: 315°Cat760mmHg
• Flash Point: 164.1°C
• PSA: 137.46000
• Density: 1.705g/cm³
• LogP: 2.98080
• Storage Temp.: 2-8°C
• Solubility.: Solubility Slightly soluble in water; soluble in ethanol
• Water Solubility.: 357.7mg/L(25 oC)
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 0
• Exact Mass: 213.00218482
• Heavy Atom Count: 15
• Complexity: 229
• Transport DOT Label: Flammable Solid,Explosive 1.1D

Purity/Quality:

98%min ^*data from raw suppliers

1,3,5-Trinitrobenzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Dangerous, explodes by heat or shock.
• Hazard Codes: E,T+,N,T,F,Xn
• Statements: 1-26/27/28-33-37/38-50/53-2-36/37/38-23/24/25-11-43-41-63-45-52/53-36-20/21/22-3-67-40
• Safety Statements: 35-45-60-61-27-16-36/37-24/25-23-53-26-28

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Nitros, Aromatic
• Canonical SMILES: C1=C(C=C(C=C1[N+](=O)[O-])[N+](=O)[O-])[N+](=O)[O-]
• Uses: Trinitrobenzene is used as an explosive. It is obtained by oxidation of trinitrotoluene. Explosive. 1,3,5-Trinitrobenzene is a vulcanizing agent for natural rubber. Indicator for pH 12.0-14.0. 1,3,5-Trinitrobenzene can be used for direct analysis in real time mass spectrometry for fast screening of explosives.

Technology Process of 1,3,5-Trinitrobenzene

There total 150 articles about 1,3,5-Trinitrobenzene which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 39.0%

picryl iodide (4436-27-5) → 1,3,5-trinitrobenzene (99-35-4) + potassium picrate (573-83-1)

Guidance literature:

With potassium trimethylstannate; In tetrahydrofuran; at 0 - 5 ℃;

DOI:10.1007/BF00949807

Reference yield: 37.0%

picryl iodide (4436-27-5) → 1,3,5-trinitrobenzene (99-35-4) + potassium picrate (573-83-1)

Guidance literature:

With potassium trimethylstannate;

Reference yield: 27.0%

picryl iodide (4436-27-5) + enolate potassique de l'acetylacetate d'ethyle → 1,3,5-trinitrobenzene (99-35-4) + potassium picrate (573-83-1) + picryloacetoacetic ester (94988-28-0)

Guidance literature:

In tetrahydrofuran; for 72h; Yields of byproduct given;

upstream raw materials:

pyridine

2,4,6-trinitrobenzoic acid

meta-dinitrobenzene

2,4,6-trinitrochlorobenzene

Downstream raw materials:

3,5-dinitroanisole

naphthalene-1,3,5-trinitrobenzene complex

dimethyl-[1]naphthyl-amine; compound with 1,3,5-trinitro-benzene

N,O-bis-(1-cyano-1-methyl-ethyl)-N-(3,5-dinitro-phenyl)-hydroxylamine

Refernces

• 1、 Buncel,Symons. "". . p. 771. Retrieved 1967.
• 2、 Artamkina, G. A.,Egorov, M. P.,Kharitonov, V. G.,Beletskaya, I. P.,Reutov, O. A.. "REACTION OF PICRYL HALIDES WITH HEXAMETHYLDISTANNANE". . p. 432. Retrieved 1982.
• 3、 Shinkai, Seiji,Tsuno, Takaharu,Manabe, Osamu. "Charge Separation on the Micelle Surface as Evidence for a Multi-step Hydrogen Transfer Mechanism in NADH Model Reduction". . p. 592 - 594. Retrieved 1982.
• 4、 Blatt,Tristram. "-". . p. 6273. Retrieved 1952.
• 5、 Olah,Lin. "". . p. 444. Retrieved 1974.
• 6、 -. "Synthesizing method of 2, 6 diamido-4-carboxyl benzenesulfonic acid". Paragraph 0004; 0009. . Retrieved 2017/01/02.
• 7、 Lee, Woong Hee,Park, Gyoo Soon,Kim, Seok Chan. "The phthaloyl chloride-induced conversion reactions of trinitrobenzene into nitroaryl halides". scheme or table. p. 2820 - 2822. Retrieved 2012/01/05.