Monobenzyl phthalate

Monobenzyl phthalate
Names
	Preferred IUPAC name 2-[(Benzyloxy)carbonyl]benzoic acid
	Other names Phthalic Acid Monobenzyl Ester; Benzyl hydrogen phthalate; 1,2-Benzenedicarboxylic acid, mono(phenylmethyl) ester; Mono(phenylmethyl) 1,2-benzenedicarboxylate; 2-phenylmethoxycarbonylbenzoic acid
Identifiers
CAS Number	2528-16-7;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:132612;
ChEMBL	ChEMBL1466083;
ChemSpider	29430;
ECHA InfoCard	100.017.974
EC Number	219-771-1;
PubChem CID	31736;
UNII	27NM8BNV1K;
CompTox Dashboard (EPA)	DTXSID9043938 ;
	InChI 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;
	SMILES C1=CC=C(C=C1)COC(=O)C2=CC=CC=C2C(=O)O;
Properties
Chemical formula	C15H12O4
Molar mass	256.257 g·mol−1
Hazards
	GHS labelling:
Pictograms
Signal word	Warning
Hazard statements	H319
Precautionary statements	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).
	Infobox references

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, more than monobutyl phthalate (MBP).^[2]^[3] Like many phthalates, MBP has attracted attention as a potential endocrine disruptor.^[4]^[5]

References[]

^ ^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.
^ 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.
^ 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.
^ 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.
^ 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.

[PubChem-1] "Monobenzyl phthalate". PubChem. National Center for Biotechnology Information, U.S. National Library of Medicine. February 29, 2020. Retrieved March 5, 2020.

[:22-2] 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.

[3] 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.

[4] 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.

[5] 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.

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