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1,3,5-Trichlorobenzene → 1,3,5-Trichloro-2,4,6-trinitrobenzene

HRID 358926
ノート
印刷プレビュー

反応式

HRID 358926 の反応式
NC1C([N+:8]([O-:10])=[O:9])=C([N+]([O-])=O)C([N+]([O-])=O)=C(N)C=1N.BrC1C([N+:26]([O-:28])=[O:27])=C([N+]([O-])=O)C([N+]([O-])=O)=C(Br)C=1Br.[N+:37](C1C=C([N+]([O-])=O)C=C([N+]([O-])=O)C=1C)([O-:39])=[O:38].[N+:53]([C:56]1[C:61]([NH2:62])=[C:60]([N+:63]([O-:65])=[O:64])[C:59]([N+:66]([O-])=O)=[C:58]([N+:69]([O-:71])=[O:70])[C:57]=1[N+:72]([O-])=O)([O-:55])=[O:54].C1(N)C([N+]([O-])=O)=C(N)C([N+]([O-])=O)=C(N)C=1[N+]([O-])=O.[Cl:93][C:94]1[CH:99]=[C:98]([Cl:100])[CH:97]=[C:96]([Cl:101])[CH:95]=1>>[C:61]1([NH2:62])[C:60]([N+:63]([O-:65])=[O:64])=[C:59]([NH2:66])[C:58]([N+:69]([O-:71])=[O:70])=[C:57]([NH2:72])[C:56]=1[N+:53]([O-:55])=[O:54].[Cl:93][C:94]1[C:99]([N+:8]([O-:10])=[O:9])=[C:98]([Cl:100])[C:97]([N+:26]([O-:28])=[O:27])=[C:96]([Cl:101])[C:95]=1[N+:37]([O-:39])=[O:38]
参加物実験手順出典と根拠反応ノート

参加物

8

反応物 6

HCID 79501,3,5-TrichlorobenzeneHCID 83762,4,6-TrinitrotolueneHCID 18286TatbHCID 6455494Ar,ar,ar-trinitrobenzenetriamineHCID 11023554PentanitroanilineHCID 20067310Tribromotrinitrobenzene

生成物 2

HCID 17518
1,3,5-Trichloro-2,4,6-trinitrobenzene
HCID 18286Tatb

実験手順

Triaminotrinitrobenzene is an explosive having unusual insensitivity, stability at high temperature, and respectable performance. It is insoluble in organic solvents and has a melting point above 400° C. TATB was prepared in 1887 from tribromotrinitrobenzene. It has also been prepared on a laboratory scale from 2,4,6-trinitrotoluene through selective reduction of the 4-nitro group, nitration to pentanitroaniline, and then ammonolysis. Currently, the manufacture of TATB (1) on a large scale begins with 1,3,5-trichlorobenzene (TCB, 2) which is nitrated to give 1,3,5-trichloro-2,4,6-trinitrobenzene (TCTNB, 3) as shown in FIGS. 1a and 1b hereof. The nitration step requires severe conditions of high temperature, long reaction time, and oleum, and results in significant quantities of by-products.

出典と根拠

ORDレコード
ord-d13d80a5fa8947e5a80c18db3382a795
出典データセット
uspto-grants-1991_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04997987

反応ノート

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