ChemicalBook--->CAS DataBase List--->556-18-3

556-18-3

556-18-3 Structure

556-18-3 Structure
IdentificationMore
[Name]

4-Aminobenzaldehyde
[CAS]

556-18-3
[Synonyms]

4-AMINOBENZALDEHYDE
P-AMINOBENZALDEHYDE
p-Formylaniline
4-amino-benzaldehyd
4-formylaniline
p-Aminobenzaldenhyde
007-095-4652327
PARA-AMINOBENZALDEHYDE
4-Aminobenzenecarbaldehyde
[EINECS(EC#)]

209-115-2
[Molecular Formula]

C7H7NO
[MDL Number]

MFCD00038137
[Molecular Weight]

121.14
[MOL File]

556-18-3.mol
Chemical PropertiesBack Directory
[Melting point ]

77-79°C
[Boiling point ]

138-139 C
[density ]

0,868 g/cm
[refractive index ]

1.5323 (estimate)
[pka]

1.88±0.10(Predicted)
[CAS DataBase Reference]

556-18-3(CAS DataBase Reference)
[EPA Substance Registry System]

556-18-3(EPA Substance)
Safety DataBack Directory
[Hazard Codes ]

Xi
[Risk Statements ]

R36/37/38:Irritating to eyes, respiratory system and skin .
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S36:Wear suitable protective clothing .
[RIDADR ]

UN 1307
[WGK Germany ]

3
[RTECS ]

CU4400000
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Sulfur-->Sodium sulfide-->4-Nitrotoluene-->SODIUM TETRASULFIDE
[Preparation Products]

Nifedipine-->4-Acetamidobenzaldehyde-->Catonic Yellow X-8GL-->4'-(4-AMINOPHENYL)-2,2':6',2''-TERPYRIDINE-->2,5-BIS(4-AMINOPHENYL)-1,3,4-OXADIAZOLE-->3-[(4-Formylphenyl)azo]-4,5-dihydroxy-2,7-naphthalenedisulfonic acid disodium salt-->CI 46045-->Propanamide, N-(4-formylphenyl)--->Benzenepropanoic acid, 4-aMino-.alpha.-oxo--->Benzaldehyde, 4-amino-, oxime-->4-BENZOOXAZOL-2-YL-PHENYLAMINE
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

p-aminobenzaldehyde(556-18-3).msds
Hazard InformationBack Directory
[Description]

4-Aminobenzaldehyde can be made into polymer with a certain conductivity and corrosion resistance, and the combination of stainless steel is better than the epoxy resin. It can be used as intermediate of pharmaceutical and dye. It is also used in organic synthesis. Additionally, it can react with Carbonyl dichloride to get 4-Formylphenyl isocyanate.
[Chemical Properties]

Yellow crystalline powder. Melting point 71-72℃. Soluble in alcohol, benzene, insoluble in water, very easy to polymerize.
[Uses]

4-Aminobenzaldehyde (p-aminobenzaldehyde) is a useful synthetic reagent and monomer that can be used to synthesize monoazo dyes and photocurable ion exchange resins. 4-Aminobenzaldehyde is also a corrosion inhibitor of metals.
[Definition]

ChEBI: P-aminobenzaldehyde is a member of benzaldehydes.
[Preparation]

4-aminobenzaldehyde is obtained from p-nitrotoluene by oxidation, reduction, sodium sulfide, and sodium hydroxide dissolved in water, filtration, and filtrate heated to 68 ° C to add sulfur powder, at 98 ° C reaction for 18min to get more sodium sulfide solution. Add 65% ethanol and p-nitrotoluene, reaction at 80-86 ℃ for 1.5h, recovery of ethanol, and steam distillation to remove by-products p-aminotoluene. The reaction solution is extracted with benzene, distilled by water vapor, cooled, filtered, and dried to obtain the finished product.
[Synthesis Reference(s)]

Organic Syntheses, Coll. Vol. 4, p. 31, 1963
Tetrahedron Letters, 30, p. 251, 1989 DOI: 10.1016/S0040-4039(00)95173-6
[References]

[1] O. A. NURKENOV. Synthesis, structure and chemical transformations of 4-aminobenzaldehyde[J]. Russian Journal of General Chemistry, 2013, 83 10: 1864-1868. DOI:10.1134/S1070363213100113.
[2] MD. J. SHARIF Tatsuya T Seiji Yamazoe. Selective Hydrogenation of 4-Nitrobenzaldehyde to 4-Aminobenzaldehyde by Colloidal RhCu Bimetallic Nanoparticles[J]. Topics in Catalysis, 2014, 57 10-13: 1049-1053. DOI:10.1007/s11244-014-0269-5.
[3] KUNIO KIMURA. Self-Assembling Polycondensation of 4-Aminobenzaldehyde. Preparation of Star-Like Aggregates of Cone-Shaped Poly(azomethine) Crystals[J]. Polymer Journal, 2003, 35 5: 455-459. DOI:10.1295/polymj.35.455.
[4] A. HALSTIANYe. Yu V A S Вushuiev. Ozonation of 4-aminotoluene as a new method of synthesis of 4-aminobenzaldehyde – an intermediate for the production of anti-tuberculosis drugs[J]. Current issues in pharmacy and medicine: science and practice, 2022, 18 1. DOI:10.14739/2409-2932.2022.1.249620.
[5] Lei Z U .Preparation and Application of 4-Aminobenzaldehyde and Its Polymer[J].Journal of Yanbian University(Natural Science), 2008.
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