Alkyl phosphate

Alkyl phosphates belong to a group of organic compounds called organophosphates. They are esters of phosphoric acid H3PO4 and corresponding alcohol. 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 are alkyl phosphates, as are nucleic acids such as DNA and RNA. Alkyl phosphates are also important medicinally, for example the HIV drug AZT is inactive until it becomes an alkyl phosphate in vivo.

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.[1] Levels in the urine have been used as a method of trying to determine levels of exposure to organophosphates; however, it is unclear how well they do this.[2]

Health effects

Exposure to dialkyl phosphate during pregnancy appears to increase the risk of ADHD.[3]

Trialkyl phosphate

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

References
  1. Blumenthal, Jennifer G. (1970). Coden for periodical titles (including non-periodical titles and deleted coden); an aid to the storage and retrieval of information and to communication involving journal references. Philadelphia: American Society for Testing and Materials. p. 99. ISBN 0-8031-2007-9.
  2. Sudakin DL, Stone DL (November 2011). "Dialkyl phosphates as biomarkers of organophosphates: the current divide between epidemiology and clinical toxicology". Clin Toxicol. 49 (9): 771–81. doi:10.3109/15563650.2011.624101. PMID 22077242. S2CID 26578701.
  3. de Cock M, Maas YG, van de Bor M (August 2012). "Does perinatal exposure to endocrine disruptors induce autism spectrum and attention deficit hyperactivity disorders? Review". Acta Paediatr. 101 (8): 811–8. doi:10.1111/j.1651-2227.2012.02693.x. PMID 22458970. S2CID 41748237.
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