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Name	Monoethyl phthalate	EINECS	N/A
CAS No.	2306-33-4	Density	1.241g/cm³
PSA	63.60000	LogP	1.56150
Solubility	N/A	Melting Point	46-48°C
Formula	C10H10 O4	Boiling Point	339.6°Cat760mmHg
Molecular Weight	194.187	Flash Point	135.3°C
Transport Information	N/A	Appearance	N/A
Safety	Moderately toxic by intraperitoneal route. When heated to decomposition it emits acrid smoke and irritating vapors.	Risk Codes	N/A
Molecular Structure		Hazard Symbols	N/A
Synonyms	1,2-Benzenedicarboxylicacid, monoethyl ester (9CI); Phthalic acid, ethyl ester (6CI,7CI); Phthalicacid, monoethyl ester (8CI); Ethyl 2-carboxybenzoate; Monoethyl phthalate	Article Data	23

Monoethyl phthalate Synthetic route

: 85-44-9
phthalic anhydride

: 64-17-5
ethanol

: 2306-33-4
monoethyl phthalate

Conditions

Conditions	Yield
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%

: 84-66-2
Diethyl phthalate

: 2306-33-4
monoethyl phthalate

Conditions

Conditions	Yield
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

: 124-38-9
carbon dioxide

: 1829-28-3
ethyl 2-iodobenzoate

: 2306-33-4
monoethyl phthalate

Conditions

Conditions	Yield
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%

: 33672-94-5
Ethylallylphthalat

: 2306-33-4
monoethyl phthalate

Conditions

Conditions	Yield
With tetraethylammonium tosylate; tetrakis(triphenylphosphine) palladium(0) In acetonitrile Electrochemical reaction, Pb cathode, Pt anode;	87%

: 667-27-6
Ethyl bromodifluoroacetate

: 65-85-0
benzoic acid

: 2306-33-4
monoethyl phthalate

Conditions

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

: 124-38-9
carbon dioxide

: 6091-64-1
2-bromobenzoic acid ethyl ester

: 584-08-7
potassium carbonate

: 2306-33-4
monoethyl phthalate

Conditions

Conditions	Yield
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%

: 64-17-5
ethanol

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

A: 2306-33-4
monoethyl phthalate

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

Conditions

Conditions	Yield
at 60℃; for 12h;	A 37% B 40%

: 85-44-9
phthalic anhydride

: 64-17-5
ethanol

A: 2306-33-4
monoethyl phthalate

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

Conditions

Conditions	Yield
for 1h; Reflux;	A n/a B 32%
With water Rate constant; Product distribution; var. ratio of solvents;

: 64-17-5
ethanol

: 85-01-8
phenanthrene

A: 86-73-7
9H-fluorene

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

C: 486-25-9
9-fluorenone

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

E: 2306-33-4
monoethyl phthalate

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

G: 4425-82-5
9-methylene-fluorene

H: 605-87-8
3-Phenanthrol

I: 863305-32-2
diphenic acid

J: 19926-49-9
2-phenylbenzoic acid ethyl ester

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

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

M: 84-11-7
9,10-phenanthrenequinone

Conditions

Conditions	Yield
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

...Expand

: 85-44-9
phthalic anhydride

: 64-17-5
ethanol

: 151-50-8
potassium cyanide

: 2306-33-4
monoethyl phthalate

Monoethyl phthalate Chemical Properties

Molecule structure of Monoethyl phthalate (CAS NO.2306-33-4) :

IUPAC Name: 2-ethoxycarbonylbenzoic acid
Molecular Weight: 194.184 g/mol
Molecular Formula: C₁₀H₁₀O₄
Density: 1.241 g/cm³
Boiling Point: 339.6 °C at 760 mmHg
Flash Point: 135.3 °C
Index of Refraction: 1.547
Molar Refractivity: 49.58 cm³
Molar Volume: 156.3 cm³
Polarizability: 19.65*10^-24 cm³
Surface Tension: 49.1 dyne/cm
Enthalpy of Vaporization: 61.54 kJ/mol
Vapour Pressure: 3.53E-05 mmHg at 25 °C
XLogP3: 1.8
H-Bond Donor: 1
H-Bond Acceptor: 4
Rotatable Bond Count: 4
Exact Mass: 194.057909
MonoIsotopic Mass: 194.057909
Topological Polar Surface Area: 63.6
Heavy Atom Count: 14
Complexity: 224
Canonical SMILES: CCOC(=O)C1=CC=CC=C1C(=O)O
InChI: InChI=1S/C10H10O4/c1-2-14-10(13)8-6-4-3-5-7(8)9(11)12/h3-6H,2H2,1H3,(H,11,12)
InChIKey of Monoethyl phthalate (CAS NO.2306-33-4) : YWWHKOHZGJFMIE-UHFFFAOYSA-N

Monoethyl phthalate Toxicity Data With Reference

ipr-mus LD50:700 mg/kg

CHDDAT Comptes Rendus Hebdomadaires des Seances de lAcademie des Sciences, Serie D. 273 (1971),2165.

Monoethyl phthalate Safety Profile

Moderately toxic by intraperitoneal route. When heated to decomposition it emits acrid smoke and irritating vapors.

Monoethyl phthalate Specification

Monoethyl phthalate (CAS NO.2306-33-4) is also called 1,2-Benzenecarboxylic acid, monoethyl ester ; 4-09-00-03171 (Beilstein Handbook Reference) ; AI3-02249 ; BRN 1956404 ; 1,2-Benzenedicarboxylic acid, monoethyl ester ; Phthalic acid, monoethyl ester .

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