Trinitromethane

Base Information

• Chemical Name: Trinitromethane
• CAS No.: 517-25-9
• Deprecated CAS: 57073-37-7
• Molecular Formula: CH N3 O6
• Molecular Weight: 151.035
• European Community (EC) Number: 208-236-8
• UNII: Q5IR4EM1R0
• DSSTox Substance ID: DTXSID3060160
• Nikkaji Number: J2.628J
• Wikipedia: Trinitromethane
• Wikidata: Q410296
• Mol file: 517-25-9.mol

Synonyms:Trinitromethane;Methane, trinitro-;NITROFORM;517-25-9;Trinitromethane [Forbidden];EINECS 208-236-8;UNII-Q5IR4EM1R0;BRN 1708361;Q5IR4EM1R0;4-01-00-00107 (Beilstein Handbook Reference);nitro form;CHN3O6;TRINITROMETHANE [MI];SCHEMBL502161;DTXSID3060160;C-H-N3-O6;AKOS006279024;LS-90436;Q410296

Chemical Property of Trinitromethane

Chemical Property:

• Vapor Pressure: 1.17mmHg at 25°C
• Melting Point: 15°; mp 50°
• Refractive Index: 1.4451 (estimate)
• Boiling Point: 175.1°Cat760mmHg
• PKA: pK1:0.17 (20°C)
• Flash Point: 73°C
• PSA: 137.46000
• Density: 1.803g/cm³
• LogP: 0.66970
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 0
• Exact Mass: 150.98653476
• Heavy Atom Count: 10
• Complexity: 136

Purity/Quality:

99%, ^*data from raw suppliers

TRINITROMETHANE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Explodes on heating, concentrations above 50% in air may explode.
• Hazard Codes: Explodes on heating, concentrations above 50% in air may explode.

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Uses -> Explosives
• Canonical SMILES: C([N+](=O)[O-])([N+](=O)[O-])[N+](=O)[O-]
• Uses: Manufacture of propellants and explosives.

Technology Process of Trinitromethane

There total 70 articles about Trinitromethane 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: 99.0%

tetranitromethane (509-14-8) + 1-trimethylsiloxy-3,4-dihydronaphthalene (38858-72-9) → trinitromethane (517-25-9,57073-37-7) + 2-nitro-3,4-dihydronaphthalen-1(2H)-one (13154-34-2)

Guidance literature:

In dichloromethane; for 0.17h; Ambient temperature; further solventsand conditions: CH₃CN, n-pentane, irradiation;

DOI:10.1021/jo9515687

Reference yield: 97.0%

tetranitromethane (509-14-8) + 6-methoxy-1-<(trimethylsilyl)oxy>-3,4-dihydronaphthalene (74477-41-1) → trinitromethane (517-25-9,57073-37-7) + 6-Methoxy-2-nitro-1,2,3,4-tetrahydronaphthalin-1-on (115877-27-5)

Guidance literature:

In dichloromethane; for 0.01h; Ambient temperature;

DOI:10.1021/jo9515687

Reference yield: 93.0%

tetranitromethane (509-14-8) + (Z)-1-phenyl-1-trimethylsilyloxy-1-heptene (445235-87-0) → trinitromethane (517-25-9,57073-37-7) + 2-nitro-1-phenyl-1-heptanone

Guidance literature:

In dichloromethane; for 6h; Ambient temperature;

DOI:10.1021/jo9515687

upstream raw materials:

trinitroacetonitrile

ethene

chlorotrinitromethane

bromotrinitromethane

Downstream raw materials:

2,2,2-trinitroethanol

1,1,1,5,5,5-hexanitro-3-azapentane

(+/-)-6,6,6-trinitro-1t,5-diphenyl-hex-1-en-3-one

bromotrinitromethane

Refernces

• 1、 Petrosyan et al.. "". . . Retrieved 1973.
• 2、 Asmus et al.. "". . p. 2607,2608-2612. Retrieved 1971.
• 3、 Baxter, Amanda F.,Martin, Igor,Christe, Karl O.,Haiges, Ralf. "Formamidinium Nitroformate: An Insensitive RDX Alternative". . p. 15089 - 15098. Retrieved 2018.
• 4、 Young,Holt,Walker. "". . p. 2351,2356. Retrieved 1964.
• 5、 Zhang, Yanqiang,Parrish, Damon A.,Shreeve, Jean'Ne M.. "Derivatives of 5-nitro-1,2,3-2H-triazole-high performance energetic materials". . p. 585 - 593. Retrieved 2013/07/04.