Simon's reagent is used as a simple spot-test to presumptively identify
alkaloids as well as other compounds. It reacts with
secondary amines
In chemistry, amines (, ) are compounds and functional groups that contain a basic nitrogen atom with a lone pair. Amines are formally derivatives of ammonia (), wherein one or more hydrogen atoms have been replaced by a substituent such ...
like MDMA and methamphetamine to give a blue solution.
Uses
The primary use of this reagent is for detecting secondary amines, such as
MDMA
3,4-Methylenedioxymethamphetamine (MDMA), commonly seen in tablet form (ecstasy) and crystal form (molly or mandy), is a potent empathogen–entactogen with stimulant properties primarily used for recreational purposes. The desire ...
and
methamphetamine, and is typically used after the mecke or marquis reagents to differentiate between the two mentioned and
amphetamine or
MDA
MDA, mda, or ''variation'', may refer to:
Places
* Moldova, a country in Europe with the ISO 3166-1 country code MDA Politics
* Meghalaya Democratic Alliance (2018), ruling coalition government in the Indian State of Meghalaya led by National Pe ...
.
Chemistry
The reagent is typically provided in two parts:
* A mixture of 2%
sodium nitroprusside
Sodium nitroprusside (SNP), sold under the brand name Nitropress among others, is a medication used to lower blood pressure. This may be done if the blood pressure is very high and resulting in symptoms, in certain types of heart failure, and d ...
and 2%
acetaldehyde in water (solution A)
* A solution of 2%
sodium carbonate in water (solution B)
Separate storage of the aldehyde and base are necessary to prevent aldol polymerisation of the aldehyde.
When exposed to an amine, reaction with acetaldehyde produces the
enamine
An enamine is an unsaturated compound derived by the condensation of an aldehyde or ketone with a secondary amine. Enamines are versatile intermediates.
:
The word "enamine" is derived from the affix ''en''-, used as the suffix of alkene, and t ...
, which subsequently reacts with
sodium nitroprusside
Sodium nitroprusside (SNP), sold under the brand name Nitropress among others, is a medication used to lower blood pressure. This may be done if the blood pressure is very high and resulting in symptoms, in certain types of heart failure, and d ...
to the
imine
In organic chemistry, an imine ( or ) is a functional group or organic compound containing a carbon–nitrogen double bond (). The nitrogen atom can be attached to a hydrogen or an organic group (R). The carbon atom has two additional single bon ...
. Finally, the
iminium
In organic chemistry, an iminium cation is a polyatomic ion with the general structure . They are common in synthetic chemistry and biology.
Structure
Iminium cations adopt alkene-like geometries. The central C=N unit is nearly coplanar with al ...
salt is hydrolysed to the bright blue
Simon-Awe complex.
Acetaldehyde can be replaced with
acetone
Acetone (2-propanone or dimethyl ketone), is an organic compound with the formula . It is the simplest and smallest ketone (). It is a colorless, highly volatile and flammable liquid with a characteristic pungent odour.
Acetone is miscib ...
, in which case the reagent detects
primary amines
In chemistry, amines (, ) are compounds and functional groups that contain a basic nitrogen atom with a lone pair. Amines are formally derivatives of ammonia (), wherein one or more hydrogen atoms have been replaced by a substituent s ...
instead, giving a purple coloured product.
Testing Method
A drop from each solution (A and B) is dripped onto the substance being tested, causing the two solutions to mix together.
See also
*
Drug checking Drug checking or pill testing is a way to reduce the harm from drug consumption by allowing users to find out the content and purity of substances that they intend to consume. This empowers users to make safer choices: to avoid more dangerous substa ...
*
Dille–Koppanyi reagent
*
Folin's reagent
Folin's reagent or sodium 1,2-naphthoquinone-4-sulfonate is a chemical reagent used as a derivatizing agent to measure levels of amines and amino acids. The reagent reacts with them in alkaline solution to produce a fluorescent material that can ...
*
Froehde reagent The Froehde reagent is used as a simple spot-test to presumptively identify alkaloids, especially opioids, as well as other compounds. It is composed of a mixture of molybdic acid or a molybdate salt dissolved in hot, concentrated sulfuric acid, wh ...
*
Liebermann reagent The Liebermann reagent named after Hungarian chemist Leo Liebermann (1852-1926) is used as a simple spot-test to presumptively identify alkaloids as well as other compounds. It is composed of a mixture of potassium nitrite and concentrated sulfuri ...
*
Mandelin reagent The Mandelin reagent is used as a simple spot-test to presumptively identify alkaloids as well as other compounds. It is composed of a mixture of ammonium metavanadate and concentrated sulfuric acid. Its primary use is for the detection of ketamine ...
*
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 St ...
*
Mecke reagent
The Mecke reagent is used as a simple spot-test to presumptively identify alkaloids as well as other compounds. It is composed of a mixture of selenous acid and concentrated sulfuric acid, which is dripped onto the substance being tested.
The Unit ...
*
Zwikker reagent The Zwikker reagent is used as a simple spot-test to presumptively identify barbiturates. It is composed of a mixture of two solutions. Part A is 0.5 g of copper (II) sulfate in 100 ml of distilled water. Part B consists of 5% pyridine (v/v) in ch ...
References
{{reflist
Chemical tests
Analytical reagents
Drug testing reagents