2-(((2-Ethylhexyl)oxy)carbonyl)benzoic acid

Base Information

• Chemical Name: 2-(((2-Ethylhexyl)oxy)carbonyl)benzoic acid
• CAS No.: 4376-20-9
• Molecular Formula: C16H22O4
• Molecular Weight: 278.348
• Hs Code.: 2922509090
• European Community (EC) Number: 224-477-1
• UNII: FU2EWB60RT
• DSSTox Substance ID: DTXSID2025680
• Nikkaji Number: J28.572B
• Wikidata: Q26841225
• Metabolomics Workbench ID: 42273
• ChEMBL ID: CHEMBL1867438
• Mol file: 4376-20-9.mol

Synonyms:MEHP;MEHP cpd;mono(2-ethylhexyl)phthalate;mono(ethylhexyl) phthalate;mono-(2-ethylhexyl)phthalate;mono-(2-ethylhexyl)phthalate, sodium salt

Chemical Property of 2-(((2-Ethylhexyl)oxy)carbonyl)benzoic acid

Chemical Property:

• Melting Point: 25-27℃
• Refractive Index: n/D1.5051
• Boiling Point: 408.9 °C at 760 mmHg
• PKA: 3.37±0.36(Predicted)
• Flash Point: 144.1 °C
• PSA: 63.60000
• Density: 1.088 g/cm³
• LogP: 3.75800
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 9
• Exact Mass: 278.15180918
• Heavy Atom Count: 20
• Complexity: 314

Purity/Quality:

98%,99%, ^*data from raw suppliers

Monooctyl Phthalate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38-36/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCC(CC)COC(=O)C1=CC=CC=C1C(=O)O
• Uses: Phthalate metabolite, responsible for inducing apoptosis in germ and Sertoli cells by disrupting junction complexes. Phthalic acid mono-2-ethylhexyl ester can be used as a precursor: To synthesize dioctyl phthalate, a widely used plasticizer, via esterification reaction with 2-ethylhexanol.To prepare a fluorescent probe, 2-[[(3′,6′-dihydroxy-3-oxospiro[isobenzofuran-1(3H),9′-[9H]xanthen]-5-yl)amino]carbonyl] 2-ethylhexyl benzoic acid ester, to detect toxic metabolite mono-2-ethylhexyl phthalate (MEHP).

Technology Process of 2-(((2-Ethylhexyl)oxy)carbonyl)benzoic acid

There total 8 articles about 2-(((2-Ethylhexyl)oxy)carbonyl)benzoic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 2.3%

phthalic anhydride (85-44-9) + 2-Ethylhexyl alcohol (104-76-7) → Di(2-ethylhexyl)phthalate (117-81-7,275818-89-8,50885-87-5,82208-43-3,607374-50-5,8033-53-2) + (2-ethylhexyl) hydrogen phthalate (4376-20-9) + 1,2-benzenedicarboxylic acid 1-butyl 2-ethylhexyl ester (85-69-8)

Guidance literature:

tetrabutoxytitanium; for 2.5h; Title compound not separated from byproducts; Heating; other catalysts other reaction time degree of esterification estimated by titration with KOH;

Reference yield:

phthalic anhydride (85-44-9) + 2-Ethylhexyl alcohol (104-76-7) → (2-ethylhexyl) hydrogen phthalate (4376-20-9)

Guidance literature:

at 100 - 120 ℃; for 3h;

DOI:10.1021/es001860i

Reference yield:

Di(2-ethylhexyl)phthalate (117-81-7,275818-89-8,50885-87-5,82208-43-3,607374-50-5,8033-53-2) → (2-ethylhexyl) hydrogen phthalate (4376-20-9)

Guidance literature:

With Tris-HCl buffer; mouse hepatic microsomal esterase ES_46.5K; In acetone; at 37 ℃; pH=8.0; Further Variations:; Reagents; Enzyme kinetics;

DOI:10.1248/bpb.20.749

upstream raw materials:

phthalic anhydride

2-Ethylhexyl alcohol

pyridine

Di(2-ethylhexyl)phthalate

Downstream raw materials:

Di(2-ethylhexyl)phthalate

Refernces

• 1、 Eljezi, Teuta,Pinta, Pierre,Richard, Damien,Pinguet, Jérémy,Chezal, Jean-Michel,Chagnon, Marie-Christine,Sautou, Valérie,Grimandi, Ga?l,Moreau, Emmanuel. "In vitro cytotoxic effects of DEHP-alternative plasticizers and their primary metabolites on a L929 cell line". . p. 452 - 459. Retrieved 2017/02/05.
• 2、 Scholz, Norbert. "Ecotoxicity and biodegradation of phthalate monoesters". . p. 921 - 926. Retrieved 2007/10/03.