Monobenzyl phthalate

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Monobenzyl phthalate
Monoisobenzylphthalate Structure.svg
Names
Preferred IUPAC name
2-[(Benzyloxy)carbonyl]benzoic acid
Other names
Phthalic Acid Monobenzyl Ester[1]
Benzyl hydrogen phthalate[1]
1,2-Benzenedicarboxylic acid, mono(phenylmethyl) ester[1]
Mono(phenylmethyl) 1,2-benzenedicarboxylate[1]
2-phenylmethoxycarbonylbenzoic acid[1]
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.017.974 Edit this at Wikidata
EC Number
  • 219-771-1
UNII
  • InChI=1S/C15H12O4/c16-14(17)12-8-4-5-9-13(12)15(18)19-10-11-6-2-1-3-7-11/h1-9H,10H2,(H,16,17)
    Key: XIKIUQUXDNHBFR-UHFFFAOYSA-N
  • C1=CC=C(C=C1)COC(=O)C2=CC=CC=C2C(=O)O
Properties
C15H12O4
Molar mass 256.257 g·mol−1
Hazards
GHS labelling:
GHS07: Exclamation mark
Warning
H319
P264, P280, P305+P351+P338, P337+P313
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Monobenzyl phthalate (MBzP) also known as benzene-1, 2-dicarboxylic acid is an organic compound with the condensed structural formula C6H5CH2OOCC6H4COOH. It is the major metabolite of butyl benzyl phthalate(BBP), a common plasticizer.[2]BBP can also be metabolized into monobutyl phthalate (MBP).[3][4] Like many phthalates, BBP has attracted attention as a potential endocrine disruptor.[5][6][7]

References[edit]

  1. ^ a b c d e "Monobenzyl phthalate". PubChem. National Center for Biotechnology Information, U.S. National Library of Medicine. February 29, 2020. Retrieved March 5, 2020.
  2. ^ Chatterjee, Subhankar; Karlovsky, Petr (June 2010). "Removal of the endocrine disrupter butyl benzyl phthalate from the environment". Applied Microbiology and Biotechnology. 87 (1): 61–73. doi:10.1007/s00253-010-2570-y. PMC 2872021. PMID 20396882.
  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. Vol. 224. New York, NY: Springer Science+Business Media. pp. 39–52. doi:10.1007/978-1-4614-5882-1_2. ISBN 9781461458814. PMID 23232918.
  4. ^ Saillenfait AM, Sabaté JP, Gallissot F (2002). "Comparative embryotoxicities of butyl benzyl phthalate, mono-n-butyl phthalate and mono-benzyl phthalate in mice and rats: in vivo and in vitro observations". Reproductive Toxicology. 17 (5): 575–83. doi:10.1016/s0890-6238(03)00102-3. PMID 14555196.
  5. ^ Du, Zuo; Cao, Yun-Feng; Li, Sai-Nan; Hu, Cui-Min; Fu, Zhi-Wei; Huang, Chun-Ting; Sun, Xiao-Yu; Liu, Yong-Zhe; Yang, Kun; Fang, Zhong-Ze (April 2018). "Inhibition of UDP-glucuronosyltransferases (UGTs) by phthalate monoesters". Chemosphere. 197: 7–13. Bibcode:2018Chmsp.197....7D. doi:10.1016/j.chemosphere.2018.01.010. PMID 29328989.
  6. ^ Ema M, Harazono A, Miyawaki E, Ogawa Y (July 1996). "Developmental toxicity of mono-n-benzyl phthalate, one of the major metabolites of the plasticizer n-butyl benzyl phthalate, in rats". Toxicology Letters. 86 (1): 19–25. doi:10.1016/0378-4274(96)03665-x. PMID 8685916.
  7. ^ Ema M, Harazono A, Miyawaki E, Ogawa Y (1995). "Characterization of developmental toxicity of mono-n-benzyl phthalate in rats". Reproductive Toxicology. 10 (5): 365–72. doi:10.1016/0890-6238(96)00082-2. PMID 8888408.