Product Name

  • Name

    2-Formylbenzoic acid ethyl ester

  • EINECS
  • CAS No. 34046-43-0
  • Article Data28
  • CAS DataBase
  • Density 1.146 g/cm3
  • Solubility
  • Melting Point
  • Formula C10H10O3
  • Boiling Point 294.176 °C at 760 mmHg
  • Molecular Weight 178.188
  • Flash Point 128.545 °C
  • Transport Information
  • Appearance
  • Safety
  • Risk Codes
  • Molecular Structure Molecular Structure of 34046-43-0 (2-Formylbenzoic acid ethyl ester)
  • Hazard Symbols
  • Synonyms Phthalaldehydicacid, ethyl ester (8CI);2-Formylbenzoic acid ethyl ester;Ethyl phthalaldehydate;Benzoic acid,2-formyl-, ethyl ester;
  • PSA 43.37000
  • LogP 1.67580

Synthetic route

ethyl iodide
75-03-6

ethyl iodide

o-carboxybenzaldehyde
119-67-5

o-carboxybenzaldehyde

ethyl 2-formylbenzoate
34046-43-0

ethyl 2-formylbenzoate

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 20℃;98%
With caesium carbonate In N,N-dimethyl-formamide at 70℃; for 4h;79%
With potassium carbonate In N,N-dimethyl-formamide at 20℃;68%
ethanol
64-17-5

ethanol

o-carboxybenzaldehyde
119-67-5

o-carboxybenzaldehyde

ethyl 2-formylbenzoate
34046-43-0

ethyl 2-formylbenzoate

Conditions
ConditionsYield
With thionyl chloride at 0 - 20℃; for 12h;85%
ethanol
64-17-5

ethanol

o-phthalic dicarboxaldehyde
643-79-8

o-phthalic dicarboxaldehyde

A

3-ethoxy-3H-isobenzofuran-1-one
16824-02-5

3-ethoxy-3H-isobenzofuran-1-one

B

ethyl 2-formylbenzoate
34046-43-0

ethyl 2-formylbenzoate

Conditions
ConditionsYield
With dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; copper diacetate at 60℃;A 78%
B 8%
...Expand
ethyl 2-(2-hydroxybenzylidine)-hydrazine carboxylate
88674-90-2

ethyl 2-(2-hydroxybenzylidine)-hydrazine carboxylate

ethyl 2-formylbenzoate
34046-43-0

ethyl 2-formylbenzoate

Conditions
ConditionsYield
With [bis(acetoxy)iodo]benzene In dichloromethane for 2h; Ambient temperature;72%
With lead(IV) acetate In tetrahydrofuran for 2h; Ambient temperature;60%
ethyl cyclohepta-2,4,6-trienecarboxylate
27332-37-2

ethyl cyclohepta-2,4,6-trienecarboxylate

A

ethyl 2-formylbenzoate
34046-43-0

ethyl 2-formylbenzoate

B

(1R,2S,3R,4R,5S)-6,7-Dioxa-tricyclo[3.2.2.02,4]non-8-ene-3-carboxylic acid ethyl ester

(1R,2S,3R,4R,5S)-6,7-Dioxa-tricyclo[3.2.2.02,4]non-8-ene-3-carboxylic acid ethyl ester

C

C10H12O4

C10H12O4

Conditions
ConditionsYield
With hematoporphyrin In acetone Irradiation;A 6%
B 70%
C 8%
...Expand
ethyl 2-methylbenzoate
87-24-1

ethyl 2-methylbenzoate

ethyl 2-formylbenzoate
34046-43-0

ethyl 2-formylbenzoate

Conditions
ConditionsYield
With dipotassium peroxodisulfate; cobalt(II) diacetate tetrahydrate; trifluoroacetic acid; trifluoroacetic anhydride at 80℃; chemoselective reaction;69%
dicobalt octacarbonyl
15226-74-1, 61091-28-9, 61117-58-6

dicobalt octacarbonyl

ethanol
64-17-5

ethanol

ortho-bromobenzaldehyde
6630-33-7

ortho-bromobenzaldehyde

ethyl 2-formylbenzoate
34046-43-0

ethyl 2-formylbenzoate

Conditions
ConditionsYield
With dmap; palladium diacetate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene In toluene at 90℃; for 0.5h; Microwave irradiation;65%
...Expand
triethyloxonium fluoroborate
368-39-8

triethyloxonium fluoroborate

o-carboxybenzaldehyde
119-67-5

o-carboxybenzaldehyde

ethyl 2-formylbenzoate
34046-43-0

ethyl 2-formylbenzoate

Conditions
ConditionsYield
With triethylamine In dichloromethane for 2h; Ambient temperature;60%
ethyl cyclohepta-2,4,6-trienecarboxylate
27332-37-2

ethyl cyclohepta-2,4,6-trienecarboxylate

A

ethyl 2-formylbenzoate
34046-43-0

ethyl 2-formylbenzoate

B

benzoic acid ethyl ester
93-89-0

benzoic acid ethyl ester

C

p-ethoxycarbonylbenzaldehyde
6287-86-1

p-ethoxycarbonylbenzaldehyde

D

Ethyl 2-phenylethanoate
101-97-3

Ethyl 2-phenylethanoate

E

Diethyl maleate
141-05-9

Diethyl maleate

Conditions
ConditionsYield
With sodium acetate; palladium diacetate In acetic acid at 80℃; for 4h; Product distribution; Mechanism; also 7-cyano-1,3,5-cycloheptatriene, var. solvents and reaction conditions;A 11 % Spectr.
B 8%
C 9 % Spectr.
D 3%
E 4%
...Expand
o-carboxybenzaldehyde
119-67-5

o-carboxybenzaldehyde

ethyl 2-formylbenzoate
34046-43-0

ethyl 2-formylbenzoate

Conditions
ConditionsYield
With thionyl chloride Behandeln des Reaktionsprodukts mit Alkohol;
(2-Ethoxycarbonyl-phenylmethylidyne)-isopropyl-ammonium

(2-Ethoxycarbonyl-phenylmethylidyne)-isopropyl-ammonium

ethyl 2-formylbenzoate
34046-43-0

ethyl 2-formylbenzoate

Conditions
ConditionsYield
With triethylsilane; water 1) CH2Cl2, reflux, 2) heating; Yield given. Multistep reaction;
4-Ethoxy-1,4-dihydro-2,3-benzodioxin-1-ol
70760-53-1

4-Ethoxy-1,4-dihydro-2,3-benzodioxin-1-ol

A

ethyl 2-formylbenzoate
34046-43-0

ethyl 2-formylbenzoate

B

o-carboxybenzaldehyde
119-67-5

o-carboxybenzaldehyde

Conditions
ConditionsYield
With water In acetonitrile at 29.6℃; Rate constant; Mechanism; variation of water-content, other solvents without water; addition of dimethylpyrroline N-oxide (formation of OH* adduct), also with D2O;
diethyl sulfate
64-67-5

diethyl sulfate

o-carboxybenzaldehyde
119-67-5

o-carboxybenzaldehyde

ethyl 2-formylbenzoate
34046-43-0

ethyl 2-formylbenzoate

Conditions
ConditionsYield
With potassium hydroxide; Aliquat 336 1.) 60 deg C, 0.1 Torr, 6 h, 2.) room temp., 18 h; Yield given. Multistep reaction;
With potassium hydroxide; Aliquat 336
With triethylamine In dichloromethane
2-cyano-benzoic acid ethyl ester
6525-45-7

2-cyano-benzoic acid ethyl ester

ethyl 2-formylbenzoate
34046-43-0

ethyl 2-formylbenzoate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: FeCl3 / CH2Cl2 / Heating
2: 1) Et3SiH, 2) H2O / 1) CH2Cl2, reflux, 2) heating
View Scheme
ethyl 2-formylbenzoate
34046-43-0

ethyl 2-formylbenzoate

[(p-methylphenyl)sulfonylmethyl]isonitrile
38622-91-2, 36635-61-7

[(p-methylphenyl)sulfonylmethyl]isonitrile

ethyl 2-(oxazol-5-yl)benzoate
1186127-15-0

ethyl 2-(oxazol-5-yl)benzoate

Conditions
ConditionsYield
With triethylamine; β‐cyclodextrin In water at 50℃; for 2h; Green chemistry;94%
ethyl 2-formylbenzoate
34046-43-0

ethyl 2-formylbenzoate

allyl bromide
106-95-6

allyl bromide

3-allyl-3H-isobenzofuran-1-one
24282-29-9, 148761-98-2

3-allyl-3H-isobenzofuran-1-one

Conditions
ConditionsYield
With tin In tetrahydrofuran at 80℃; for 8h;94%
ethyl 2-formylbenzoate
34046-43-0

ethyl 2-formylbenzoate

(S)-2-methylpropane-2-sulfinamide
343338-28-3

(S)-2-methylpropane-2-sulfinamide

(S)-ethyl 2-(((tert-butylsulfinyl)imino)methyl) benzoate

(S)-ethyl 2-(((tert-butylsulfinyl)imino)methyl) benzoate

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In N,N-dimethyl-formamide at 20℃; for 8h;90%
ethyl 2-formylbenzoate
34046-43-0

ethyl 2-formylbenzoate

allyl bromide
106-95-6

allyl bromide

(S)-3-allylisobenzofuran-1(3H)-one
24282-29-9

(S)-3-allylisobenzofuran-1(3H)-one

Conditions
ConditionsYield
Stage #1: ethyl 2-formylbenzoate; allyl bromide With chromium chloride; manganese; chloro-trimethyl-silane; (10,10-dimethyl-5-(pyridin-2-yl)-6-azatricyclo[7.1.1.02,7]undeca-2(7),3,5-trien-8-yl)diphenylmethanol; triethylamine In tetrahydrofuran at 0℃; for 48h; Nozaki-Hiyama-Kishi Reaction; Molecular sieve; Inert atmosphere;
Stage #2: With tetrabutyl ammonium fluoride In tetrahydrofuran Molecular sieve; Inert atmosphere;
Stage #3: With toluene-4-sulfonic acid In tetrahydrofuran Molecular sieve; Inert atmosphere; enantioselective reaction;		86%
ethyl 2-formylbenzoate
34046-43-0

ethyl 2-formylbenzoate

triphenyl((2,6,6-trimethylcyclohex-1-enyl)methyl)phosphonium bromide
56013-01-5

triphenyl((2,6,6-trimethylcyclohex-1-enyl)methyl)phosphonium bromide

2-[(E)-2-(2,6,6-Trimethyl-cyclohex-1-enyl)-vinyl]-benzoic acid ethyl ester
223742-36-7

2-[(E)-2-(2,6,6-Trimethyl-cyclohex-1-enyl)-vinyl]-benzoic acid ethyl ester

Conditions
ConditionsYield
With n-butyllithium at 0℃;85%
ethyl 2-formylbenzoate
34046-43-0

ethyl 2-formylbenzoate

malonic acid
141-82-2

malonic acid

3-(2-ethoxycarbonylphenyl)acrylic acid
188545-22-4

3-(2-ethoxycarbonylphenyl)acrylic acid

Conditions
ConditionsYield
With piperidine; pyridine for 2h; Reflux;82%
ethyl 2-formylbenzoate
34046-43-0

ethyl 2-formylbenzoate

(trifluoromethyl)trimethylsilane
81290-20-2

(trifluoromethyl)trimethylsilane

3-(trifluoromethyl)-1(3H)-isobenzofuranone

3-(trifluoromethyl)-1(3H)-isobenzofuranone

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 8h; Concentration; Solvent;82%
ethyl 2-formylbenzoate
34046-43-0

ethyl 2-formylbenzoate

o-phthalic dicarboxaldehyde
643-79-8

o-phthalic dicarboxaldehyde

Conditions
ConditionsYield
With n-butyllithium; diisobutylaluminium hydride; tert-butyl alcohol In tetrahydrofuran; hexane at 0℃;81%
2-(2-methyl-1,3-dioxolane-2-yl)ethan-1-amine
62240-37-3

2-(2-methyl-1,3-dioxolane-2-yl)ethan-1-amine

ethyl 2-formylbenzoate
34046-43-0

ethyl 2-formylbenzoate

1',3',4',10b'-tetrahydro-6'H-spiro[1,3-dioxolane-2,2'-pyrido[2,1-a]isoindol]-6'-one
817554-52-2

1',3',4',10b'-tetrahydro-6'H-spiro[1,3-dioxolane-2,2'-pyrido[2,1-a]isoindol]-6'-one

Conditions
ConditionsYield
With toluene-4-sulfonic acid In toluene for 12h; Dean-Stark apparatus; Reflux;77%
ethyl 2-formylbenzoate
34046-43-0

ethyl 2-formylbenzoate

2,4-difluorophenylamine
367-25-9

2,4-difluorophenylamine

2-(2,4-difluorophenyl)-3-hydroxy-2,3-dihydro-1H-isoindol-1-one
1375015-42-1

2-(2,4-difluorophenyl)-3-hydroxy-2,3-dihydro-1H-isoindol-1-one

Conditions
ConditionsYield
Stage #1: 2,4-difluorophenylamine With TurboGrignard In tetrahydrofuran at 20℃; for 0.1h; Microreactor;
Stage #2: ethyl 2-formylbenzoate In tetrahydrofuran at 20℃; for 0.233333h; Bodroux reaction; Microreactor;		70%
ethyl 2-formylbenzoate
34046-43-0

ethyl 2-formylbenzoate

(2-nitrobenzyl)triphenylphosphonium bromide
23308-83-0

(2-nitrobenzyl)triphenylphosphonium bromide

ethyl 2-(2-nitrostyryl)benzoate
90011-52-2

ethyl 2-(2-nitrostyryl)benzoate

Conditions
ConditionsYield
With sodium ethanolate In dichloromethane at 20℃; Wittig reaction;60%
ethyl 2-formylbenzoate
34046-43-0

ethyl 2-formylbenzoate

allyltrimethoxysilane
2551-83-9

allyltrimethoxysilane

A

(R)-3-allylisobenzofuran-1(3H)-one

(R)-3-allylisobenzofuran-1(3H)-one

B

(S)-3-allylisobenzofuran-1(3H)-one
24282-29-9

(S)-3-allylisobenzofuran-1(3H)-one

Conditions
ConditionsYield
With silver fluoride; (R)-2,2'-bis(diphenylphosphanyl)-1,1'-binaphthyl In methanol at -20℃; for 5h; Sakurai-Hosomi Allylation; enantioselective reaction;A 58%
B n/a
...Expand
ethyl 2-formylbenzoate
34046-43-0

ethyl 2-formylbenzoate

2-(2-(2-bromo-5-chlorophenyl)-1-iminoethyl)-5-chlorophenol

2-(2-(2-bromo-5-chlorophenyl)-1-iminoethyl)-5-chlorophenol

ethyl 2-(4-(2-bromo-5-chlorobenzyl)-7-chloro-2H-benzo-[e][1,3]oxazin-2-yl)benzoate

ethyl 2-(4-(2-bromo-5-chlorobenzyl)-7-chloro-2H-benzo-[e][1,3]oxazin-2-yl)benzoate

Conditions
ConditionsYield
With trifluorormethanesulfonic acid; C17H17NO3 In 2-methyltetrahydrofuran at 0 - 20℃; for 18h; Molecular sieve;57%
Stage #1: ethyl 2-formylbenzoate; 2-(2-(2-bromo-5-chlorophenyl)-1-iminoethyl)-5-chlorophenol With C17H17NO3 In 2-methyltetrahydrofuran at 0 - 5℃; for 0.0333333h; Inert atmosphere; Molecular sieve;
Stage #2: With trifluorormethanesulfonic acid In 2-methyltetrahydrofuran at 20℃; Inert atmosphere;		56.9%
ethyl 2-formylbenzoate
34046-43-0

ethyl 2-formylbenzoate

4-(2-chlorophenyl)-2-hydrazinothiazole

4-(2-chlorophenyl)-2-hydrazinothiazole

(E)-4-(2-chlorophenyl)-2-(2-ethoxyformylbenzylidenehydrazino)thiazole

(E)-4-(2-chlorophenyl)-2-(2-ethoxyformylbenzylidenehydrazino)thiazole

Conditions
ConditionsYield
In ethanol for 4h; Inert atmosphere;57%
ethyl 2-formylbenzoate
34046-43-0

ethyl 2-formylbenzoate

1-bromo-2-(2-chloro-ethyl)benzene
75534-18-8

1-bromo-2-(2-chloro-ethyl)benzene

3-[2-(2-chloroethyl)phenyl]-3H-isobenzofuran-1-one

3-[2-(2-chloroethyl)phenyl]-3H-isobenzofuran-1-one

Conditions
ConditionsYield
Stage #1: 1-bromo-2-(2-chloro-ethyl)benzene With n-butyllithium In tetrahydrofuran at -100℃; for 0.166667h;
Stage #2: With ytterbium(III) triflate In tetrahydrofuran at -78℃; for 0.5h;
Stage #3: ethyl 2-formylbenzoate In tetrahydrofuran at -78 - 20℃; Further stages.;		56%
4-hydroxy[1]benzopyran-2-one
1076-38-6

4-hydroxy[1]benzopyran-2-one

ethyl 2-formylbenzoate
34046-43-0

ethyl 2-formylbenzoate

N-phenacylpyridinium bromide
16883-69-5

N-phenacylpyridinium bromide

ethyl trans-2-(2-benzoyl-4-oxo-2,3-dihydro-4H-furo[3,2-c]chromen-3-yl)benzoate

ethyl trans-2-(2-benzoyl-4-oxo-2,3-dihydro-4H-furo[3,2-c]chromen-3-yl)benzoate

Conditions
ConditionsYield
With triethylamine In ethanol; water for 3h; Reflux; diastereoselective reaction;50%
...Expand

Ethyl 2-formylbenzoate Chemical Properties


Systematic Name: Ethyl 2-formylbenzoate
SMILES: O=C(OCC)c1ccccc1C=O
InChI: InChI=1/C10H10O3/c1-2-13-10(12)9-6-4-3-5-8(9)7-11/h3-7H,2H2,1H3
InChIKey: IQYZISJXVKSMNW-UHFFFAOYAQ 
Empirical Formula: C10H10O3
Molecular Weight: 178.1846
Nominal Mass: 178
Average Mass: 178.1846
Monoisotopic Mass: 178.062994 
H bond acceptors: 3
H bond donors: 0
Freely Rotating Bonds: 4
Index of Refraction: 1.548
Molar Refractivity: 49.412 cm3
Molar Volume: 155.499 cm3
Surface Tension: 42.472 dyne/cm
Density: 1.146 g/cm3
Flash Point: 128.545 °C
Enthalpy of Vaporization: 53.38 kJ/mol
Boiling Point: 294.176 °C at 760 mmHg
Vapour Pressure: 0.002 mmHg at 25 °C
Product Categories of Ethyl 2-formylbenzoate (CAS NO.34046-43-0): Organic acids

Ethyl 2-formylbenzoate Specification

 Ethyl 2-formylbenzoate (CAS NO.34046-43-0), its Synonyms are 2-Formylbenzoic acid ethyl ester ; Ethyl phthalaldehydate ; Benzoic acid,2-formyl-, ethyl ester ; Phthalaldehydicacid, ethyl ester (8CI) .

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