Organic Chemistry of Explosives

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

Index 373

1,1-dinitropropane 11, 12, 25
2,2-dinitropropane 2

synthesis 23, 25, 31

2,2-dinitro-1,3-propanediol

as source of dinitromethane 37

synthesis 11, 25, 31

2,2-dinitropropanol 11, 25

3,3-dinitropropionitrile 41

3,5-dinitropyrazoles 295

3,6-dinitropyrazolo[4,3-c]pyrazole (DNPP)

294–5

2,4-dinitroresorcinol 144

1,3-dinitrosoamines, nitrolysis of 358

2,4-dinitrosoresorcinol 144

trans-1,2-dinitrospiropentane 69

1,5-dinitro-3,7-tetraacetyl-1,3,5,7-

tetraazacyclooctane, nitrolysis of 214

1,5-dinitro-1,3,5,7-tetraazacyclooctanes 236

1,5-dinitro-1,3,5-triazacyclooctanes 236

3,5-dinitro-1,2,4-triazole 309

ammonium salt 309

4,5-dinitro-1,2,3-triazole (DNTZ) 311 , 312

N,N′-dinitrourea (DNU) 194, 211

N,N′-dinitroureas, synthesis 231–2, 356

1,4-dinitroxycubane 112
1,3-dinitroxydimethylnitramine 254

dinitro-m-xylenes 135, 139

2,6-dioxo-1,3,4,5,7,8-hexanitrodecahydro-

1 H,5H-diimidazo[4,5-b:4′,5′-e]pyrazine

(HHTDD) 280

synthesis 280, 281

1,3-dioxolane, ring-opening nitration of 103

N,N′-diphenylethylenediamine, nitration of 242

2,6-dipicrylbenzo[1,2-d][4,5-d′]bis(triazole-4,8-

dione) 307

dipyridotetraazapentalene tetranitro derivative

326

direct nitration

alkanes 2–3

amines 133–4, 195–207

acidic conditions 133–4, 195–202

with nonacidic reagents 202–7

aromatic compounds 128–44

effect of nitrating agent and reaction

conditions 138–9

factors affecting 128–9, 138–9

with mixed acid 129–31

with other nitrating agents 139–43

selectivity issues 129

side-reactions and by-products 143–4

substrate-derived reactivity 131–8

1,3-ditetrazolyltriazine 344

DNPP 294–5

double-base (DB) propellants 87, 89, 285

E-method (for RDX) 246, 254

energetic binders 6, 89, 126, 283

energetic compounds

N-heterocycles 293–326

nitramines and derivatives 196, 263–88

nitrate esters 112–17

polynitropolycycloalkanes 67–86

energetic groups 284–8

dinitramide anion 284–6

N,N-dinitramino group 286–7

N-nitroimide group 287–8

epoxides, ring-opening nitration of 99–102, 360

erythritol tetranitrate 88 , 89, 91, 92, 360

ethylene glycol bis(azidoacetate) ester (EGBAA)

324

ethylenediamine 238

ethylenedinitramine (EDNA) 192, 231

precursors 209, 210, 231

reactions 236, 237

synthesis 231, 232

ethylene glycol 90

ethylene glycol dinitrate (EGDN) 88, 95, 100

2-ethylhexanol nitrate, synthesis 104

ethyltetryl 242

Explosive D (ammonium picrate) 127, 174

‘explosophores’ xxvi, 2, 87, 191

azido group 282, 296, 333

nitrate ester group 87, 335

C-nitro group 1

N-nitro group 191

extremely insensitive detonating substances

(EIDS) 116, 313

2-fluoro-2,2-dinitroethanol

Michael adducts 37

reactions 33, 34

synthesis 33, 45

fluorodinitromethane

Michael adducts 37

reactions 45

synthesis 33

fluorodinitromethyl compounds, synthesis 33

formaldehyde

condensations with

primary nitramines 239, 249

sulfamic acid 246

FOX-7 50