4,4,4-Trinitrobutanoic acid

Base Information

• Chemical Name: 4,4,4-Trinitrobutanoic acid
• CAS No.: 5029-46-9
• Molecular Formula: C4H5N3O8
• Molecular Weight: 223.099
• NSC Number: 71733
• DSSTox Substance ID: DTXSID40198293
• Nikkaji Number: J55.482K
• Wikidata: Q83071067
• Mol file: 5029-46-9.mol

Synonyms:4,4,4-Trinitrobutanoic acid;4,4,4-Trinitrobutyric acid;USAF SE-3;5029-46-9;BA 2759;BUTANOIC ACID, 4,4,4-TRINITRO-;Butyric acid, 4,4,4-trinitro-;NSC 71733;gamma,gamma,gamma-Trinitrobutyric acid;BRN 1914519;WLN: WNXNWNW2VQ;4,4-Trinitrobutyric acid;4,4-Trinitrobutanoic acid;Butyric acid,4,4-trinitro-;Butanoic acid,4,4-trinitro-;C4H5N3O8;SCHEMBL4162551;DTXSID40198293;Ba-2759;C4-H5-N3-O8;NSC71733;NSC-71733;.gamma.,.gamma.-Trinitrobutyric acid;AKOS003267118;LS-46446

Chemical Property of 4,4,4-Trinitrobutanoic acid

Chemical Property:

• Vapor Pressure: 9.48E-06mmHg at 25°C
• Boiling Point: 347.4°Cat760mmHg
• Flash Point: 156.4°C
• Density: 1.748g/cm³
• XLogP3: -0.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 3
• Exact Mass: 223.00766413
• Heavy Atom Count: 15
• Complexity: 271

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s): A poison by inhalation. Moderately toxic by ingestion.
• Hazard Codes: A poison by inhalation. Moderately toxic by ingestion.

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Nitros, Aliphatic
• Canonical SMILES: C(CC([N+](=O)[O-])([N+](=O)[O-])[N+](=O)[O-])C(=O)O

Technology Process of 4,4,4-Trinitrobutanoic acid

There total 2 articles about 4,4,4-Trinitrobutanoic acid 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: 80.0%

2,4,6-trinitrophenyl ester of χ,χ,χ-trinitropropanecarbothioic acid (37460-67-6) → 4,4,4-trinitrobutanoic acid (5029-46-9) + 2,4,6-trinitronitrosobenzene (10123-09-8)

Guidance literature:

With nitric acid; 25 to 30 deg. C and then 1 h at room temp.;

Reference yield:

1,1,1-trinitro-4-pentanone (5029-48-1) → α-hydroxy-β,β-dinitropropionic acid (15753-81-8) + hexanitroethane (918-37-6) + 4,4,4-trinitrobutanoic acid (5029-46-9)

Guidance literature:

With sulfuric acid; nitric acid; at 0 - 20 ℃; for 13h;

Reference yield: 46.23%

1,3-diazido 2-propanol (57011-48-0) + 4,4,4-trinitrobutanoic acid (5029-46-9) → 1,3-Diazido-2-propyl-4,4,4-trinitrobutyrat (70017-51-5)

Guidance literature:

With potassium carbonate; dicyclohexyl-carbodiimide; 4-(dimethylamino)pyridinium tosylate; In dichloromethane; at 15 - 30 ℃; for 30h; Temperature;

upstream raw materials:

2,4,6-trinitrophenyl ester of χ,χ,χ-trinitropropanecarbothioic acid

1,1,1-trinitro-4-pentanone

Downstream raw materials:

1,3-Diazido-2-propyl-4,4,4-trinitrobutyrat

Refernces

• 1、 Nurgatin, V. V.,Sharnin, G. P.,Savel'eva, L. A.,Nurgatina, R. B.. "ACTION OF NITRIC ACID ON 2,4,6-TRINITROPHENYL ARENE AND ALKANECARBOTHIOATES". . p. 2167 - 2169. Retrieved 2007/10/02.