Marquis reagent

Marquis reagent is used as a simple spot-test to presumptively identify alkaloids as well as other compounds. It is composed of a mixture of formaldehyde and concentrated sulfuric acid, which is dripped onto the substance being tested. The United States Department of Justice method for producing the reagent is the addition of 100 mL of concentrated (95–98%) sulfuric acid to 5 mL of 40% formaldehyde.^[1]^: 12 Different compounds produce different color reactions. Methanol may be added to slow down the reaction process to allow better observation of the colour change.^{[citation needed]}

History

Marquis reagent was first discovered in 1896^[2] and described by the Russian (Estonian) pharmacologist, Eduard Markus (1871–1944) (Russian: Эдуард Маркус)^[3] in his magister dissertation in 1896;^[4] and named after him,^[5] and was tested for the first time at the University of Dorpat. The reagent should be stored in the freezer for maximum shelf life.^[6]

It is the primary presumptive test used in Ecstasy reagent testing kits. It can also be used to test for such substances as opiates (e.g. codeine, heroin), and phenethylamines (e.g. 2C-B, mescaline).

The test is performed by scraping off a small amount of the substance and adding a drop of the reagent (which is initially clear and colorless). The results are analyzed by viewing the color of the resulting mixture, and by the time taken for the change in color to become apparent:

Results

Reagent test results develop very quickly and due to reactions with moisture and oxygen in air, any changes after the first 60 seconds should be discarded.^[7]

Marquis reagent test analysis
Substance	Color	Time (s)	Notes
MDMA or MDA	purple to black	0–5	May have dark purple tint
Amphetamine, or methamphetamine	orange to brown	0–5	May have a brown tint
2C-B	yellow to green	5–10	Color may change from initial result^[7]
DXM	gray to black	15–30	Initially no change; takes much longer to reach black than MDMA

Final colors produced by Marquis Reagent with various substances^[1]^: 3–6^[8]
Substance	Color
βk-2C-B	Bright orange 30min
2C-B	Green-yellow 30min
2C-I	Green-yellow 30min
2,5-Dimethoxy-4-bromoamphetamine (DOB)	Olive green – yellow
2-FMA	Rapidly fizzes and dissolves. Colourless/light yellow^{[citation needed]}
25I-NBOMe	Orange^{[citation needed]}
25C-NBOMe	Clear, Transparent^{[citation needed]}
25B-NBOMe	Dark green^{[citation needed]}
4F-MPH	Transparent, no reaction^{[citation needed]}
5-EAPB	Purple to black^{[citation needed]}
5-MeO-MiPT	Clear/light brown^[9]
Aspirin	Pink > deep red^[10]^[11]^[12]
Adrafinil	Deep reddish orange – dark reddish brown^{[citation needed]}
Benzphetamine	Deep reddish brown
Benzylpiperazine(BZP)	Clear (fizzes)
Buprenorphine	Pinkish violet
Butylone	Yellow^[8]
Chlorpromazine	Deep purplish red
Codeine	Very dark purple
Caffeine	Transparent, no change
Cocaine	Transparent, no change
d-Amphetamine	Strong reddish orange – dark reddish brown
d-Methamphetamine	Deep reddish orange – dark reddish brown
Diacetylmorphine (Heroin)	Deep purplish red
Dimethoxy-4-amylamphetamine (DMAA)	No color change (fizzes)
Dimethyltryptamine (DMT)	Orange
Diphenhydramine (DPH)	Yellow/orange > brown^[13]
Dimethoxymethamphetamine HCL (DMMA)	Moderate olive
Doxepin	Blackish red
Dristan	Dark grayish red
Exedrine	Dark red
LSD	Clear (no reaction), charring of paper may occur ^[14]
Methoxetamine	Slow pink^[8]
3,4-Methylenedioxyamphetamine (MDA)	Dark purple – black
Methylenedioxy-N-ethylamphetamine (MDEA)	Dark purple – black
Methylenedioxymethamphetamine (MDMA)	Dark purple – black
Methylenedioxypropylamphetamine (MDPR)	Dark purple – black
Methylone (M1/bk-MDMA/MDMC)	Yellow
Methylenedioxypyrovalerone (MDPV)	Yellow
Pethidine/Meperidine	Deep brown
Mescaline	Strong orange
Methadone	Light yellowish pink
Methylphenidate	Moderate orange yellow
Methylene Blue	Dark green
Modafinil	Yellow/orange – brown^[15]
Morphine	Deep purplish red
Opium	Dark grayish reddish brown
Oxycodone	Pale violet
Propoxyphene	Blackish purple
Sugar	Dark brown

Mechanism

The colour change from morphine is proposed to be a result of two molecules of morphine and two molecules of formaldehyde condensing to the dimeric product which is protonated to the oxocarbenium salt.^[16]

References

^ ^a ^b "Color Test Reagents/Kits for Preliminary Identification of Drugs of Abuse" (PDF). Law Enforcement and Corrections Standards and Testing Program. July 2000. Retrieved 24 July 2011.
^ Toxicology. Volume 2 : mechanisms and analytical methods — New York, New York ; San Francisco, California : Academic Press, 1961 — p. 247.
^ Каталог диссертаций Дерптского Университета с 1811 по 1914 гг. Archived 4 March 2016 at the Wayback Machine // Ин-т экспериментальной медицины
^ Markus, Eduard. Über den Verbleib des Morphin im tierischen Organismus. Magister Dissertation 1896, Jurjew, Arb. Der Pharm. Inst. zu Dorpat 15, 117 (1896);
Pharmazeutische Zentralhalle für Deutschland., 814 (1896);
Pharmazeutische Zeitschrift für Russland. 38, 549 (1896).
^ Юрген Торвальд Сто лет криминалистики — М: Прогресс, 1974
^ "FAQ". ElevationChemicals. Retrieved 2 December 2018.
^ ^a ^b "Reagent Testing Instructions". Retrieved 21 December 2016.
^ ^a ^b ^c Morris, Jeremiah. Color Tests and Analytical Difficulties with Emerging Drugs (PDF). Johnson County Sheriff’s Office Criminalistics Laboratory: NIST. p. 36. Retrieved 10 May 2014.
^ "EcstasyData 5-MeO-MiPT". EcstasyData.
^ "Controlled Substances Procedures Manual" (PDF). Virginia Department of Forensic Science. 2013. Archived from the original (PDF) on 13 August 2013. Retrieved 6 August 2013.
^ "Color Test Reagents/Kits for Preliminary Identification of Drugs of Abuse" (PDF). Law Enforcement and Corrections Standards and Testing Program. July 2000. Retrieved 24 July 2011.
^ O’Neal, C. L.; Crouch, D. J.; Fatah, A. A. (2000). "Validation of twelve chemical spot tests for the detection of drugs of abuse". Forensic Science International. 109 (3): 189–201. doi:10.1016/S0379-0738(99)00235-2. PMID 10725655.
^ Johns, S. H.; Wist, A. A.; Najam, A. R. (1 July 1979). "Spot Tests: A Color Chart Reference for Forensic Chemists" (PDF). Journal of Forensic Sciences. 24 (3): 631. doi:10.1520/JFS10882J. S2CID 68755072. Archived from the original (PDF) on 25 February 2020.
^ "Marquis and LSD: Is color change visible?". Erowid. Erowid. Retrieved 31 March 2024.
^ Morris, Jeremiah (2004). "Analytical Profile of Modafinil" (PDF). Microgram Journal. 3 (1–2): 28. Retrieved 9 October 2013.
^ Lancashire, Robert J. (13 October 2011). "Unit 9: Crime - Reagent Kits". University of the West Indies, Mona Campus. Retrieved 17 March 2014.

External links

[NIJColorTest-1] "Color Test Reagents/Kits for Preliminary Identification of Drugs of Abuse" (PDF). Law Enforcement and Corrections Standards and Testing Program. July 2000. Retrieved 24 July 2011.

[tox-2] Toxicology. Volume 2 : mechanisms and analytical methods — New York, New York ; San Francisco, California : Academic Press, 1961 — p. 247.

[3] Каталог диссертаций Дерптского Университета с 1811 по 1914 гг. Archived 4 March 2016 at the Wayback Machine // Ин-т экспериментальной медицины

[4] Markus, Eduard. Über den Verbleib des Morphin im tierischen Organismus. Magister Dissertation 1896, Jurjew, Arb. Der Pharm. Inst. zu Dorpat 15, 117 (1896);
Pharmazeutische Zentralhalle für Deutschland., 814 (1896);
Pharmazeutische Zeitschrift für Russland. 38, 549 (1896).

[5] Юрген Торвальд Сто лет криминалистики — М: Прогресс, 1974

[6] "FAQ". ElevationChemicals. Retrieved 2 December 2018.

[Reagent_test_instructions-7] "Reagent Testing Instructions". Retrieved 21 December 2016.

[morris-8] Morris, Jeremiah. Color Tests and Analytical Difficulties with Emerging Drugs (PDF). Johnson County Sheriff’s Office Criminalistics Laboratory: NIST. p. 36. Retrieved 10 May 2014.

[9] "EcstasyData 5-MeO-MiPT". EcstasyData.

[Virginia-10] "Controlled Substances Procedures Manual" (PDF). Virginia Department of Forensic Science. 2013. Archived from the original (PDF) on 13 August 2013. Retrieved 6 August 2013.

[DOJmanual-11] "Color Test Reagents/Kits for Preliminary Identification of Drugs of Abuse" (PDF). Law Enforcement and Corrections Standards and Testing Program. July 2000. Retrieved 24 July 2011.

[Validation-12] O’Neal, C. L.; Crouch, D. J.; Fatah, A. A. (2000). "Validation of twelve chemical spot tests for the detection of drugs of abuse". Forensic Science International. 109 (3): 189–201. doi:10.1016/S0379-0738(99)00235-2. PMID 10725655.

[13] Johns, S. H.; Wist, A. A.; Najam, A. R. (1 July 1979). "Spot Tests: A Color Chart Reference for Forensic Chemists" (PDF). Journal of Forensic Sciences. 24 (3): 631. doi:10.1520/JFS10882J. S2CID 68755072. Archived from the original (PDF) on 25 February 2020.

[14] "Marquis and LSD: Is color change visible?". Erowid. Erowid. Retrieved 31 March 2024.

[microgram2005-15] Morris, Jeremiah (2004). "Analytical Profile of Modafinil" (PDF). Microgram Journal. 3 (1–2): 28. Retrieved 9 October 2013.

[UWI_Mina_CHEM2402-16] Lancashire, Robert J. (13 October 2011). "Unit 9: Crime - Reagent Kits". University of the West Indies, Mona Campus. Retrieved 17 March 2014.

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Marquis reagent

History

Results

Mechanism

See also

References

External links

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