ContaminantDB: Monomethyl phthalate

Identification Taxonomy Biological Properties Physical Properties Toxicity Profile Spectra Concentrations Links References Targets (7)XML

Record Information

Version

1.0

Creation Date

2013-04-25 07:56:53 UTC

Update Date

2026-04-03 01:22:42 UTC

Accession Number

CHEM002847

Identification

Common Name

Monomethyl phthalate

Class

Small Molecule

Description

Monomethyl phthalate is a metabolite, or breakdown product, of dimethyl phthalate, used in insect repellant, plastic, and as a rocket propellant.

Contaminant Sources

FooDB Chemicals
T3DB toxins
ToxCast & Tox21 Chemicals

Contaminant Type

Ester
Ether
Food Toxin
Household Toxin
Industrial/Workplace Toxin
Metabolite
Organic Compound
Plastic
Synthetic Compound

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Monomethyl phthalic acid	Generator
2-(Methoxycarbonyl)benzoate	HMDB, Generator
2-(Methoxycarbonyl)benzoic acid	HMDB
Methyl hydrogen phthalate	HMDB
Methyl phthalate	HMDB
Monomethyl 1,2-benzenedicarboxylate	HMDB
O-(Methoxycarbonyl)benzoate	HMDB
O-(Methoxycarbonyl)benzoic acid	HMDB
1,2-Benzenedicarboxylic acid monomethyl ester	MeSH, HMDB
Monomethyl phthalate	MeSH

Chemical Formula

C₉H₈O₄

Average Molecular Mass

180.157 g/mol

Monoisotopic Mass

180.042 g/mol

CAS Registry Number

4376-18-5

IUPAC Name

2-(methoxycarbonyl)benzoic acid

Traditional Name

methyl hydrogen phthalate

SMILES

COC(=O)C1=CC=CC=C1C(O)=O

InChI Identifier

InChI=1S/C9H8O4/c1-13-9(12)7-5-3-2-4-6(7)8(10)11/h2-5H,1H3,(H,10,11)

InChI Key

FNJSWIPFHMKRAT-UHFFFAOYSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as benzoic acid esters. These are ester derivatives of benzoic acid.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzoic acids and derivatives

Direct Parent

Benzoic acid esters

Alternative Parents

Substituents

Benzoate ester
Benzoic acid
Benzoyl
Dicarboxylic acid or derivatives
Methyl ester
Carboxylic acid ester
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Biological Properties

Status

Detected and Not Quantified

Origin

Exogenous

Cellular Locations

Cytoplasm
Extracellular

Biofluid Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Physical Properties

State

Solid

Appearance

White powder.

Experimental Properties

Property	Value
Melting Point	82 - 84°C
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	1.76 g/L	ALOGPS
logP	1.5	ALOGPS
logP	1.63	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Acidic)	3.09	ChemAxon
pKa (Strongest Basic)	-6.9	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	63.6 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	45.34 m³·mol⁻¹	ChemAxon
Polarizability	16.88 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-06rt-4900000000-7ecedc5a0ae37b95fb89	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positive	splash10-00dr-9740000000-01768b5a1dd9f429bc59	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 45V, Positive	splash10-01ot-0900000000-65098170b3784885cf3e	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 60V, Positive	splash10-0002-1900000000-eb93036cba5677f432e4	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 30V, Positive	splash10-01ot-0900000000-6757db1ade89e1c39c0f	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 15V, Positive	splash10-01ot-0900000000-bfa80ccf09eb7547a421	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 75V, Positive	splash10-00r2-6900000000-7e7becd99ce7a415a27a	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 90V, Positive	splash10-014j-9300000000-85d661af2d7811973328	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 30V, Negative	splash10-0a4i-0900000000-e16e03b30bfbb5c3e6f0	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 90V, Negative	splash10-00b9-9400000000-d46f471c7dd86ce167d8	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 75V, Negative	splash10-00fu-9800000000-94470b2ac4d094b65956	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 15V, Negative	splash10-0a4i-0900000000-f0a6ee4ef8d00d665066	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 45V, Negative	splash10-0a4i-0900000000-f5d8dcb50914d6dec34c	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 60V, Negative	splash10-0abc-3900000000-4cbbe5ea3080e1835e8b	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-001i-0900000000-a30afed48b4abca44a75	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-001j-0900000000-6c900681bbe7b512eb7b	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a4i-3900000000-894c68b2baa026fb0ba0	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-004i-0900000000-9ffa6bd1a11cb78d8eeb	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-002r-0900000000-56be31444cf112d7c4a3	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0udr-2900000000-bba5768c32c4e6274e8d	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-01ot-0900000000-cc0e0c22916327043a55	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-052b-0900000000-782a28b988f8b2a279d7	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a4i-3900000000-3b0ed44720a2090fc9b0	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-004r-3900000000-6ec50e9028830ab6da82	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-9500000000-da5c1bf0509aad044937	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9000000000-79b57c4c262a25bff431	Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-0ufr-9400000000-0563d9ffe58f40e5046c	Spectrum

Toxicity Profile

Route of Exposure

Not Available

Mechanism of Toxicity

Not Available

Metabolism

Not Available

Toxicity Values

Not Available

Lethal Dose

Not Available

Carcinogenicity (IARC Classification)

No indication of carcinogenicity to humans (not listed by IARC).

Uses/Sources

Monomethyl phthalate is a metabolite, or breakdown product, of dimethyl phthalate, used in insect repellant, plastic, and as a rocket propellant.

Minimum Risk Level

Not Available

Health Effects

Not Available

Symptoms

Not Available

Treatment

Not Available

Concentrations

Not Available

External Links

DrugBank ID

Not Available

HMDB ID

HMDB0002130

FooDB ID

FDB022858

Phenol Explorer ID

Not Available

KNApSAcK ID

Not Available

BiGG ID

Not Available

BioCyc ID

Not Available

METLIN ID

Not Available

PDB ID

Not Available

Wikipedia Link

Not Available

Chemspider ID

19207

ChEBI ID

491486

PubChem Compound ID

20392

Kegg Compound ID

Not Available

YMDB ID

Not Available

ECMDB ID

Not Available

References

Synthesis Reference

Medonos, Vladimir; Pasek, Josef; Ruzicka, Vlastimil. Preparation of methyl phthalate by addition of dimethyl ether to phthalic anhydride. Chemicky Prumysl (1957), 7 281-5.

MSDS

Link

General References

1. Medonos, Vladimir; Pasek, Josef; Ruzicka, Vlastimil. Preparation of methyl phthalate by addition of dimethyl ether to phthalic anhydride. Chemicky Prumysl (1957), 7 281-5.

2. Silva MJ, Reidy JA, Samandar E, Herbert AR, Needham LL, Calafat AM: Detection of phthalate metabolites in human saliva. Arch Toxicol. 2005 Nov;79(11):647-52. Epub 2005 Jul 2.

3. Liang DW, Zhang T, Fang HH: Denitrifying degradation of dimethyl phthalate. Appl Microbiol Biotechnol. 2007 Feb;74(1):221-9. Epub 2006 Nov 10.

Monomethyl phthalate (CHEM002847)

Structure for CHEM002847: Monomethyl phthalate