Alkyl phosphate
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Alkyl phosphates belong to a group of
organic compound In chemistry, organic compounds are generally any chemical compounds that contain carbon-hydrogen or carbon-carbon bonds. Due to carbon's ability to catenate (form chains with other carbon atoms), millions of organic compounds are known. Th ...
s called
organophosphate In organic chemistry, organophosphates (also known as phosphate esters, or OPEs) are a class of organophosphorus compounds with the general structure , a central phosphate molecule with alkyl or aromatic substituents. They can be considered ...
s. They are
ester In chemistry, an ester is a compound derived from an oxoacid (organic or inorganic) in which at least one hydroxyl group () is replaced by an alkoxy group (), as in the substitution reaction of a carboxylic acid and an alcohol. Glycerides ...
s of
phosphoric acid Phosphoric acid (orthophosphoric acid, monophosphoric acid or phosphoric(V) acid) is a colorless, odorless phosphorus-containing solid, and inorganic compound with the chemical formula . It is commonly encountered as an 85% aqueous solution, w ...
H3PO4 and corresponding
alcohol Alcohol most commonly refers to: * Alcohol (chemistry), an organic compound in which a hydroxyl group is bound to a carbon atom * Alcohol (drug), an intoxicant found in alcoholic drinks Alcohol may also refer to: Chemicals * Ethanol, one of sev ...
. For example, the formula of methyl phosphate is CH3-H2PO4, dimethyl phosphate – (CH3)2HPO4 and trimethyl phosphate – (CH3)3PO4. Alkyl phosphates are widely distributed in nature, and form the basis of most biological processes. For example, high energy metabolites such as ATP and
PEP Pep is energy or high spirits; it may refer to: * Pep band, an ensemble of instrumentalists * Pep, the dog in ''Putt-Putt'' (series) * Neilson Dairy confectionery brand * Pep, New Mexico * Pep, Texas * Pep Cereal, by Kellogg * Pep Comics, by MLJ ...
are alkyl phosphates, as are nucleic acids such as DNA and RNA. Alkyl phosphates are also important medicinally, for example the HIV drug
AZT Zidovudine (ZDV), also known as azidothymidine (AZT), is an antiretroviral medication used to prevent and treat HIV/AIDS. It is generally recommended for use in combination with other antiretrovirals. It may be used to prevent mother-to-child ...
is inactive until it becomes an alkyl phosphate
in vivo Studies that are ''in vivo'' (Latin for "within the living"; often not italicized in English) are those in which the effects of various biological entities are tested on whole, living organisms or cells, usually animals, including humans, and p ...
.


Dialkyl phosphate

In Dialkyl phosphates, two of the hydrogens in phosphoric acid are replaced by alkyl groups, e.g. dimethyl phosphate – (CH3)2HPO4


Agricultural use

Dialkyl phosphates or dialkyl phosphate esters are used in many agricultural chemicals. Levels in the urine have been used as a method of trying to determine levels of exposure to
organophosphates In organic chemistry, organophosphates (also known as phosphate esters, or OPEs) are a class of organophosphorus compounds with the general structure , a central phosphate molecule with alkyl or aromatic substituents. They can be considered ...
; however, it is unclear how well they do this.


Health effects

Exposure to dialkyl phosphate during pregnancy appears to increase the risk of
ADHD Attention deficit hyperactivity disorder (ADHD) is a neurodevelopmental disorder characterised by excessive amounts of inattention, hyperactivity, and impulsivity that are pervasive, impairing in multiple contexts, and otherwise age-inap ...
.{{cite journal , vauthors=de Cock M, Maas YG, van de Bor M, title=Does perinatal exposure to endocrine disruptors induce autism spectrum and attention deficit hyperactivity disorders? Review , journal=Acta Paediatr. , volume=101 , issue=8 , pages=811–8 , date=August 2012 , pmid=22458970 , doi=10.1111/j.1651-2227.2012.02693.x , s2cid=41748237


Trialkyl phosphate

In Trialkyl phosphates, all three hydrogens in phosphoric acid are replaced by alkyl groups, e.g. trimethyl phosphate – (CH3)3PO4.


References

Organophosphates Phosphate esters