Organic Chemistry of Explosives

JWBK121-IND October 17, 2006 21:46 Char Count= 0

382 Index

2,2,5,5-tetranitronorbornane 19, 83
2,2,7,7-tetranitronorbornane 84

5,5,9,9-tetranitropentacyclo-

[5.5.0.0^2.^6 .0^3.^10 .0^4.^8 ]decane 75

8,8,11,11-tetranitropentacyclo-

[5.4.0.0^2.^6 .0^3.^10 .0^5.^9 ]undecane 76, 77

2,3,4,6-tetranitrophenol

reactivity 168

synthesis 132

1,1,1,3-tetranitropropane 38

1,1,3,3-tetranitropropane, dipotassium salt

42, 54

tetranitropropanediurea (TNPDU) 211

2,3,4,5-tetranitropyrrole 294

4-(2′,3′,4′,5′-tetranitropyrrole)-3,5-dinitro-1,2,4-

triazole (HNTP) 311

2,5,7,9-tetranitro-2,5,7,9-tetraazabicyclo

[4.3.0]nonan-8-one (TNABN / K-56) 200 ,

201 , 279, 356

2,4,6,8-tetranitro-2,4,6,8-tetraazabicyclo

[3.3.0]octane (bicylo-HMX) 271–2

2,4,6,8-tetranitro-2,4,6,8-tetraazabicyclo

[3.3.0]octan-3-one (K-55) 201 , 279,

356

1,3,5,7-tetranitro-1,3,5,7-tetraazacyclooctane
(HMX)
applications 192, 248
azido derivative 282
as impurity in RDX 244, 245, 246, 247
properties 192
risks associated 192–3
structure 193
synthesis 213, 214, 220, 248–50, 357–8

1,3,5,7-tetranitro-1,3,5,7-tetraazaheptane 240

trans-1,4,5,8-tetranitro-1,4,5,8-tetradecalin

(TNAD) 273

α,2,4,6-tetranitrotoluene 30

2,3,4,6-tetranitrotoluene 152, 157, 171

tetranitrotoluenes 150

1,3,5,7-tetranitroxyadamantane 112

1,2,3,4-tetrazino[5,6-f]benzo-1,2,3,4-tetrazine

1,3,7a-tetra-N-oxide (TBTDO) 323–4

tetrazole-based explosives 314–16

tetrazolylguanyltetrazene hydrate (‘tetrazene’)

344

tetrylsee N,2,4,6-tetranitro-N-methylaniline

tetrytol (tetryl+TNT) 240

TEX 200, 275

thallium(III) nitrate

reactions with

alkenes 106

epoxides 102

thermally insensitive explosives

conjugation and 176–9

synthesis 128, 163–7, 172–4

thionyl chloride nitrate,O-nitration with 96–7

thionyl nitrate,O-nitration with 96–7

TNAD 273

TNAZsee1,3,3-trinitroazetidine

TNENG 284

TNGUsee1,3,4,6-tetranitroglycouril

TNTsee2,4,6-trinitrotoluene

toluene, nitration of 134–5

Torpex (RDX+TNT+Al) 126, 244

transfer nitration

alcohols 95

amines 206

epoxides 101–2

N-nitro heterocycles 143

triacetone triperoxide (TATP) 339–40

1,3,5-triacetyl-1,3,5-triazacyclohexane (TRAT)

247, 250

1,3,5-triacyl-1,3,5-triazacyclohexanes, nitrolysis

of 247, 249

triaminoguanidine 345

1,3,5-triamino-2,4,6-trinitrobenzene (TATB) 128,

163, 172

applications 128, 172

synthesis 136, 164, 168, 172–4, 176, 355

triazacycloheptane bicyclic compound 236–7

triazides 336

1,3,5-triazido-2,4,6-trinitrobenzene 338

triazine-based explosives 320–1

triazole-based explosives 307–12

triazoles, nitration of 308–9

triazolone-based explosives 312–13

1,3,5-trichlorobenzene, nitration of 172

1,3,5-trichloro-2,4,6-trinitrobenzene, reaction

with ammonia 172

triethylene glycol dinitrate (TEGDN) 88

2-(trifluoromethyl)-2-propyl nitrate 203

1,1,1-trimethylhydrazinium iodide (TMHI), as

aminating agent 170, 174, 295

4-(trimethylsilyl)-5-nitro-1,2,3-triazole 312

trinitrate esters 110

trinitroacetonitrile 32

2,4,6-trinitroaniline (picramide) 127, 133, 152,

158, 162, 163, 169, 171

2,4,6-trinitroanisole (methyl picrate) 126, 127,

133, 143, 159, 162, 171

1,3,3-trinitroazetidine (TNAZ) 27, 193, 265

properties 265

synthesis 219, 265–8

2,4,6-trinitrobenzaldehyde 175