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1571-08-0

Basic Information
CAS No.: 1571-08-0
Name: Methyl 4-formylbenzoate
Article Data: 256
Molecular Structure:
Molecular Structure of 1571-08-0 (Methyl 4-formylbenzoate)
Formula: C9H8O3
Molecular Weight: 164.161
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;
EINECS: 216-385-5
Density: 1.181 g/cm3
Melting Point: 59-63 °C(lit.)
Boiling Point: 265 °C at 760 mmHg
Flash Point: 144 °C
Solubility: insoluble in water,methanol: 0.1 g/mL
Appearance: white crystalline powder
Hazard Symbols: HarmfulXn
Risk Codes: 36/37/38-20/21/22
Safety: 24/25
PSA: 43.37000
LogP: 1.28570
Synthetic route
6908-41-4

4-(methoxycarbonyl)benzyl alcohol

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%
101403-69-4

methyl 4-(diethoxymethyl)benzenecarboxylate

1571-08-0

methyl 4-formylbenzoate

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

4-Carboxybenzaldehyde

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
53148-13-3

4-(hydroxyiminomethyl)benzoic acid methyl ester

1571-08-0

methyl 4-formylbenzoate

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

methyl 4-(dimethoxymethyl)benzoate

1571-08-0

methyl 4-formylbenzoate

Conditions
ConditionsYield
With toluene-4-sulfonic acid In acetone at 20℃; for 20h;98%
176208-43-8

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

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.
619-66-9

4-Carboxybenzaldehyde

4525-33-1

dimethyl dicarbonate

1571-08-0

methyl 4-formylbenzoate

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

di(p-tolyl) sulfoxide

6908-41-4

4-(methoxycarbonyl)benzyl alcohol

A

620-94-0

di-(p-tolyl)sulfane

B

1571-08-0

methyl 4-formylbenzoate

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

methanol

619-66-9

4-Carboxybenzaldehyde

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%
274250-98-5

4-quinolynylmethyl 4-formylbenzoate

74-88-4

methyl iodide

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%
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Chemistry

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)

Uses

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

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.

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. 

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.