Chemistry: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
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
H360
P201, P202, P281, P308+313, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references
Tracking categories (test):

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.[2]

MBP is also the secondary metabolite of butyl benzyl phthalate, less than monobenzyl phthalate (MBzP). It hydrolyses to phthalic acid and 1-butanol.[3]

References

  1. 1.0 1.1 1.2 1.3 1.4 "Monobutyl phthalate". National Center for Biotechnology Information, U.S. National Library of Medicine. January 4, 2020. https://pubchem.ncbi.nlm.nih.gov/compound/Monobutyl-phthalate. Retrieved January 10, 2020. 
  2. "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. 2015. doi:10.1007/s40618-015-0279-6. PMID 25903692. 
  3. 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.