Marquis reagent

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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.<ref name="NIJColorTest">Template:Cite web</ref>Template:Rp Different compounds produce different color reactions. Methanol may be added to slow down the reaction process to allow better observation of the colour change.Template:Citation needed

History

Marquis reagent was first discovered and tested in 1896 by pharmacologist Eduard Marquis (1871–1944), then a student of Rudolf Kobert at the University of Dorpat (in Tartu, Estonia).<ref>Template:Citation</ref><ref>Template:Citation</ref><ref>Template:Citation</ref><ref name=tox>Toxicology. Volume 2 : mechanisms and analytical methods — New York, New York; San Francisco, California : Academic Press, 1961 — p. 247.</ref> The reagent was described by Marquis in his Master of Pharmacy dissertation in 1896<ref>Marquis, 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).</ref> and subsequently named after him.

The reagent should be stored in the freezer for maximum shelf life.<ref>Template:Cite web</ref>

The above photo shows the positive results of the number 2 Marquis reagent presumptive drug test when used with a sample of opium.

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.<ref name="Reagent test instructions"/>

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<ref name="Reagent test instructions">Template:Cite web</ref>
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<ref name="NIJColorTest" />Template:Rp<ref name="morris">Template:Cite conference</ref>
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 yellowTemplate:Citation needed
25I-NBOMe OrangeTemplate:Citation needed
25C-NBOMe Clear, TransparentTemplate:Citation needed
25B-NBOMe Dark greenTemplate:Citation needed
4F-MPH Transparent, no reactionTemplate:Citation needed
5-EAPB Purple to blackTemplate:Citation needed
5-MeO-MiPT Clear/light brown<ref>Template:Cite web</ref>
Aspirin Pink > deep red<ref name='Virginia'>Template:Cite web</ref><ref name="DOJmanual">Template:Cite web</ref><ref name="Validation">Template:Cite journal</ref>
Adrafinil Deep reddish orange – dark reddish brownTemplate:Citation needed
Benzphetamine Deep reddish brown
Benzylpiperazine(BZP) Clear (fizzes)
Buprenorphine Pinkish violet
Butylone Yellow<ref name="morris" />
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<ref>Template:Cite journal</ref>
Dimethoxymethamphetamine HCL (DMMA) Moderate olive
Doxepin Blackish red
Dristan Dark grayish red
Exedrine Dark red
LSD Clear (no reaction), charring of paper may occur <ref>Template:Cite web</ref>
Methoxetamine Slow pink<ref name="morris" />
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<ref name='microgram2005'>Template:Cite journal</ref>
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.<ref name='UWI Mina CHEM2402'>Template:Cite web</ref>

See also

References

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