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]

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.[7]

Marquis reagent test analysis
SubstanceColorTime (s)Notes
MDMA or MDApurple to black0–5May have dark purple tint
Amphetamine, or methamphetamineorange to brown0–5May have a brown tint
2C-Byellow to green5–10Color may change from initial result[7]
DXMgray to black15–30Initially no change; takes much longer to reach black than MDMA
Final colors produced by Marquis Reagent with various substances[1]: 3–6 [8]
SubstanceColor
βk-2C-BBright orange 30min
2C-BGreen-yellow 30min
2C-IGreen-yellow 30min
2,5-Dimethoxy-4-bromoamphetamine (DOB)Olive green – yellow
2-FMARapidly fizzes and dissolves. Colourless/light yellow[citation needed]
25I-NBOMeOrange[citation needed]
25C-NBOMeClear, Transparent[citation needed]
25B-NBOMeDark green[citation needed]
4F-MPHTransparent, no reaction[citation needed]
5-EAPBPurple to black[citation needed]
5-MeO-MiPTClear/light brown[9]
AspirinPink > deep red[10][11][12]
AdrafinilDeep reddish orange – dark reddish brown[citation needed]
BenzphetamineDeep reddish brown
Benzylpiperazine(BZP)Clear (fizzes)
BuprenorphinePinkish violet
ButyloneYellow[8]
ChlorpromazineDeep purplish red
CodeineVery dark purple
CaffeineTransparent, no change
CocaineTransparent, no change
d-AmphetamineStrong reddish orange – dark reddish brown
d-MethamphetamineDeep 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
DoxepinBlackish red
DristanDark grayish red
ExedrineDark red
LSDClear (no reaction), charring of paper may occur [14]
MethoxetamineSlow 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/MeperidineDeep brown
MescalineStrong orange
MethadoneLight yellowish pink
MethylphenidateModerate orange yellow
Methylene BlueDark green
ModafinilYellow/orange – brown[15]
MorphineDeep purplish red
OpiumDark grayish reddish brown
OxycodonePale violet
PropoxypheneBlackish purple
SugarDark 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]

See also

References