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2306-33-4

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2306-33-4 Usage

Description

ETHYL PHTHALATE MONO, also known as a phthalic acid monoester, is a chemical compound formed by the condensation of one of the carboxy groups of phthalic acid with ethanol. It is characterized by its pale pink color and low melting point, making it a low melting solid.

Uses

Used in Plastics Industry:
ETHYL PHTHALATE MONO is used as a plasticizer for [application reason] to increase the flexibility, workability, and durability of various plastic materials.
Used in Cosmetics Industry:
ETHYL PHTHALATE MONO is used as an additive for [application reason] to improve the consistency, texture, and stability of cosmetic products.
Used in Pharmaceuticals Industry:
ETHYL PHTHALATE MONO is used as an excipient for [application reason] to enhance the solubility, absorption, and bioavailability of active pharmaceutical ingredients.
Used in Perfumery Industry:
ETHYL PHTHALATE MONO is used as a fixative for [application reason] to prolong the scent and improve the stability of fragrances in perfumes and other scented products.
Used in Paints and Coatings Industry:
ETHYL PHTHALATE MONO is used as a solvent for [application reason] to facilitate the application and drying process of paints and coatings, as well as to improve their adhesion and durability.
Used in Lubricants Industry:
ETHYL PHTHALATE MONO is used as a lubricant additive for [application reason] to reduce friction, wear, and heat generation in various mechanical systems and components.

Synthesis Reference(s)

Tetrahedron Letters, 25, p. 3207, 1984 DOI: 10.1016/S0040-4039(01)91010-X

Check Digit Verification of cas no

The CAS Registry Mumber 2306-33-4 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 2,3,0 and 6 respectively; the second part has 2 digits, 3 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 2306-33:
(6*2)+(5*3)+(4*0)+(3*6)+(2*3)+(1*3)=54
54 % 10 = 4
So 2306-33-4 is a valid CAS Registry Number.
InChI:InChI=1/C10H10O4/c1-2-14-10(13)8-6-4-3-5-7(8)9(11)12/h3-6H,2H2,1H3,(H,11,12)

2306-33-4SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name monoethyl phthalate

1.2 Other means of identification

Product number -
Other names 2-ethoxycarbonylbenzoic acid

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:2306-33-4 SDS

2306-33-4Synthetic route

phthalic anhydride
85-44-9

phthalic anhydride

ethanol
64-17-5

ethanol

monoethyl phthalate
2306-33-4

monoethyl phthalate

Conditions
ConditionsYield
With boron trifluoride diethyl etherate for 0.0125h; further reagents;93%
With 1-hydro-3-(3-sulfopropyl)-imidazolium 4-methyl-benzenesulfonate at 60℃; Heating;93%
at 60 - 80℃;91%
Diethyl phthalate
84-66-2

Diethyl phthalate

monoethyl phthalate
2306-33-4

monoethyl phthalate

Conditions
ConditionsYield
With potassium hydroxide In water; dimethyl sulfoxide at 0℃; for 2h; Solvent; Reagent/catalyst;93%
With water; potassium hydroxide In dimethyl sulfoxide at 0℃; for 2h; Solvent;93%
With Tris-HCl buffer; mouse hepatic microsomal esterase ES46.5K In acetone at 37℃; pH=8.0; Enzyme kinetics; Further Variations:; Reagents; Hydrolysis;
With helium; water at 19.85℃; pH=12; Kinetics; Activation energy; Thermodynamic data; Irradiation;
Multi-step reaction with 2 steps
1: sodium hydroxide / water / pH 10 / UV-irradiation
2: sodium hydroxide / water / pH 10 / UV-irradiation
View Scheme
carbon dioxide
124-38-9

carbon dioxide

ethyl 2-iodobenzoate
1829-28-3

ethyl 2-iodobenzoate

monoethyl phthalate
2306-33-4

monoethyl phthalate

Conditions
ConditionsYield
Stage #1: ethyl 2-iodobenzoate With phenyllithium In tetrahydrofuran; diethyl ether; cyclohexane at -60℃; for 3.88889E-06h; Flow reactor;
Stage #2: carbon dioxide In tetrahydrofuran; diethyl ether; cyclohexane at -60℃; Flow reactor;
89%
Ethylallylphthalat
33672-94-5

Ethylallylphthalat

monoethyl phthalate
2306-33-4

monoethyl phthalate

Conditions
ConditionsYield
With tetraethylammonium tosylate; tetrakis(triphenylphosphine) palladium(0) In acetonitrile Electrochemical reaction, Pb cathode, Pt anode;87%
Ethyl bromodifluoroacetate
667-27-6

Ethyl bromodifluoroacetate

benzoic acid
65-85-0

benzoic acid

monoethyl phthalate
2306-33-4

monoethyl phthalate

Conditions
ConditionsYield
With 1,4-diaza-bicyclo[2.2.2]octane; palladium diacetate; copper(II) acetate monohydrate at 100℃; for 24h; Reagent/catalyst; Sealed tube;81%
carbon dioxide
124-38-9

carbon dioxide

2-bromobenzoic acid ethyl ester
6091-64-1

2-bromobenzoic acid ethyl ester

potassium carbonate
584-08-7

potassium carbonate

monoethyl phthalate
2306-33-4

monoethyl phthalate

Conditions
ConditionsYield
With nickel(II) bromide dimethoxyethane; 2.9-dimethyl-1,10-phenanthroline; diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate; C60H36N2 In N,N-dimethyl-formamide at 20℃; for 24h; Molecular sieve; Irradiation;73%
ethanol
64-17-5

ethanol

(R)-2-((1-phenylethyl)carbamoyl)benzoic acid
21752-35-2

(R)-2-((1-phenylethyl)carbamoyl)benzoic acid

A

monoethyl phthalate
2306-33-4

monoethyl phthalate

B

(R)-1-phenyl-ethyl-amine
3886-69-9

(R)-1-phenyl-ethyl-amine

Conditions
ConditionsYield
at 60℃; for 12h;A 37%
B 40%
phthalic anhydride
85-44-9

phthalic anhydride

ethanol
64-17-5

ethanol

A

monoethyl phthalate
2306-33-4

monoethyl phthalate

B

benzene-1,2-dicarboxylic acid
88-99-3

benzene-1,2-dicarboxylic acid

Conditions
ConditionsYield
for 1h; Reflux;A n/a
B 32%
With water Rate constant; Product distribution; var. ratio of solvents;
ethanol
64-17-5

ethanol

phenanthrene
85-01-8

phenanthrene

A

9H-fluorene
86-73-7

9H-fluorene

B

6H-benzo[c]chromen-6-one
2005-10-9

6H-benzo[c]chromen-6-one

C

9-fluorenone
486-25-9

9-fluorenone

D

2-methyl-9H-fluorene
1430-97-3

2-methyl-9H-fluorene

E

monoethyl phthalate
2306-33-4

monoethyl phthalate

F

diethyl biphenyl 2,2'-dicarboxylate
5807-65-8

diethyl biphenyl 2,2'-dicarboxylate

G

9-methylene-fluorene
4425-82-5

9-methylene-fluorene

H

3-Phenanthrol
605-87-8

3-Phenanthrol

I

diphenic acid
863305-32-2

diphenic acid

J

2-phenylbenzoic acid ethyl ester
19926-49-9

2-phenylbenzoic acid ethyl ester

K

phenanthrene-9,10-diol
604-84-2

phenanthrene-9,10-diol

L

2,2'-diphenic acid ethyl ester
27428-70-2

2,2'-diphenic acid ethyl ester

M

9,10-phenanthrenequinone
84-11-7

9,10-phenanthrenequinone

Conditions
ConditionsYield
With water UV-irradiation; Green chemistry;A n/a
B 23%
C 19%
D n/a
E n/a
F n/a
G n/a
H n/a
I n/a
J n/a
K n/a
L n/a
M n/a
phthalic anhydride
85-44-9

phthalic anhydride

ethanol
64-17-5

ethanol

potassium cyanide
151-50-8

potassium cyanide

monoethyl phthalate
2306-33-4

monoethyl phthalate

ethanol
64-17-5

ethanol

potassium hydrogen phthalate
877-24-7

potassium hydrogen phthalate

chloroformic acid ethyl ester
541-41-3

chloroformic acid ethyl ester

monoethyl phthalate
2306-33-4

monoethyl phthalate

Conditions
ConditionsYield
Zersetzen des Produktes mit Wasser;
ethanol
64-17-5

ethanol

N-thiocarbamoyl-phthalamic acid
36053-26-6

N-thiocarbamoyl-phthalamic acid

copper

copper

A

monoethyl phthalate
2306-33-4

monoethyl phthalate

B

thiourea
17356-08-0

thiourea

Conditions
ConditionsYield
at 120 - 130℃; im geschlossenen Rohr;
ethanol
64-17-5

ethanol

N-thiocarbamoyl-phthalamic acid
36053-26-6

N-thiocarbamoyl-phthalamic acid

HgO

HgO

A

monoethyl phthalate
2306-33-4

monoethyl phthalate

B

benzene-1,2-dicarboxylic acid
88-99-3

benzene-1,2-dicarboxylic acid

C

urea
57-13-6

urea

D

HgS

HgS

ethanol
64-17-5

ethanol

benzene-1,2-dicarboxylic acid
88-99-3

benzene-1,2-dicarboxylic acid

monoethyl phthalate
2306-33-4

monoethyl phthalate

Conditions
ConditionsYield
With poly(ethylene glycol) 1000 based dicationic acidic ionic liquid In toluene at 80℃; for 0.833333h; Ionic liquid;99 %Chromat.
Diethyl 4-hydroxyphthalate
64139-21-5

Diethyl 4-hydroxyphthalate

A

monoethyl phthalate
2306-33-4

monoethyl phthalate

B

2-(ethoxycarbonyl)-5-hydroxybenzoic acid

2-(ethoxycarbonyl)-5-hydroxybenzoic acid

Conditions
ConditionsYield
With sodium hydroxide In water pH=10; Catalytic behavior; Reagent/catalyst; pH-value; UV-irradiation;
monoethyl phthalate
2306-33-4

monoethyl phthalate

phthalic monoacid monoethyl ester chloride
22103-82-8

phthalic monoacid monoethyl ester chloride

Conditions
ConditionsYield
With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at 20℃; for 4h;100%
With thionyl chloride at 24℃; for 4h;66%
With phosphorus trichloride; benzene
ethyl n-valerate
539-82-2

ethyl n-valerate

monoethyl phthalate
2306-33-4

monoethyl phthalate

2-[(2-ethoxycarbonyl)pentanoyl]benzoic acid

2-[(2-ethoxycarbonyl)pentanoyl]benzoic acid

Conditions
ConditionsYield
With sodium hydride In N,N-dimethyl-formamide at 0 - 100℃;93.8%
monoethyl phthalate
2306-33-4

monoethyl phthalate

4-chlorobenzoylmethyl bromide
536-38-9

4-chlorobenzoylmethyl bromide

o-phthalic acid 1-[2-(4-chlorophenyl)-2-oxoethyl] ester 2-ethyl ester

o-phthalic acid 1-[2-(4-chlorophenyl)-2-oxoethyl] ester 2-ethyl ester

Conditions
ConditionsYield
With triethylamine In acetone for 0.5h; Heating;77%
monoethyl phthalate
2306-33-4

monoethyl phthalate

2-Bromo-1-(3,4-dimethoxyphenyl)ethanone
1835-02-5

2-Bromo-1-(3,4-dimethoxyphenyl)ethanone

o-phthalic acid 1-[2-(3,4-dimethoxyphenyl)-2-oxoethyl] ester 2-ethyl ester

o-phthalic acid 1-[2-(3,4-dimethoxyphenyl)-2-oxoethyl] ester 2-ethyl ester

Conditions
ConditionsYield
With triethylamine In acetone for 0.5h; Heating;76%
monoethyl phthalate
2306-33-4

monoethyl phthalate

2-Hydroperoxycarbonyl-benzoic acid ethyl ester
139029-97-3

2-Hydroperoxycarbonyl-benzoic acid ethyl ester

Conditions
ConditionsYield
With sulfuric acid; dihydrogen peroxide at 10℃; for 1h;72%
2-methyl-propan-1-ol
78-83-1

2-methyl-propan-1-ol

monoethyl phthalate
2306-33-4

monoethyl phthalate

phtalic acid mono-iso-butyl ester
30833-53-5

phtalic acid mono-iso-butyl ester

Conditions
ConditionsYield
at 120℃;69%
monoethyl phthalate
2306-33-4

monoethyl phthalate

2,4-dichlorophenacyl bromide
2631-72-3

2,4-dichlorophenacyl bromide

o-phthalic acid 1-[2-(2,4-dichlorophenyl)-2-oxoethyl] ester 2-ethyl ester

o-phthalic acid 1-[2-(2,4-dichlorophenyl)-2-oxoethyl] ester 2-ethyl ester

Conditions
ConditionsYield
With triethylamine In acetone for 0.5h; Heating;68%
monoethyl phthalate
2306-33-4

monoethyl phthalate

2-bromo-4'-fluoroacetophenone
403-29-2

2-bromo-4'-fluoroacetophenone

o-phthalic acid 1-ethyl ester 2-[2-(4-fluorophenyl)-2-oxoethyl] ester

o-phthalic acid 1-ethyl ester 2-[2-(4-fluorophenyl)-2-oxoethyl] ester

Conditions
ConditionsYield
With triethylamine In acetone for 0.5h; Heating;68%
monoethyl phthalate
2306-33-4

monoethyl phthalate

2-bromo-3',5'-dichloroacetophenone
53631-13-3

2-bromo-3',5'-dichloroacetophenone

o-phthalic acid 1-[2-(3,5-dichlorophenyl)-2-oxoethyl] ester 2-ethyl ester

o-phthalic acid 1-[2-(3,5-dichlorophenyl)-2-oxoethyl] ester 2-ethyl ester

Conditions
ConditionsYield
With triethylamine In acetone for 0.5h; Heating;64%
monoethyl phthalate
2306-33-4

monoethyl phthalate

4-(bromoacetyl)toluene
619-41-0

4-(bromoacetyl)toluene

o-phthalic acid 1-ethyl ester 2-(2-oxo-2-p-tolylethyl) ester

o-phthalic acid 1-ethyl ester 2-(2-oxo-2-p-tolylethyl) ester

Conditions
ConditionsYield
With triethylamine In acetone for 2h; Heating;63%
monoethyl phthalate
2306-33-4

monoethyl phthalate

2-bromo-1-(4-chloro-3-nitrophenyl)ethanone
22019-49-4

2-bromo-1-(4-chloro-3-nitrophenyl)ethanone

o-phthalic acid 1-[2-(4-chloro-3-nitrophenyl)-2-oxoethyl] ester 2-ethyl ester

o-phthalic acid 1-[2-(4-chloro-3-nitrophenyl)-2-oxoethyl] ester 2-ethyl ester

Conditions
ConditionsYield
With triethylamine In acetone for 0.5h; Heating;62%
monoethyl phthalate
2306-33-4

monoethyl phthalate

α-bromoacetophenone
70-11-1

α-bromoacetophenone

o-phthalic acid 1-ethyl ester 2-(2-oxo-2-phenylethyl) ester
914930-45-3

o-phthalic acid 1-ethyl ester 2-(2-oxo-2-phenylethyl) ester

Conditions
ConditionsYield
With triethylamine In acetone for 3h; Heating;58%
1-methoxy-2,2,6,6-tetramethylpiperidine
34672-84-9

1-methoxy-2,2,6,6-tetramethylpiperidine

monoethyl phthalate
2306-33-4

monoethyl phthalate

ethyl methyl phthalate
34006-77-4

ethyl methyl phthalate

Conditions
ConditionsYield
With 2,6-di-tert-butyl-pyridine In acetonitrile at 21 - 25℃; for 18h; Electrochemical reaction;57%
monoethyl phthalate
2306-33-4

monoethyl phthalate

4-Nitrophenacyl bromide
99-81-0

4-Nitrophenacyl bromide

o-phthalic acid 1-ethyl ester 2-[2-(4-nitrophenyl)-2-oxoethyl] ester

o-phthalic acid 1-ethyl ester 2-[2-(4-nitrophenyl)-2-oxoethyl] ester

Conditions
ConditionsYield
With triethylamine In acetone for 1.5h; Heating;56%
monoethyl phthalate
2306-33-4

monoethyl phthalate

1-(4-amino-3,5-dichlorophenyl)-2-bromoethan-1-one
37148-47-3

1-(4-amino-3,5-dichlorophenyl)-2-bromoethan-1-one

o-phthalic acid 1-[2-(4-amino-3,5-dichlorophenyl)-2-oxoethyl] ester 2-ethyl ester

o-phthalic acid 1-[2-(4-amino-3,5-dichlorophenyl)-2-oxoethyl] ester 2-ethyl ester

Conditions
ConditionsYield
With triethylamine In acetone for 0.5h; Heating;52%
monoethyl phthalate
2306-33-4

monoethyl phthalate

A

diethyl 2,2'-[carbonylbis(azanediyl)]dibenzoate
102081-79-8

diethyl 2,2'-[carbonylbis(azanediyl)]dibenzoate

B

ethyl 2-[(azidocarbonyl)amino]benzoate

ethyl 2-[(azidocarbonyl)amino]benzoate

Conditions
ConditionsYield
With diphenyl phosphoryl azide; triethylamine In toluene for 2h; Reflux;A 30%
B 28%
methanol
67-56-1

methanol

monoethyl phthalate
2306-33-4

monoethyl phthalate

ethyl methyl phthalate
34006-77-4

ethyl methyl phthalate

1-bromo-butane
109-65-9

1-bromo-butane

monoethyl phthalate
2306-33-4

monoethyl phthalate

phtalic acid ethyl-n-butyl ester
7299-93-6

phtalic acid ethyl-n-butyl ester

monoethyl phthalate
2306-33-4

monoethyl phthalate

phthalic acid ethyl ester-(trans-p-menth-8-en-1-yl ester)

phthalic acid ethyl ester-(trans-p-menth-8-en-1-yl ester)

Conditions
ConditionsYield
With thionyl chloride
monoethyl phthalate
2306-33-4

monoethyl phthalate

2-benzofuran-1(3H)-one
87-41-2

2-benzofuran-1(3H)-one

Conditions
ConditionsYield
With tetrahydrofuran; lithium aluminium tetrahydride
With tetrahydrofuran; lithium aluminium tetrahydride; diethyl ether

2306-33-4Relevant articles and documents

Ultrasonic enhancement on the hydrolysis of diethyl 1,2-benzenedicarboxylate

Yim, Bongbeen,Yoo, Youngeok,Nagata, Yoshio,Maeda, Yasuaki

, p. 938 - 939 (2001)

The ultrasonic enhancement on the hydrolysis of diethyl 1,2-benzenedicarboxylate results from the dissipated heat when the cavitation micro-bubbles were vigorously collapsed. The effective temperature in a solution depends on the nature of the dissolved gas. The relatively broad region that spreads from the interface of the cavitation micro-bubble plays an important role in the sonolytic hydrolysis of esters.

Automated on-line monitoring of the TiO2-based photocatalytic degradation of dimethyl phthalate and diethyl phthalate

Salazar-Beltrán, Daniel,Hinojosa-Reyes, Laura,Maya-Alejandro, Fernando,Turnes-Palomino, Gemma,Palomino-Cabello, Carlos,Hernández-Ramírez, Aracely,Guzmán-Mar, Jorge Luis

, p. 863 - 870 (2019/04/17)

A fully automated on-line system for monitoring the TiO2-based photocatalytic degradation of dimethyl phthalate (DMP) and diethyl phthalate (DEP) using sequential injection analysis (SIA) coupled to liquid chromatography (LC) with UV detection was proposed. The effects of the type of catalyst (sol-gel, Degussa P25 and Hombikat), the amount of catalyst (0.5, 1.0 and 1.5 g L-1), and the solution pH (4, 7 and 10) were evaluated through a three-level fractional factorial design (FFD) to verify the influence of the factors on the response variable (degradation efficiency, %). As a result of FFD evaluation, the main factor that influences the process is the type of catalyst. Degradation percentages close to 100% under UV-vis radiation were reached using the two commercial TiO2 materials, which present mixed phases (anatase/rutile), Degussa P25 (82%/18%) and Hombikat (76%/24%). 60% degradation was obtained using the laboratory-made pure anatase crystalline TiO2 phase. The pH and amount of catalyst showed minimum significant effect on the degradation efficiencies of DMP and DEP. Greater degradation efficiency was achieved using Degussa P25 at pH 10 with 1.5 g L-1 catalyst dosage. Under these conditions, complete degradation and 92% mineralization were achieved after 300 min of reaction. Additionally, a drastic decrease in the concentration of BOD5 and COD was observed, which results in significant enhancement of their biodegradability obtaining a BOD5/COD index of 0.66 after the photocatalytic treatment. The main intermediate products found were dimethyl 4-hydroxyphthalate, 4-hydroxy-diethyl phthalate, phthalic acid and phthalic anhydride indicating that the photocatalytic degradation pathway involved the hydrolysis reaction of the aliphatic chain and hydroxylation of the aromatic ring, obtaining products with lower toxicity than the initial molecules.

Practical selective monohydrolysis of bulky symmetric diesters

Shi, Jianjun,Niwayama, Satomi

, p. 799 - 802 (2018/02/10)

The highly efficient selective monohydrolysis reaction we previously reported has been applied to monohydrolysis of several bulkyl symmetric diesters, including diethyl esters, dipropyl esters, and dibutyl esters. A greater proportion of a polar aprotic co-solvent, DMSO, and aqueous KOH appear to help improve the reactivity of bulky diesters compared to the corresponding dimethyl esters. The procedure is mild and practical, yielding the corresponding half-esters in high yields under simple conditions.

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