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4376-20-9

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4376-20-9 Usage

Chemical Properties

Colorless Oil

Uses

Different sources of media describe the Uses of 4376-20-9 differently. You can refer to the following data:
1. Phthalate metabolite, responsible for inducing apoptosis in germ and Sertoli cells by disrupting junction complexes.
2. 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).

Definition

ChEBI: The mono(2-ethylhexyl) ester of benzene-1,2-dicarboxylic acid.

General Description

Clear colorless to cloudy white viscous liquid.

Air & Water Reactions

Insoluble in water.

Reactivity Profile

PHTHALIC ACID MONO-2-ETHYLHEXYL ESTER may react exothermically with strong oxidizing agents. May also generate heat with caustic solutions. Flammable hydrgen is generated by mixing with alkali metals and hydrides. May be sensitive to prolonged exposure to light.

Fire Hazard

PHTHALIC ACID MONO-2-ETHYLHEXYL ESTER is probably combustible.

Check Digit Verification of cas no

The CAS Registry Mumber 4376-20-9 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 4,3,7 and 6 respectively; the second part has 2 digits, 2 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 4376-20:
(6*4)+(5*3)+(4*7)+(3*6)+(2*2)+(1*0)=89
89 % 10 = 9
So 4376-20-9 is a valid CAS Registry Number.

4376-20-9SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name mono(2-ethylhexyl) phthalate

1.2 Other means of identification

Product number -
Other names rac Mono(ethylhexyl) Phthalate

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:4376-20-9 SDS

4376-20-9Synthetic route

phthalic anhydride
85-44-9

phthalic anhydride

2-Ethylhexyl alcohol
104-76-7

2-Ethylhexyl alcohol

A

Di(2-ethylhexyl)phthalate
117-81-7

Di(2-ethylhexyl)phthalate

B

(2-ethylhexyl) hydrogen phthalate
4376-20-9

(2-ethylhexyl) hydrogen phthalate

C

1,2-benzenedicarboxylic acid 1-butyl 2-ethylhexyl ester
85-69-8

1,2-benzenedicarboxylic acid 1-butyl 2-ethylhexyl ester

Conditions
ConditionsYield
tetrabutoxytitanium for 2.5h; Heating; other catalysts other reaction time degree of esterification estimated by titration with KOH; Title compound not separated from byproducts;A n/a
B n/a
C 2.3%
pyridine
110-86-1

pyridine

phthalic anhydride
85-44-9

phthalic anhydride

2-Ethylhexyl alcohol
104-76-7

2-Ethylhexyl alcohol

(2-ethylhexyl) hydrogen phthalate
4376-20-9

(2-ethylhexyl) hydrogen phthalate

Di(2-ethylhexyl)phthalate
117-81-7

Di(2-ethylhexyl)phthalate

(2-ethylhexyl) hydrogen phthalate
4376-20-9

(2-ethylhexyl) hydrogen phthalate

Conditions
ConditionsYield
With Tris-HCl buffer; mouse hepatic microsomal esterase ES46.5K In acetone at 37℃; pH=8.0; Enzyme kinetics; Further Variations:; Reagents; Hydrolysis;
Microbiological reaction;
phthalic anhydride
85-44-9

phthalic anhydride

2-Ethylhexyl alcohol
104-76-7

2-Ethylhexyl alcohol

(2-ethylhexyl) hydrogen phthalate
4376-20-9

(2-ethylhexyl) hydrogen phthalate

Conditions
ConditionsYield
at 100 - 120℃; for 3h;
at 20 - 135℃;
at 140℃;
With pyridine at 125℃;
2-Ethylhexyl alcohol
104-76-7

2-Ethylhexyl alcohol

(2-ethylhexyl) hydrogen phthalate
4376-20-9

(2-ethylhexyl) hydrogen phthalate

Di(2-ethylhexyl)phthalate
117-81-7

Di(2-ethylhexyl)phthalate

Conditions
ConditionsYield
tetrabutoxytitanium for 100h; Mechanism; further catalysts; mechanism of catalysis of the esterification;
With Ce(4+)*2HO4P(2-)*4.9H2O In 5,5-dimethyl-1,3-cyclohexadiene at 140℃; for 8h; Catalytic behavior; Reagent/catalyst; Green chemistry;
(2-ethylhexyl) hydrogen phthalate
4376-20-9

(2-ethylhexyl) hydrogen phthalate

fluoresceinamine
3326-34-9

fluoresceinamine

C36H33NO8

C36H33NO8

Conditions
ConditionsYield
Stage #1: (2-ethylhexyl) hydrogen phthalate; fluoresceinamine With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dimethyl sulfoxide at 25℃; Cooling with ice;
Stage #2: With N-ethyl-N,N-diisopropylamine In dimethyl sulfoxide for 6h;

4376-20-9Downstream Products

4376-20-9Relevant articles and documents

Novel miRNA biomarkers for genotoxicity screening in mouse

Oka, Hiroyuki,Masuno, Koichi,Uehara, Takeki,Okamoto, Toru,Matsuura, Yoshiharu,Nakano, Toru,Yamaguchi, Shinpei

, p. 68 - 75 (2018)

The genotoxic potential of drugs is a serious problem, and its evaluation is one of the most critical processes of drug development. Although the comet assay of compound-exposed tissue is a frequently used genotoxicity test, its high false-positive rate is a major complication, and we consistently obtained false-positive results using the comet assay of mouse liver for nine hepatotoxic non-genotoxins (NGTXs). To identify novel genotoxin (GTX)-specific biomarkers, we screened the expression of 750 microRNAs (miRNAs) in the livers of mice treated with GTXs or NGTXs. Three miRNAs, miR-22-3p, miR-409-3p, and miR-543-3p, were significantly down-regulated in GTX-treated mouse liver. In contrast, these three miRNAs were significantly up-regulated in plasma. A discrimination model based on the expression levels of these biomarkers successfully identified GTXs and NGTXs. This novel biomarker expression-based discrimination model analysis using both liver and plasma is effective for detecting genotoxicity with high sensitivity and reliability to support drug development.

Synthesis of monoesters and diesters using eco-friendly solid acid catalysts - Cerium(IV) and thorium(IV) phosphates

Parangi, Tarun,Wani, Bina,Chudasama, Uma

, p. 430 - 438 (2013/09/23)

In the present endeavour, amorphous cerium phosphate (CP) and thorium phosphate (TP) have been synthesized by sol-gel method and also under microwave irradiation to yield CPM and TPM. CP, TP, CPM and TPM have been characterized for elemental analysis (ICP-AES), spectral analysis (FTIR), thermal analysis (TGA), X-ray diffraction studies, SEM, EDX, surface area (BET) and surface acidity (NH3-TPD). The potential use of these materials as solid acid catalysts has been explored by studying esterification as a model reaction. Monoesters such as ethyl acetate (EA), propyl acetate (PA), butyl acetate (BA), benzyl acetate (BzAc) and diesters such as diethyl malonate (DEM), diethyl succinate (DES), dibutyl phthalate (DBP), dioctyl phthalate (DOP) have been synthesized. Esterification conditions have been optimized by varying several parameters such as reaction time, catalyst amount and mole ratio of reagents. The catalytic activity has been compared and correlated with reference to surface acidity of the catalysts. It is found that catalytic activity of CPM > CP > TP M > TP. The regenerated catalysts could be reused upto two catalytic runs without significant loss in % yields of esters formed. The highlighting feature of the present work is the catalysts CPM and TPM that are synthesized in a much shorter reaction time with higher surface acidity giving good % yield of esters.

Monitoring of phthalic acid monoesters in river water by solid-phase extraction and GC-MS determination

Suzuki,Yaguchi,Suzuki,Suga

, p. 3757 - 3763 (2007/10/03)

An analytical method for monitoring 10 phthalic acid monoesters in river water was investigated by solid-phase extraction, methylation with diazomethane, and GC-MS. Two cartridge-type solid phases packed with octadesyl-coated silica (C18) and styrenedivinyl polymer (PS-2) and one disk-type solid phase made from octadesyl-coated styrene-divinylbenzene polymer (SDB-XD) were investigated in solid-phase extraction. PS-2 gave the highest recoveries of the three solid phases, and recoveries of more than 80% of the monoesters in filtered water samples were obtained at pH 2 to 3 with PS-2 at the spiked level of 0.1 μg L-1, except for monomethyl-phthalate (MMP), in which more than 72% of the monoesters were recovered. For the monoesters in the suspended solids (SS), an acidic methanol extract of SS was added to purified water acidified to pH 2, and the monoesters were extracted with PS-2. The recoveries of the monoesters in SS were more than 80%, but the recoveries of MMP were more than 57%. The method detection limit (MDL) of each phthalic acid monoester in 500 mL of water sample and in 2 mg of dry weight of SS ranged from 0.010 to 0.030 μg L-1 and from 1 to 11 μg g-1 respectively. Monitoring of phthalic acid monoesters in the Tama River in Tokyo was conducted every month from March 1999 to February 2000 using the present method. MMP, mono-n-butyl-phthalate (MBP), and mono-(2-ethylhexyl)-phthalate (MEHP) were detected at concentrations of 0.030-0.0340, 0.010-0.480, and 0.010-1.30 μg L-1. respectively, in the filtered water samples but were not detected in SS. Dimethyl-phthalate (DMP), di-n-butyl-phthalate (DBP), and di-(2-ethylhexyl)-phthalate (DEHP) were detected in the river water at concentrations of 0.010-0.092, 0.008-0.540, and 0.013-3.60 μg L-1, respectively. Diethyl-, di-iso-butyl-, and benzylbutyl-phthalates were also detected at concentrations of nanograms per liter, whereas the corresponding monoesters did not appear. The concentrations of MBP and MEHP in the river water were slightly lower than those of the corresponding diesters at the majority of sampling sites and sampling times.

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