1. SWAFS Conference October 22-26, 2012 Scottsdale, AZ
Southwestern Association of Forensic Scientists
SWAFS Conference
October 22-26, 2012
Scottsdale, AZ
SWAFS Conference 2012, Scottsdale, AZ
SWAFS Conference 2012, Scottsdale, AZ

2. Utilizing Heptafluorobutyric Anhydride (HFBA) to Confirm the Identity of Designer Drugs
Benny J. Lum
Broward Sheriff’s Office
Crime Laboratory
Fort Lauderdale, Florida
SWAFS Conference 2012, Scottsdale, AZ
SWAFS Conference 2012, Scottsdale, AZ

3. References SWAFS Conference 2012, Scottsdale, AZ

4. References Wikipedia SWAFS Conference 2012, Scottsdale, AZ

5. References Wikipedia McMurry, John. Organic Chemistry 5th edition
(2000). Brooks/Cole.
SWAFS Conference 2012, Scottsdale, AZ
SWAFS Conference 2012, Scottsdale, AZ

6. References Wikipedia McMurry, John. Organic Chemistry 5th edition
(2000). Brooks/Cole.
Knapp, Daniel R., Handbook of Analytical Derivatization Reactions (1979). John Wiley & Sons; New York.
SWAFS Conference 2012, Scottsdale, AZ
SWAFS Conference 2012, Scottsdale, AZ

7. References Wikipedia McMurry, John. Organic Chemistry 5th edition
(2000). Brooks/Cole.
Knapp, Daniel R., Handbook of Analytical Derivatization Reactions (1979). John Wiley & Sons; New York.
Lum, Benny. A Rapid Single Tube Chemical Derivatization Extraction Method to Identify Mixtures of Phenethylamines using a Finnigan Trace GC/Tempus TOF (Time of Flight) Mass Spectrometer. SWAFS Journal (2005) Vol 27, 1, p 43-52
SWAFS Conference 2012, Scottsdale, AZ
SWAFS Conference 2012, Scottsdale, AZ

8. Designer Drug SWAFS Conference 2012, Scottsdale, AZ

9. Designer Drug
Designer Drugs are drugs that are created (or marketed, if they had already existed) to avoid the provisions of existing drug laws, usually by preparing analogs or derivatives of existing drugs by modifying their chemical structure to varying degrees…
-source, Wikipedia
SWAFS Conference 2012, Scottsdale, AZ
SWAFS Conference 2012, Scottsdale, AZ

10. Terminology SWAFS Conference 2012, Scottsdale, AZ

11. Terminology Isomers SWAFS Conference 2012, Scottsdale, AZ

12. Terminology Isomers 1. Constitutional- (structural isomers)
SWAFS Conference 2012, Scottsdale, AZ
SWAFS Conference 2012, Scottsdale, AZ

13. Terminology Isomers 1. Constitutional- (structural isomers)
2. Sterioisomers
Enatiomers
Diasteromer
Cis-trans isomers
Conformers
Rotamers
SWAFS Conference 2012, Scottsdale, AZ
SWAFS Conference 2012, Scottsdale, AZ

14. Source: Wikipedia

15. Terminology Isomers Homolog SWAFS Conference 2012, Scottsdale, AZ

16. Terminology Isomers Homolog SWAFS Conference 2012, Scottsdale, AZ

17. Terminology Isomers Homolog Analog
SWAFS Conference 2012, Scottsdale, AZ
SWAFS Conference 2012, Scottsdale, AZ

18. Terminology Isomers Homolog Analog Functional Analog
SWAFS Conference 2012, Scottsdale, AZ
SWAFS Conference 2012, Scottsdale, AZ

19. Terminology Isomers Homolog Analog Functional Analog Source: Wikipedia
SWAFS Conference 2012, Scottsdale, AZ
SWAFS Conference 2012, Scottsdale, AZ

20. Terminology Isomers Homolog Analog Functional Analog Structural Analog
SWAFS Conference 2012, Scottsdale, AZ
SWAFS Conference 2012, Scottsdale, AZ

21. Terminology Isomers Homolog Analog Functional Analog Structural Analog
Source: Wikipedia
SWAFS Conference 2012, Scottsdale, AZ
SWAFS Conference 2012, Scottsdale, AZ

22. Terminology Isomers Homolog Analog Functional Analog Structural Analog
Source: Wikipedia
SWAFS Conference 2012, Scottsdale, AZ
SWAFS Conference 2012, Scottsdale, AZ

23. Leap of Faith SWAFS Conference 2012, Scottsdale, AZ

24. Leap of Faith Sciencecartoonsplus.com
SWAFS Conference 2012, Scottsdale, AZ
SWAFS Conference 2012, Scottsdale, AZ

25. Leap of Faith Instrumentation SWAFS Conference 2012, Scottsdale, AZ

26. Leap of Faith Instrumentation Tuning
SWAFS Conference 2012, Scottsdale, AZ
SWAFS Conference 2012, Scottsdale, AZ

27. Leap of Faith Instrumentation Tuning Columns selection
SWAFS Conference 2012, Scottsdale, AZ
SWAFS Conference 2012, Scottsdale, AZ

28. Leap of Faith Instrumentation Tuning Columns selection Range of scans
SWAFS Conference 2012, Scottsdale, AZ
SWAFS Conference 2012, Scottsdale, AZ

29. Leap of Faith Instrumentation Types of Samples Tuning
Columns selection
Range of scans
Types of Samples
SWAFS Conference 2012, Scottsdale, AZ
SWAFS Conference 2012, Scottsdale, AZ

30. Types of Samples

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40. Heptafluorobutyric Anhydride (HFBA)
SWAFS Conference 2012, Scottsdale, AZ

41. SWAFS Conference 2012, Scottsdale, AZ
HFBA structure
Molecular weight 410
Key piece is C4OF7
Key factor is 196 (cation)
SWAFS Conference 2012, Scottsdale, AZ

42. SWAFS Conference 2012, Scottsdale, AZ
HFBA-Advantages
Robust
Reaction at room temperature
Set-up is approximately 5 minutes
Stable and predictable compounds
Great with mixtures
Can be stored at room temperature
SWAFS Conference 2012, Scottsdale, AZ

43. SWAFS Conference 2012, Scottsdale, AZ
HFBA-Disadvantages
Unfortunately HFBA has not work with synthetic cannabis compounds
HFBA requires either primary or 2nd amine
Hydroscopic reagent
Odorous
SWAFS Conference 2012, Scottsdale, AZ

44. SWAFS Conference 2012, Scottsdale, AZ
Use of HFBA
SWAFS Conference 2012, Scottsdale, AZ

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55. Types of Samples

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69. Heptafluorobutyric Anhydride (HFBA)
on cathinones
SWAFS Conference 2012, Scottsdale, AZ
SWAFS Conference 2012, Scottsdale, AZ

70. Heptafluorobutyric Anhydride (HFBA)
SWAFS Conference 2012, Scottsdale, AZ
SWAFS Conference 2012, Scottsdale, AZ

71. Heptafluorobutyric Anhydride (HFBA)
Slide courtesy of Wikipedia
SWAFS Conference 2012, Scottsdale, AZ
SWAFS Conference 2012, Scottsdale, AZ

72. Heptafluorobutyric Anhydride (HFBA)
Slide courtesy of Wikipedia
SWAFS Conference 2012, Scottsdale, AZ
SWAFS Conference 2012, Scottsdale, AZ

73. Heptafluorobutyric Anhydride (HFBA)
SWAFS Conference 2012, Scottsdale, AZ

74. Heptafluorobutyric Anhydride (HFBA)
SWAFS Conference 2012, Scottsdale, AZ

75. Samples A real typical case SWAFS Conference 2012, Scottsdale, AZ

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A closer look
Using HFBA on this case
SWAFS Conference 2012, Scottsdale, AZ

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112. Heptafluorobutyric Anhydride (HFBA)
Distinguishing isomers
3-fluoromethcathinone (3-FMC) v 4-fluoromethcathinone (4-FMC)
SWAFS Conference 2012, Scottsdale, AZ
SWAFS Conference 2012, Scottsdale, AZ

113. Fig 5. GC and MS of 3-fluoromethcathinone

114. Fig. 6. GC and MS of 4-fluoromethcathinone

116. Fig. 8. GC peaks of parent and derivatized 4-methcathinone

117. Fig. 9. Mass spectra of 3-FMC v (bottom) 4-FMC, HFBA derivatized

118. HFBA sensitivity Case sample SWAFS Conference 2012, Scottsdale, AZ

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124. Some Interesting HFBA samples

134. That’s all Folks
Thank you