Organic Chemistry of Explosives

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

Index 379

polynitropolycycloalkanes produced via 70, 74,

75, 82, 83, 85

see alsoKaplan–Shechter reaction

oximes

oxidation and nitration of 14–19

by halogenation–oxidation–reduction route

19, 74

by peroxyacid oxidation 17–18, 74

Ponzio reaction 16–17

Scholl reaction 14–16, 74

oxygen balance, meaning of term xxvi

oxygen heterocycles, ring-opening nitration of

99–103

oxynitration 140

ozone

amino-to-nitro group conversion with 149,

155–6

reaction with dinitrogen tetroxide 352

paraformaldehyde, reaction with ammonium

nitrate and acetic anhydride 246

PBX-9404 248

pentacyclo-[4.3.0.0^3.^804.^7 ]nonane-2,4-

bis(trinitroethyl ester) 77

pentacyclo-[5.4.0.0^2.^6 .0^3.^10 .0^5.^9 ]undecane,
polynitro derivatives 76–7

pentaerythritol diazido dinitrate (PDADN)

113

pentaerythritol tetrakis(azidoacetate) ester

(PETKAA) 324

pentaerythritol tetranitrate (PETN) 88, 92, 108,

110–11

pentaerythritol triazide mononitrate 113

pentaerythritol trinitrate 111

pentanitrate esters 109, 110

2,3,4,5,6-pentanitroaniline

reactivity 168

synthesis 134, 145, 173

in synthesis of TATB 173

pentanitrobenzene 150

1,1,3,5,5-pentanitro-1,5-bis(difluoramino)-3-

azapentane (DFAP) 284

2,2′,4,4′,6-pentanitrodiphenyl ether 160

2,2′,4,6,6′-pentanitroheptane 40

1,3,3,5,5-pentanitropiperidine 276

pentanitrotoluene 150

pentolite (PETN+TNT) 88, 126

pentrylsee1-(2-nitroxyethylnitramino)-2,4,6-

trinitrobenzene

n-pentyl nitrate, synthesis 96
peroxide-based explosives 339–40

peroxyacetic acid, polynitroarylenes synthesized

with 152–4

peroxyacid nitrates, synthesis 94

peroxyacids, oxidation of oximes by 17–18, 74

peroxycarboxylic acids, polynitroarylenes

synthesized with 152–4

peroxydisulfuric acid 149–50

polynitroarylenes synthesized with 150–2

peroxymaleic acid, polynitroarylenes synthesized

with 154

peroxymonosulfuric acid, polynitroarylenes

synthesized with 152

peroxynitrates, synthesis 94

peroxytriflic acid, polynitroarylenes synthesized

with 152

peroxytrifluoroacetic acid, polynitroarylenes

synthesized with 154

phenol ethers, nitration of 133

phenols, nitration of 131–3, 138

phenyldinitromethane 21

1-phenyl-3,3-dinitropropane 22

phenylnitromethane 27, 29

phenyltrinitromethanes 21

1-phenyl-3,3,3-trinitropropane 22

phloroglucinol, nitration of 133, 144, 173

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

158, 162, 163, 169

availability from Explosive D 174

in synthesis of TATB 174

picric acid (2,4,6-trinitrophenol) 126, 127

ammonium salt 127, 174

synthesis 132, 140, 144, 158, 161, 354

picryl bromide 142

picryl chloride (1,3,5-trinitrochlorobenzene)

chemistry 158–61, 242

synthesis 136, 142, 158

picryl ethers 126, 127, 133, 159

4-picrylamino-2,6-dinitrotoluene (PADNT)

164–5

4-picrylamino-5-nitro-1,2,3-triazole (PANT) 309

picrylamino-substituted furazans 299

picrylamino-substituted pyrimidines 319

5-picrylamino-1,2,3,4-tetrazole (PAT) 166, 315

3-picrylamino-1,2,4-triazole (PATO) 166, 307

N-picrylazetidine 228

1-picryl-5,7-dinitro-2H-benzotriazole (BTX)

313–14

PL-1 167, 321

plastic bonded explosives (PBXs) 88, 193, 248,

278, 293

plasticizers 2, 37, 48, 109, 116, 128, 283, 334, 336