Appendix K:

Mass Spec Data of

Reaction Mixture
Components

PK1 PK2 PK3 PK4 PK5

e-1,5-Diphenyl-2-methyl-1pentene-4-one
z-1,5-Diphenyl-2-methyl-1pentene-4-one
Pyrolidine
n-Acetylamphetamine
Amphetamine
Methylenedioxyamphetamine
(MDA)
n-Methyl 1,2-(methylenedioxy)-4(3-amonopropyl) benzene
Cyclohexanone
1,2-(Methylenedioxy)-4-(2-nmethylaminopropyl)-benzene
Morpholine
Ephedrine
Methylenedioxymethamphetamine
(MDMA)
n-Methyl-1-[1-(hydroxy)-2methoxy)]-4-(2-aminopropyl)
benzene
n-Methyl-1-[1,2-(dimethoxy)-4(2-aminopropyl) benzene
1-(3,4-Methylenedioxy)pheny;-2methoxipropane

2004 by CRC Press LLC

MW

Synthesis
Route

43

91

129

250

57

250 P1 P3

43

250

129

57

56

250 P1 P3

43
44
44
44

70
86
91
136

71
119
43
135

42
91
42
77

41
65
65
51

71
177
135
179

44

162

65

77

135

55
56

42
191

98
135

69
77

70
57

98 All PC meth
191 MD3

57
58
58

87
69
136

56
79
135

86
41
59

42
59
77

87 PC3
165 M2 M3
193 MD3 MD5

58

51

77

137

94

195 MD5

58

152

51

151

59

209 MD5

59

194

135

136

77

194 MD5

PC2
A4
M5
MD3

193 MD5

PK1 PK2 PK3 PK4 PK5

MW

Synthesis
Route

n-Formylamphetamine
n,n-Dimethylamphetamine
3,4-(Methylenedioxy)-n,ndimethylamphetamine
Bromobenzene
Benzene
a-Methylbenzyl alcohol
Piperidine
n-Formylmethamphetamine
3,4-(Methylenedioxy)-n-nmethylethylamphetamine
Phenyl-2-propanone

72
72
72

44
44
56

118
42
44

91
91
73

65
56
58

77
78
79
84
86
86

71
77
77
85
58
58

50
50
43
55
91
87

156
51
107
57
56
56

158
52
51
42
65
44

91

134

92

43

65

Dibenzyl ketone

91

65

39

119

92

N,n-Di(b-phenylyisopropyl)amine
di-(b-Phenylisopropyl)methylamine
N,n-Di-(b-phenylisopropyl)formamide
n-(b-Phenylisopropyl)-benzyl
methyl ketimine
1-Oxy-1-phenyl-2-(bphenylisopropylimino)-propane
2,4-Dihydroxy-1,5-diphenyl-4methyl-1-pentene
2-Phenylmethylaziridine
2-Methyl-3-phenylaziridine
Benzyl methyl ketoxime
Benzyl acetate
z-1,3-Diphenyl-2-methyl-1pentene-4-one
e-1,3-Diphenyl-2-methyl-1pentene-4-one
Isosafrole glycol
Phenol
Camphor
1-[1-(2-Thienyl)cyclohexyl]piperidine
1-[1-(2-Thienyl)cyclohexyl]morpholine
1-[3,4-(Methylenedioxy)-phenyl]2-nitro-1-propene
Phenyl nitropropene
1-Phenyl-2-propanol
Methyl benzoate

91

44

162

119

65

134 Numerous A
and M
210 Num A, M,
and P
253 A1 M5

91

58

176

119

42

267 A1 M5

91

190

119

72

191

281 A1

91

119

160

41

65

251 A4

91

119

43

105

77

265 A4

91

159

131

65

115

268 A4

91
91
91
91
91

104
132
41
150
130

132
42
92
65
115

78
105
65
59
65

51
92
39
105
159

133
133
149
150
250

91

131

65

105

159

250 P1 P3

93
94
95
97

151
66
81
165

65
65
41
165

123
95
108
206

152
67
152
84

196 MD1
94
152 MD5
249 PC1B

97

165

251

208

123

251 PC3B

103

160

207

77

102

207 MD2

105
105
105

115
106
136

91
77
77

77
79
51

116
91
117

163 A2
136 P6
136 P1

2004 by CRC Press LLC

163 A1 M5
163 M1 M5
207 MD3
156
77
122
84
177
221

PC1A, 2A, 3A
A5
P1
M5
MD3

A2 A3
A2 A3
A3
P1
P1 P3

PK1 PK2 PK3 PK4 PK5

Benzaldehyde
1-Morpholinocyclohexene
z-1-Phenyl;-2-benzyl-1-propene
1-Phenyl-2-benzyl-2-propene
e-1-Phenyl-2-benzyl-2-propene
Dibenzyl methylamine
1-Cyclohexylpiperidine
1-Phenylcyclopentene
1-Phenylcyclohexene
e-1,3-Diphenyl-2-methyl-2pentene-4-one
n-(b-Phenylisopropyl)benzaldimine
1-Phenylcyclohexanol
a-Benzyl-n-methylphenethylamine
z-Phenyl-2-propanone enol acetate
e-Phenyl-2-propanone enol acetate
4-Methyl-1,2-(methylenedioxy)benzene
1,2-(Methylenedioxy)-4propylbenzene
3,4-(Methylenedioxy)-benzyl-nmethylamine
3,4-(Methylenedioxy)phenylpropanone
1-[3,4-(Methylenedioxy)]-phenyl2-propanol
3,4-(Methylenedioxy)benzylmethylketoxime
n-{b-[3,4-(Methylenedioxy)]phenylmethyl}-3,4(methylenedioxy)-benzaldimine
n,n-di-[3,4-(Methylenedioxy)phenylmethyl]-amine
1-[3,4(Methylenedioxy)]-4-(2bromopropyl)-benzene
2-Thienylcyclohexene
1-Pyrrolidinocyclohexane
carbonitrile
2-Methoxy-4-(2-bromopropyl)phenol
1,2-Dimethyl-3-phenylaziridine
Hydroxyskatole
Piperonal
1-[3,4(Methylenedioxy)]-4-(3bromopropyl)-benzene

2004 by CRC Press LLC

MW
106
167
208
208
208
211
167
129
158
250

Synthesis
Route

106
108
115
115
117
120
125
129
129
131

105
81
208
208
115
91
41
44
158
103

77
167
91
91
91
42
167
43
115
77

51
109
193
193
208
77

63
152
134
178
129
102

P1 P3
PC3
P1 P3
P1 P3
P1 P3
A1 M5
PC1
PC1
PC1
P1 P3

128
130
91

115
142
65

132

105

91

77

65

133
134
134
134
135

105
91
43
91
136

176
42
91
43
77

55
119
119
119
79

120
65
105
105
51

135

77

164

51

79

135

42

51

77

136

165 MD3

135

77

51

43

178

178 MD1 MD3

135

136

77

51

106

180 MD3 MD5

135

178

176

77

136

283 MD2

135

178

176

77

136

283 MD2

135

150

136

77

51

285 MD2

135

77

242

244

51

242 MD5

135
135

164
97

165
110

136
136

122
121

164 PC1B, 2B, 3B

178 PC2

137

244

246

165

135

244 MD5

146
147
149
149

105
146
150
119

42
62
121
91

132
63
63
163

91
89
65
242

147
147
150
242

223 A4
176
225
176
176
136

PC1
M5
P1
P1
MD3

164 MD1 MD3

M2 M3
MD2
MD2 MD3
MD5

PK1 PK2 PK3 PK4 PK5

MW

Synthesis
Route

1-Piperidinicyclohexyl carbonitrile
(pcc)
1-Pyrrolidinocyclohexene
1-Piperidinocyclohexene
1,2-Dimethoxy-4-(2bromopropyl)-benzene
1-Morpholinocyclohexane
carbonitrile
3,4-(Methylenedioxy)phenylmethanol
1,3-Diphenyl-2-methyl-2-pentene4-one
Safrole

149

150

191

164

124

192 PC1

150
150
151

151
164
179

122
165
107

136
136
258

95
122
260

151 PC2
165 PC1
258 MD5

151

124

81

136

108

194 PC3

152

137

93

65

151

152 MD2

159

91

144

160

141

250 P1 P3

162

104

131

103

77

1,2-(Dimethoxy)-4propenylbenzene
n-Formylmethylenedioxyamphetamine
Di-[3,4-(methylenedioxy)]phenylpropanone
n-{b-[3,4-(Methylenedioxy)]phenylisopropyl}-3,4(methylenedioxy)-enzylketimine
Di-[13,4-(methylenedioxy)phenyl-2-propyl]-amine
Di-[3,4-(methylenedioxy)-phenyl2-propyl]-methylamine
Eugenol
1,2-Dimethoxy-4-(3bromopropyl)-benzene
Diphenylmethane
4-Benzylpyrimidine
4-Methyl-5-phenylpyrimide
n-{b-[3,4-(Methylenedioxy)]phenylisopropyl}-3,4(methylenedioxy)-benzaldimine
4-Allyl-1,2-(dimethoxy)-benzene
1,2-(Dimethoxy)-4propenylbenzene
Bibenzyl
1,3,5-Triphenyl-2,4,6-trimethyl
benzene
Cis- or trans-stilbene
Trimethoxy-4-(2-bromopropyl)
benzene
2-Methyl-2-phenylmethyl-5phenyl-2,3-dihydropyrid-4-one

162

163

178

147

135

162

135

72

44

77

207 MD4

163

135

105

133

77

298 MD2

163

204

135

105

77

339 MD2

163

135

206

105

133

341 MD1

163

220

135

105

58

355 MD1

164
165

77
162

55
258

103
260

149
119

164 MD5
258 MD5

167
169
170
176

168
170
169
149

152
91
102
177

153
115
115
77

91
142
116
135

168 P3
170
170 A1
311 MD2

178
178

91
107

107
163

103
91

147
103

178 MD5
178 MD5

179
179

180
91

91
257

165
348

89
178

180 P3
348 P1 P3

180
181

179
209

178
288

165
290

89
148

180 P1 P3
277 MD5

186

91

158

143

187

277 A1

2004 by CRC Press LLC

162 MD1 MD3

MD5
178 MD3

PK1 PK2 PK3 PK4 PK5

1-(1-Phenylcyclohexyl)pyrrolidine (PCPV)
1-[1-(2-Thienyl)-cyclohexyl]pyrrolidine
1-(1-Phenylcyclohexyl)-piperidine
(PCP)
1-(1-Phenylcyclohexyl)morpholine
4-Allyl-trimethoxybenzene
1-Benzyl-3-methylnaphthalene
1,3-Dimethyl-2phenylnaphthalene
4-Methyl-5-phenyl-(2phenylmethyl)-pyridine
2-Methyl-3-phenyl-6phenylmethyl-pyridine
2,4-Dimethyl-3,5diphenylpyridine
2,6-Dimethyl-3,5diphenylpyridine
2,4-Dimethy;-3-phenyl-6phenylmethyl-pyridine
2,4-Diphenyl-3,5-dimethylphenol

91

70

152

229

229 PC2A

192

97

165

70

235

235 PC2B

200

91

242

243

186

243 PC1A

202

91

245

244

117

245 PC3A

208
232
232

193
217
215

161
108
217

133
215
108

105
202
202

208 MD5
232 A1
232 A1

258

259

243

244

260

259 A1

258

259

180

244

260

259 A1

259

260

244

115

215

259 A1

259

260

115

244

101

259 A1

272

273

258

55

57

273 A1

274

259

101

165

152

Amphetamine via Leuckart reaction

Amphetamine via benzaldehyde/nitroethane
Amphetamine via phenylacetone/hydroxylamine
Amphetamine via phenylacetone/ammonia
Methamphetamine via ephedrine reduction
Methamphetamine via Leuckart reaction
Phenylacetone via phenylacetic acid/acetic anhydride
Phenylacetone via phenylacetic acid/lead acetate
Piperidine/cyclohexane intermediate
Phenyl addition
Thionyl addition
Pyroldine/cyclohexane intermediate
Phenyl addition
Thionyl addition
Morpholine/cyclohexane intermediate
Phenyl addition
Thionyl addition
Largest ion
2nd largest ion
3rd largest ion

2004 by CRC Press LLC

Synthesis
Route

186

Synthesis Route Key

A1
A2
A3
A4
M2 M3
M5
P1
P3
PC1
PC1A
PC1B
PC2
PC2A
PC2B
PC3
PC3A
PC3B
PK1
PK2
PK3

MW

274

PK4
PK5
MW
MD2
MD3
MD5

4th largest ion

5th largest ion
Molecular weight
MDA via piperonal/nitroethane
MDMA via amination of MD-P-2-P
MDMA via safrole/HBr reaction

2004 by CRC Press LLC