Product Name

  • Name

    Methyl 4-formylbenzoate

  • EINECS 216-385-5
  • CAS No. 1571-08-0
  • Article Data256
  • CAS DataBase
  • Density 1.181 g/cm3
  • Solubility insoluble in water,methanol: 0.1 g/mL
  • Melting Point 59-63 °C(lit.)
  • Formula C9H8O3
  • Boiling Point 265 °C at 760 mmHg
  • Molecular Weight 164.161
  • Flash Point 144 °C
  • Transport Information
  • Appearance white crystalline powder
  • Safety 24/25
  • Risk Codes 36/37/38-20/21/22
  • Molecular Structure Molecular Structure of 1571-08-0 (Methyl 4-formylbenzoate)
  • Hazard Symbols HarmfulXn
  • Synonyms Benzoicacid, 4-formyl-, methyl ester;4-Carbomethoxybenzaldehyde;4-Formylbenzoicacid methyl ester;Methyl benzaldehyde-4-carboxylate;NSC 28459;Para(methoxycarbonyl)benzaldehyde;p-Formylbenzoic acid methyl ester;
  • PSA 43.37000
  • LogP 1.28570

Synthetic route

4-(methoxycarbonyl)benzyl alcohol
6908-41-4

4-(methoxycarbonyl)benzyl alcohol

methyl 4-formylbenzoate
1571-08-0

methyl 4-formylbenzoate

Conditions
ConditionsYield
With air; poly-alkylated (nitrosyl)Ru(salen) In toluene at 20℃; for 24h; Irradiation;100%
With dmap; tetrakis(actonitrile)copper(I) hexafluorophosphate; N,N'-di-tert-butylethylenediamine; oxygen In dichloromethane at 20℃; under 760.051 Torr; for 3h; Schlenk technique; Molecular sieve; Sealed tube;99%
With fluorosulfonyl fluoride; potassium carbonate; dimethyl sulfoxide at 20℃; for 12h; chemoselective reaction;99%
methyl 4-(diethoxymethyl)benzenecarboxylate
101403-69-4

methyl 4-(diethoxymethyl)benzenecarboxylate

methyl 4-formylbenzoate
1571-08-0

methyl 4-formylbenzoate

Conditions
ConditionsYield
sodium tetrakis[(3,5-di-trifluoromethyl)phenyl]borate In water at 30℃; for 3h;100%
4-Carboxybenzaldehyde
619-66-9

4-Carboxybenzaldehyde

methyl 4-formylbenzoate
1571-08-0

methyl 4-formylbenzoate

Conditions
ConditionsYield
In methanol100%
In dichloromethane
In dichloromethane
Multi-step reaction with 2 steps
1: O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine / dichloromethane / 20 °C
2: copper(II) bis(trifluoromethanesulfonate) / 16 h / 20 °C
View Scheme
4-(hydroxyiminomethyl)benzoic acid methyl ester
53148-13-3

4-(hydroxyiminomethyl)benzoic acid methyl ester

methyl 4-formylbenzoate
1571-08-0

methyl 4-formylbenzoate

Conditions
ConditionsYield
With hydrogenchloride In water; toluene at 20℃; for 4h; Reflux; Large scale;98%
methyl 4-(dimethoxymethyl)benzoate
42228-16-0

methyl 4-(dimethoxymethyl)benzoate

methyl 4-formylbenzoate
1571-08-0

methyl 4-formylbenzoate

Conditions
ConditionsYield
With toluene-4-sulfonic acid In acetone at 20℃; for 20h;98%
methyl 4-[2-(methylthio)-1,3-dithian-2-yl]benzoate
176208-43-8

methyl 4-[2-(methylthio)-1,3-dithian-2-yl]benzoate

methyl 4-formylbenzoate
1571-08-0

methyl 4-formylbenzoate

Conditions
ConditionsYield
With water; 2,3-dicyano-5,6-dichloro-p-benzoquinone In acetonitrile for 3h; Ambient temperature;97%
With p-benzoquinone; sodium iodide In water; acetonitrile at 100℃; for 31h;86 %Spectr.
4-Carboxybenzaldehyde
619-66-9

4-Carboxybenzaldehyde

dimethyl dicarbonate
4525-33-1

dimethyl dicarbonate

methyl 4-formylbenzoate
1571-08-0

methyl 4-formylbenzoate

Conditions
ConditionsYield
magnesium(II) perchlorate In nitromethane at 40℃; for 16h;97%
di(p-tolyl) sulfoxide
1774-35-2

di(p-tolyl) sulfoxide

4-(methoxycarbonyl)benzyl alcohol
6908-41-4

4-(methoxycarbonyl)benzyl alcohol

A

di-(p-tolyl)sulfane
620-94-0

di-(p-tolyl)sulfane

B

methyl 4-formylbenzoate
1571-08-0

methyl 4-formylbenzoate

Conditions
ConditionsYield
With per-rhenic acid In toluene for 24h; Reflux;A 97%
B 85%
methanol
67-56-1

methanol

4-Carboxybenzaldehyde
619-66-9

4-Carboxybenzaldehyde

methyl 4-formylbenzoate
1571-08-0

methyl 4-formylbenzoate

Conditions
ConditionsYield
With acetyl chloride at 0 - 20℃;96%
With thionyl chloride Ambient temperature;95%
With thionyl chloride at 0 - 20℃;93%
4-quinolynylmethyl 4-formylbenzoate
274250-98-5

4-quinolynylmethyl 4-formylbenzoate

methyl iodide
74-88-4

methyl iodide

methyl 4-formylbenzoate
1571-08-0

methyl 4-formylbenzoate

Conditions
ConditionsYield
Stage #1: 4-quinolynylmethyl 4-formylbenzoate With ammonium formate; 1,2-bis-(diphenylphosphino)ethane; bis(dibenzylideneacetone)-palladium(0) In dimethyl sulfoxide at 50℃; for 12h; Reduction; Deprotection;
Stage #2: methyl iodide With sodium carbonate In water; dimethyl sulfoxide at 20℃; for 12h; Methylation;
96%
methanol
67-56-1

methanol

4-formylphenyl 2,3,4,5,6-pentafluorobenzenesulfonate

4-formylphenyl 2,3,4,5,6-pentafluorobenzenesulfonate

methyl 4-formylbenzoate
1571-08-0

methyl 4-formylbenzoate

Conditions
ConditionsYield
With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; potassium acetate at 20℃; for 16h; Schlenk technique; Inert atmosphere; chemoselective reaction;96%
Methyl 4-(bromomethyl)benzoate
2417-72-3

Methyl 4-(bromomethyl)benzoate

methyl 4-formylbenzoate
1571-08-0

methyl 4-formylbenzoate

Conditions
ConditionsYield
With potassium hydrogencarbonate; dimethyl sulfoxide for 0.05h; Microwave irradiation;95%
With pyridine N-oxide; silver(l) oxide In acetonitrile at 25℃;81%
With ethanol; sodium 2-nitropropane
With methanol; hexamethylenetetramine
With 4-methylmorpholine N-oxide In acetonitrile at 0℃; Inert atmosphere; Molecular sieve;
(4-(methoxycarbonyl)phenyl)methylene diacetate
59153-68-3

(4-(methoxycarbonyl)phenyl)methylene diacetate

methyl 4-formylbenzoate
1571-08-0

methyl 4-formylbenzoate

Conditions
ConditionsYield
With potassium tert-butylate; 3-Dimethylaminophenol In tetrahydrofuran for 0.0833333h;92%
With zirconium(IV) chloride In methanol at 20℃; for 0.1h;89%
4-(diethylaminocarbonyl)benzoic acid methyl ester
122357-96-4

4-(diethylaminocarbonyl)benzoic acid methyl ester

methyl 4-formylbenzoate
1571-08-0

methyl 4-formylbenzoate

Conditions
ConditionsYield
With Schwartz's reagent In tetrahydrofuran at 20℃; for 0.416667h; Inert atmosphere;92%
With Schwartz's reagent In tetrahydrofuran at 20℃; for 0.5h;73%
methyl 4-[(hydroxy)(1,2,3,4,5-pentamethyl-2,4-cyclopentadienyl)methyl]benzoate
862387-17-5

methyl 4-[(hydroxy)(1,2,3,4,5-pentamethyl-2,4-cyclopentadienyl)methyl]benzoate

A

1,2,3,4,5-pentamethylcyclopentadiene
4045-44-7

1,2,3,4,5-pentamethylcyclopentadiene

B

methyl 4-formylbenzoate
1571-08-0

methyl 4-formylbenzoate

Conditions
ConditionsYield
With trichloroacetic acid In dichloromethane at 28℃; for 1.5h;A n/a
B 91%
methanol
67-56-1

methanol

4-formyl-N,N-bis(pyridin-2-ylmethyl)benzamide
1314659-42-1

4-formyl-N,N-bis(pyridin-2-ylmethyl)benzamide

methyl 4-formylbenzoate
1571-08-0

methyl 4-formylbenzoate

Conditions
ConditionsYield
With copper(II) bis(trifluoromethanesulfonate) at 20℃; for 16h;91%
formic acid
64-18-6

formic acid

methyl 4-iodobenzoate
619-44-3

methyl 4-iodobenzoate

methyl 4-formylbenzoate
1571-08-0

methyl 4-formylbenzoate

Conditions
ConditionsYield
With palladium diacetate; triethylamine; dicyclohexyl-carbodiimide; tricyclohexylphosphine In N,N-dimethyl-formamide at 60℃; for 10h; Inert atmosphere; Sealed tube;91%
Stage #1: formic acid; methyl 4-iodobenzoate With palladium diacetate; acetic anhydride; tricyclohexylphosphine In N,N-dimethyl-formamide at 30℃; for 1h; Inert atmosphere; Green chemistry;
Stage #2: With triethylamine In N,N-dimethyl-formamide at 80℃; for 6h; Inert atmosphere; Green chemistry;
79%
With iodine; triethylamine; triphenylphosphine In toluene at 80℃; Inert atmosphere; Sealed tube;71%
4-methoxycarbonylphenyl bromide
619-42-1

4-methoxycarbonylphenyl bromide

methyl 4-formylbenzoate
1571-08-0

methyl 4-formylbenzoate

Conditions
ConditionsYield
With triethylsilane; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; sodium acetate In acetonitrile at 60℃; for 16h; Schlenk technique; Inert atmosphere;91%
4-carbomethoxyphenyl triflate
17763-71-2

4-carbomethoxyphenyl triflate

methyl 4-formylbenzoate
1571-08-0

methyl 4-formylbenzoate

Conditions
ConditionsYield
With triethylsilane; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; sodium acetate In acetonitrile at 25℃; for 16h; Schlenk technique; Inert atmosphere;91%
carbon monoxide
201230-82-2

carbon monoxide

methyl 4-iodobenzoate
619-44-3

methyl 4-iodobenzoate

A

benzoic acid methyl ester
93-58-3

benzoic acid methyl ester

B

methyl 4-formylbenzoate
1571-08-0

methyl 4-formylbenzoate

Conditions
ConditionsYield
With tri-n-butyl-tin hydride; tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran at 50℃; under 2280 Torr;A 8%
B 90%
With hydrogen; potassium carbonate In 1,4-dioxane at 120 - 140℃; under 30003 Torr; for 20h; Autoclave;A 45%
B 8%
carbon monoxide
201230-82-2

carbon monoxide

methyl 4-iodobenzoate
619-44-3

methyl 4-iodobenzoate

methyl 4-formylbenzoate
1571-08-0

methyl 4-formylbenzoate

Conditions
ConditionsYield
With sodium formate In N,N-dimethyl-formamide at 110℃; under 760.051 Torr; for 4h;90%
With sodium formate In N,N-dimethyl-formamide at 100℃; under 760.051 Torr; for 6h;89%
With triethylsilane; palladium diacetate; sodium hydrogencarbonate; sodium carbonate at 20℃; under 760.051 Torr; for 24h;83%
With poly-γ-(p-diphenylphosphinophenyl)propylsiloxane Pd; sodium acetate In N,N-dimethyl-formamide at 90℃; for 8h;81%
N-cyclohexyl-4-(methoxycarbonyl)benzamide

N-cyclohexyl-4-(methoxycarbonyl)benzamide

methyl 4-formylbenzoate
1571-08-0

methyl 4-formylbenzoate

Conditions
ConditionsYield
Stage #1: N-cyclohexyl-4-(methoxycarbonyl)benzamide With 2-fluoropyridine; trifluoromethylsulfonic anhydride In dichloromethane at -78 - 0℃; Inert atmosphere;
Stage #2: With triethylsilane In dichloromethane at 0 - 25℃; Inert atmosphere;
Stage #3: With citric acid In tetrahydrofuran; dichloromethane; water at 45℃; for 2h; chemoselective reaction;
90%
methyl 4-(isopropylcarbamoyl)benzoate
229648-45-7

methyl 4-(isopropylcarbamoyl)benzoate

methyl 4-formylbenzoate
1571-08-0

methyl 4-formylbenzoate

Conditions
ConditionsYield
Stage #1: methyl 4-(isopropylcarbamoyl)benzoate With 2-fluoropyridine; trifluoromethylsulfonic anhydride In dichloromethane at 0℃; for 0.333333h; Inert atmosphere;
Stage #2: With 1,1,3,3-Tetramethyldisiloxane In dichloromethane at 0 - 20℃; for 6.16667h; Inert atmosphere;
Stage #3: With hydrogenchloride In dichloromethane; water at 20℃; Inert atmosphere;
90%
Multi-step reaction with 3 steps
1: phosphorus pentachloride / dichloromethane / 20 °C / Schlenk technique
2: Dimethylphenylsilane; CpRu(PiPr3)(CH3CN)2PF6; tert-butyl isocyanide / dichloromethane-d2 / 0.5 h / 20 °C / Schlenk technique
3: hydrogenchloride; water / hexane
View Scheme
methyl 4-(aminomethyl)benzoate
18469-52-8

methyl 4-(aminomethyl)benzoate

methyl 4-formylbenzoate
1571-08-0

methyl 4-formylbenzoate

Conditions
ConditionsYield
With copper(I) 2-hydroxy-3-methylbenzoate; oxygen; ascorbic acid In N,N-dimethyl acetamide at 40℃; for 2h; chemoselective reaction;89%
With N-chloro-succinimide In water at 24.9℃; Kinetics; Thermodynamic data; pH 10.6; ΔH(excit.), ΔS(excit.);
With N-bromoacetamide In water at 14.9 - 34.9℃; Kinetics; Thermodynamic data; ΔH(excit.), ΔS(excit.);
Monomethyl terephthalate
1679-64-7

Monomethyl terephthalate

methyl 4-formylbenzoate
1571-08-0

methyl 4-formylbenzoate

Conditions
ConditionsYield
With P(p-CH3OC6H4)3; methylphenylsilane; 2,2-dimethylpropanoic anhydride; bis(dibenzylideneacetone)-palladium(0) In toluene at 80℃; for 20h; Schlenk technique; Inert atmosphere;89%
With bis-triphenylphosphine-palladium(II) chloride; 2-chloro-4,6-dimethoxy-1 ,3,5-triazine; Dimethylphenylsilane In toluene at 80℃; for 7h; Inert atmosphere; Sealed tube;89%
With palladium(II) acetylacetonate; hydrogen; 2,2-dimethylpropanoic anhydride; dicyclohexylphenylphosphine In tetrahydrofuran at 80℃; under 3750.38 Torr; for 20h; Inert atmosphere;80%
4-Carboxybenzaldehyde
619-66-9

4-Carboxybenzaldehyde

carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

methyl 4-formylbenzoate
1571-08-0

methyl 4-formylbenzoate

Conditions
ConditionsYield
With potassium carbonate In dimethyl sulfoxide at 90℃; for 16h; Inert atmosphere; Green chemistry;89%
4-Carboxybenzaldehyde
619-66-9

4-Carboxybenzaldehyde

methyl salicylate
119-36-8

methyl salicylate

A

salicylic acid
69-72-7

salicylic acid

B

methyl 4-formylbenzoate
1571-08-0

methyl 4-formylbenzoate

Conditions
ConditionsYield
Stage #1: 4-Carboxybenzaldehyde With potassium carbonate In N,N-dimethyl acetamide at 110℃; for 0.5h;
Stage #2: methyl salicylate at 110℃; for 24h;
A n/a
B 89%
4-Carboxybenzaldehyde
619-66-9

4-Carboxybenzaldehyde

methyl iodide
74-88-4

methyl iodide

methyl 4-formylbenzoate
1571-08-0

methyl 4-formylbenzoate

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In acetonitrile at 20℃; for 1h;88%
With 1,8-diazabicyclo[5.4.0]undec-7-ene In acetonitrile at 20℃; for 2h;71%
With potassium carbonate In N-methyl-acetamide; water4.7 g (84%)
With potassium carbonate In N,N-dimethyl-formamide at 60℃; Darkness;
methanol
67-56-1

methanol

4-(trifluormethanesulfonyloxy)benzaldehyde
17763-69-8

4-(trifluormethanesulfonyloxy)benzaldehyde

methyl 4-formylbenzoate
1571-08-0

methyl 4-formylbenzoate

Conditions
ConditionsYield
With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; potassium acetate at 20℃; for 16h; Schlenk technique; Inert atmosphere; chemoselective reaction;88%
methyl 4-formylbenzoate
1571-08-0

methyl 4-formylbenzoate

Monomethyl terephthalate
1679-64-7

Monomethyl terephthalate

Conditions
ConditionsYield
With phosphate-buffered silica gel supported KMnO4 In cyclohexane at 65℃;100%
With chromium(VI) oxide; sulfuric acid In water; acetone at 0℃; Jones Oxidation;97%
With selenium(IV) oxide; dihydrogen peroxide In tetrahydrofuran for 5h; Heating;95%
2,2-Dimethyl-1,3-propanediol
126-30-7

2,2-Dimethyl-1,3-propanediol

methyl 4-formylbenzoate
1571-08-0

methyl 4-formylbenzoate

4-(5,5-Dimethyl-[1,3]dioxan-2-yl)-benzoic acid methyl ester
138536-73-9

4-(5,5-Dimethyl-[1,3]dioxan-2-yl)-benzoic acid methyl ester

Conditions
ConditionsYield
With toluene-4-sulfonic acid In benzene for 2h; Heating;100%
With toluene-4-sulfonic acid In toluene for 24h; Reflux;66%
trimethylsilyl cyanide
7677-24-9

trimethylsilyl cyanide

methyl 4-formylbenzoate
1571-08-0

methyl 4-formylbenzoate

methyl 4-(cyano(trimethylsilyloxy)methyl)benzoate
93555-00-1

methyl 4-(cyano(trimethylsilyloxy)methyl)benzoate

Conditions
ConditionsYield
In diethyl ether at 0℃; for 1h;100%
With Al(3+)*C36H48NO3(3-) In acetonitrile at 20℃; for 9.5h; Inert atmosphere; Schlenk techniques;92%
With iodine In dichloromethane at 20℃; for 0.05h;90%
benzyl 2-bromopropionate
3017-53-6

benzyl 2-bromopropionate

methyl 4-formylbenzoate
1571-08-0

methyl 4-formylbenzoate

benzyl 2-methyl-3-hydroxy-p-carbomethoxyhydrocinnamate
122594-12-1

benzyl 2-methyl-3-hydroxy-p-carbomethoxyhydrocinnamate

Conditions
ConditionsYield
With iodine; zinc In benzene for 18h; Heating;100%
2-bromobutyric acid benzyl ester
42115-51-5

2-bromobutyric acid benzyl ester

methyl 4-formylbenzoate
1571-08-0

methyl 4-formylbenzoate

4-(2-Benzyloxycarbonyl-1-hydroxy-butyl)-benzoic acid methyl ester
122594-13-2

4-(2-Benzyloxycarbonyl-1-hydroxy-butyl)-benzoic acid methyl ester

Conditions
ConditionsYield
With iodine; zinc In benzene Heating;100%
(Z)-2-(1-methoxyethyl)-2,4-pentadienyltrimethyltin

(Z)-2-(1-methoxyethyl)-2,4-pentadienyltrimethyltin

methyl 4-formylbenzoate
1571-08-0

methyl 4-formylbenzoate

4-((1S,2R,4R)-1-Hydroxy-4-methoxy-3-methylene-2-vinyl-pentyl)-benzoic acid methyl ester

4-((1S,2R,4R)-1-Hydroxy-4-methoxy-3-methylene-2-vinyl-pentyl)-benzoic acid methyl ester

Conditions
ConditionsYield
With TiCl4*Et2O In dichloromethane at -78℃; for 2h;100%
methyl 4-formylbenzoate
1571-08-0

methyl 4-formylbenzoate

4-(methoxycarbonyl)benzyl alcohol
6908-41-4

4-(methoxycarbonyl)benzyl alcohol

Conditions
ConditionsYield
With sodium tetrahydroborate In ethanol at 5℃; for 0.5h;100%
With zirconium dioxide hydrate; isopropyl alcohol at 60℃; for 0.133333h; Meerwein-Ponndorf-Verley Reduction;100%
Stage #1: methyl 4-formylbenzoate With polymethylhydrosiloxane; iron(II) acetate; tricyclohexylphosphine In tetrahydrofuran at 65℃; for 16h;
Stage #2: With sodium hydrogencarbonate In tetrahydrofuran; methanol at 0 - 20℃; Further stages.;
99%
malonic acid
141-82-2

malonic acid

methyl 4-formylbenzoate
1571-08-0

methyl 4-formylbenzoate

4-(2-carboxyvinyl)benzoic acid methyl ester
19473-96-2

4-(2-carboxyvinyl)benzoic acid methyl ester

Conditions
ConditionsYield
With piperidine; pyridine at 120℃; for 12h;100%
With piperidine In pyridine at 100 - 120℃; for 19h;99.39%
With piperidine; pyridine at 80 - 100℃; for 4h;91.6%
With piperidine; pyridine at 110℃; for 2h;75%
With piperidine; pyridine for 5h; Reflux;36%
3-acetyl-2,4-dihydroxyquinoline
26138-64-7

3-acetyl-2,4-dihydroxyquinoline

methyl 4-formylbenzoate
1571-08-0

methyl 4-formylbenzoate

4-[(E)-3-(2,4-Dihydroxy-quinolin-3-yl)-3-oxo-propenyl]-benzoic acid methyl ester

4-[(E)-3-(2,4-Dihydroxy-quinolin-3-yl)-3-oxo-propenyl]-benzoic acid methyl ester

Conditions
ConditionsYield
100%
benzylamine
100-46-9

benzylamine

methyl 4-formylbenzoate
1571-08-0

methyl 4-formylbenzoate

N-benzyl-(4-methoxycarbonylphenyl)methanimine
193821-09-9

N-benzyl-(4-methoxycarbonylphenyl)methanimine

Conditions
ConditionsYield
In toluene for 15.5h; Heating;100%
With 4 A molecular sieve In methanol for 4h; Heating;96%
In methanol
methyl 4-formylbenzoate
1571-08-0

methyl 4-formylbenzoate

methyl 4-[(1E)-(hydroxyimino)methyl]benzoate
168699-41-0

methyl 4-[(1E)-(hydroxyimino)methyl]benzoate

Conditions
ConditionsYield
With hydroxylamine hydrochloride; sodium acetate In methanol; water Reflux;100%
With hydroxylamine hydrochloride; sodium acetate In methanol; water for 0.5h; Reflux;79%
With hydroxylamine hydrochloride; sodium hydrogencarbonate In methanol at 20℃; for 4h;60%
1-benzoyl-1H-benzotriazole
4231-62-3

1-benzoyl-1H-benzotriazole

methyl 4-formylbenzoate
1571-08-0

methyl 4-formylbenzoate

methyl 4-<1H-1,2,3-benzotriazol-1-yl(benzoyloxy)methyl> benzoate

methyl 4-<1H-1,2,3-benzotriazol-1-yl(benzoyloxy)methyl> benzoate

Conditions
ConditionsYield
With potassium carbonate In acetonitrile at 20℃; for 10h;100%
1,6-Hexanediamine
124-09-4

1,6-Hexanediamine

methyl 4-formylbenzoate
1571-08-0

methyl 4-formylbenzoate

1,6-bis(4-methoxycarbonylbenzylidene)hexanediamine
106872-64-4

1,6-bis(4-methoxycarbonylbenzylidene)hexanediamine

Conditions
ConditionsYield
In toluene for 0.5h; Condensation; Heating;100%
In toluene for 1h; Reflux; Dean-Stark trap;100%
1H-indene-1,3(2H)-dione
606-23-5

1H-indene-1,3(2H)-dione

(E)-benzalacetone
1896-62-4

(E)-benzalacetone

methyl 4-formylbenzoate
1571-08-0

methyl 4-formylbenzoate

2-[4-(methoxycarbonyl)phenyl]-6-phenylspiro[cyclohexane-1,2'-indan]-1',3',4-trione

2-[4-(methoxycarbonyl)phenyl]-6-phenylspiro[cyclohexane-1,2'-indan]-1',3',4-trione

Conditions
ConditionsYield
Stage #1: 1H-indene-1,3(2H)-dione; methyl 4-formylbenzoate With L-proline In methanol at 20℃; for 0.5h; organocatalytic Knoevenagel condensation;
Stage #2: (E)-benzalacetone In methanol at 25℃; for 96h; Diels-Alder/epimerization reaction;
100%
(E)-3-methyl-4-methoxy-2-[(trimethylsilyl)oxy]-1,3-butadiene
72476-03-0

(E)-3-methyl-4-methoxy-2-[(trimethylsilyl)oxy]-1,3-butadiene

methyl 4-formylbenzoate
1571-08-0

methyl 4-formylbenzoate

4-(5-methyl-4-oxo-3,4-dihydro-2H-pyran-2-yl)-benzoic acid methyl ester

4-(5-methyl-4-oxo-3,4-dihydro-2H-pyran-2-yl)-benzoic acid methyl ester

Conditions
ConditionsYield
Stage #1: (E)-3-methyl-4-methoxy-2-[(trimethylsilyl)oxy]-1,3-butadiene; methyl 4-formylbenzoate With lithium methanolate In N,N-dimethyl-formamide at 0℃; Mukaiyama aldol addition;
Stage #2: With trifluoroacetic acid In N,N-dimethyl-formamide at 0℃;
100%
(1H,1H,2H,2H-perfluorooctyl)triphenylphosphonium iodide
94190-73-5

(1H,1H,2H,2H-perfluorooctyl)triphenylphosphonium iodide

methyl 4-formylbenzoate
1571-08-0

methyl 4-formylbenzoate

C17H11F13O2
944720-88-1

C17H11F13O2

Conditions
ConditionsYield
With potassium carbonate In 1,4-dioxane; water Wittig reaction; Heating;100%
2-(5-fluoro-2-methoxyphenyl)ethanamine
1000533-03-8

2-(5-fluoro-2-methoxyphenyl)ethanamine

methyl 4-formylbenzoate
1571-08-0

methyl 4-formylbenzoate

4-({[2-(5-fluoro-2-methoxyphenyl)ethyl]imino}methyl)benzoic acid methyl ester

4-({[2-(5-fluoro-2-methoxyphenyl)ethyl]imino}methyl)benzoic acid methyl ester

Conditions
ConditionsYield
In ethanol for 2h; Heating / reflux;100%
p-Trifluoromethylbenzylamine
3300-51-4

p-Trifluoromethylbenzylamine

methyl 4-formylbenzoate
1571-08-0

methyl 4-formylbenzoate

N-(4-(methylcarboxy)benzylidene)-p-trifluoromethylbenzylamine
1276692-13-7

N-(4-(methylcarboxy)benzylidene)-p-trifluoromethylbenzylamine

Conditions
ConditionsYield
In toluene Reflux;100%
tert-butyl 1-(2-bromobenzyl)hydrazine-1-carboxylate

tert-butyl 1-(2-bromobenzyl)hydrazine-1-carboxylate

methyl 4-formylbenzoate
1571-08-0

methyl 4-formylbenzoate

C21H23BrN2O4

C21H23BrN2O4

Conditions
ConditionsYield
In ethanol at 20℃;100%
2,4-Dimethoxybenzylamine
20781-20-8

2,4-Dimethoxybenzylamine

methyl 4-formylbenzoate
1571-08-0

methyl 4-formylbenzoate

methyl (E)-4-(2,4-dimethoxybenzyliminomethyl)benzoate

methyl (E)-4-(2,4-dimethoxybenzyliminomethyl)benzoate

Conditions
ConditionsYield
With magnesium sulfate In dichloromethane at 20℃; for 12h; Inert atmosphere;100%
trimethylsilyl cyanide
7677-24-9

trimethylsilyl cyanide

3-Phenylpropan-1-amine
2038-57-5

3-Phenylpropan-1-amine

methyl 4-formylbenzoate
1571-08-0

methyl 4-formylbenzoate

methyl 4-[cyano(3-phenylpropylamino)methyl]benzoate
1108730-71-7

methyl 4-[cyano(3-phenylpropylamino)methyl]benzoate

Conditions
ConditionsYield
With polymer-supported scandium(III) bis(trifluoromethanesulfonate) In acetonitrile at 20℃; for 1h; Strecker reaction; Combinatorial reaction / High throughput screening (HTS); chemoselective reaction;99.9%
trimethylsilyl cyanide
7677-24-9

trimethylsilyl cyanide

phenethylamine
64-04-0

phenethylamine

methyl 4-formylbenzoate
1571-08-0

methyl 4-formylbenzoate

methyl 4-[cyano(phenethylamino)methyl]benzoate
1108730-70-6

methyl 4-[cyano(phenethylamino)methyl]benzoate

Conditions
ConditionsYield
With polymer-supported scandium(III) bis(trifluoromethanesulfonate) In acetonitrile at 20℃; for 1h; Strecker reaction; Combinatorial reaction / High throughput screening (HTS); chemoselective reaction;99.9%
trimethylsilyl cyanide
7677-24-9

trimethylsilyl cyanide

aniline
62-53-3

aniline

methyl 4-formylbenzoate
1571-08-0

methyl 4-formylbenzoate

methyl 4-[cyano(phenylamino)methyl]benzoate
1108730-68-2

methyl 4-[cyano(phenylamino)methyl]benzoate

Conditions
ConditionsYield
With polymer-supported scandium(III) bis(trifluoromethanesulfonate) In acetonitrile at 20℃; for 1h; Strecker reaction; Combinatorial reaction / High throughput screening (HTS); chemoselective reaction;99.8%
With polymer-supported gallium(III) bis(trifluoromethanesulfonate) In dichloromethane at 40℃; under 15001.5 Torr; for 1h; Strecker reaction; Microreactor;99.9%
trimethylsilyl cyanide
7677-24-9

trimethylsilyl cyanide

benzylamine
100-46-9

benzylamine

methyl 4-formylbenzoate
1571-08-0

methyl 4-formylbenzoate

methyl 4-((benzylamino)(cyano)methyl)benzoate
1108730-69-3

methyl 4-((benzylamino)(cyano)methyl)benzoate

Conditions
ConditionsYield
With polymer-supported scandium(III) bis(trifluoromethanesulfonate) In acetonitrile at 20℃; for 1h; Strecker reaction; Combinatorial reaction / High throughput screening (HTS); chemoselective reaction;99.9%
ethyl 2-cyanoacetate
105-56-6

ethyl 2-cyanoacetate

methyl 4-formylbenzoate
1571-08-0

methyl 4-formylbenzoate

C14H13NO4

C14H13NO4

Conditions
ConditionsYield
With piperazine In acetonitrile for 1h; Knoevenagel condensation; electroosmos;99.8%
methyl 4-formylbenzoate
1571-08-0

methyl 4-formylbenzoate

4-(hydroxyiminomethyl)benzoic acid methyl ester
53148-13-3

4-(hydroxyiminomethyl)benzoic acid methyl ester

Conditions
ConditionsYield
Stage #1: methyl 4-formylbenzoate With hydroxylamine hydrochloride In methanol; water at 25 - 35℃; for 2h;
Stage #2: With sodium hydroxide In methanol; water pH=7.5 - 8;
99.5%
Stage #1: methyl 4-formylbenzoate With hydroxylamine hydrochloride; 5%-palladium/activated carbon In methanol; water at 25 - 35℃; for 2h;
Stage #2: With sodium hydroxide In methanol; water pH=7.5 - 8; Product distribution / selectivity;
99.5%
With hydroxylamine hydrochloride In methanol; water at 20℃; for 6h; Large scale;95%
methyl 4-formylbenzoate
1571-08-0

methyl 4-formylbenzoate

trimethyl orthoformate
149-73-5

trimethyl orthoformate

methyl 4-(dimethoxymethyl)benzoate
42228-16-0

methyl 4-(dimethoxymethyl)benzoate

Conditions
ConditionsYield
With *OTf3 In methanol for 5h; Ambient temperature;99%
With amberlyst-15 In acetonitrile for 1h; electroosmos;99.4%
With amberlyst-15 In acetonitrile for 0.166667h;95.3%

Methyl 4-formylbenzoate Chemical Properties

Empirical Formula: C9H8O3
Molecular Weight: 164.158 g/mol
Index of Refraction: 1.557
Density: 1.181 g/cm3
Flash Point: 122.5 °C
Water solubility: Insoluble
Sensitive: Air Sensitive
Melting point: 59-63 °C(lit.)
Enthalpy of Vaporization: 50.29 kJ/mol
Boiling Point: 265 °C at 760 mmHg
Vapour Pressure: 0.0094 mmHg at 25 °C 
Solubility: Methanol : 0.1 g/mL, clear
Appearance: White crystalline powder
Structure of Methyl 4-formylbenzoate (CAS NO.1571-08-0):
                   
IUPAC Name: Methyl 4-formylbenzoate
Product Category of Methyl 4-formylbenzoate (CAS NO.1571-08-0): Intermediates of Dyes and Pigments;Aromatic Aldehydes & Derivatives (substituted)

Methyl 4-formylbenzoate Uses

 Methyl 4-formylbenzoate (CAS NO.1571-08-0) can be used as drugs' intermediate and fluorescent brighteners' intermediate.

Methyl 4-formylbenzoate Toxicity Data With Reference

 Methyl 4-formylbenzoate (CAS NO.1571-08-0) hasn't been listed as a carcinogen by NTP, IARC, ACGIH, or CA Prop 65. And the toxicological properties have not been fully investigated.

Methyl 4-formylbenzoate Safety Profile

Hazard Codes: HarmfulXn,IrritantXi
Risk Statements: 36/37/38-20/21/22
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed. 
R36/37/38:Irritating to eyes, respiratory system and skin. 
Safety Statements: 22-24/25
S22:Do not breathe dust.  
S24/25:Avoid contact with skin and eyes. 

Methyl 4-formylbenzoate Specification

 Methyl 4-formylbenzoate , its cas register number is 1571-08-0. It also can be called 4-Carbomethoxybenzaldehyde; p-Carbomethoxybenzaldehyde ; 4-(Methoxycarbonyl)benzaldehyde ; Methyl benzaldehyde-4-carboxylate ; Methyl terephthalaldehydate ; and 4-Carboxybenzaldehyde methyl ester . It is hazardous, so the first aid measures and others should be known. Such as: When on the skin: first, should flush skin with plenty of water immediately for at least 15 minutes while removing contaminated clothing. Secondly, get medical aid. Or in the eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Then get medical aid soon. While, it's inhaled: Remove from exposure and move to fresh air immediately. Give artificial respiration while not breathing. When breathing is difficult, give oxygen. And as soon as to get medical aid. Then you have the ingesting of the product: Wash mouth out with water, and get medical aid immediately. Notes to physician: Treat supportively and symptomatically.
In addition, Methyl 4-formylbenzoate (CAS NO.1571-08-0) is not compatible with strong oxidizing agents, and you must not take it with incompatible materials. And also prevent it to broken down into hazardous decomposition products: carbon monoxide, carbon dioxide.

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