Monobutyl phthalate

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Monobutyl phthalate
Monobutylphthalate Structural Formula.svg
Names
Preferred IUPAC name
2-(Butoxycarbonyl)benzoic acid
Other names
1,2-Benzenedicarboxylic acid, monobutyl ester[1]
2-(Butoxycarbonyl)benzoic acid[1]
Butyl hydrogenphthalate[1]
Mono-n-butyl phthalate[1]
Phthalic acid, monobutyl ester[1]
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.004.580 Edit this at Wikidata
EC Number
  • 205-036-2
UNII
Properties
C12H14O4
Molar mass 222.240 g·mol−1
Appearance White solid
Melting point 73.5 °C (164.3 °F; 346.6 K)
Hazards
GHS pictograms GHS08: Health hazard
GHS Signal word Danger
GHS hazard statements
H360
P201, P202, P281, P308+313, P405, P501
Lethal dose or concentration (LD, LC):
LD50 (median dose)
1,000 mg kg−1 (mouse, intraperitoneal)[1][2]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Monobutyl phthalate (MBP) is an organic compound with the condensed structural formula CH3(CH2)3OOCC6H4COOH. It is a white solid that features both an butyl ester group and a carboxylic acid group. It is the major metabolite of dibutyl phthalate. Like many phthalates, MBP has attracted attention as a potential endocrine disruptor.[3]

MBP is also the secondary metabolite of butyl benzyl phthalate, less than monobenzyl phthalate (MBzP). It hydrolyses to phthalic acid and 1-butanol.[4]

References[]

  1. ^ Jump up to: a b c d e f "Monobutyl phthalate". PubChem. National Center for Biotechnology Information, U.S. National Library of Medicine. January 4, 2020. Retrieved January 10, 2020.
  2. ^ Chambon, Pierre; Riotte, Maurice; Daudon, Marc; Chambon-Mougenot, Renée; Bringuier, Janine (1971). "Etude du métabolisme des phtalates de dibutyle et de diéthyle chez le Rat" [Metabolism of dibutyl and diethyl phthalates in the rat]. Comptes Rendus de l'Académie des Sciences, Série D (in French). 273 (22): 2165–2168. PMID 5003086.
  3. ^ Hu Y, Dong C, Chen M, Chen Y, Gu A, Xia Y, Sun H, Li Z, Wang Y. "Effects of monobutyl phthalate on steroidogenesis through steroidogenic acute regulatory protein regulated by transcription factors in mouse Leydig tumor cells". Journal of Endocrinological Investigation. 38 (8): 875–884. doi:10.1007/s40618-015-0279-6.
  4. ^ Huang, Jingyu; Nkrumah, Philip N.; Li, Yi; Appiah-Sefah, Gloria (2013). "Chemical Behavior of Phthalates Under Abiotic Conditions in Landfills". Reviews of Environmental Contamination and Toxicology. 224. New York, NY: Springer Science+Business Media. pp. 39–52. doi:10.1007/978-1-4614-5882-1_2. ISBN 9781461458814. PMID 23232918.
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