4-Acetoxybenzaldehyde

Base Information

• Chemical Name: 4-Acetoxybenzaldehyde
• CAS No.: 878-00-2
• Molecular Formula: C9H8 O3
• Molecular Weight: 164.161
• Hs Code.: 29153900
• European Community (EC) Number: 212-898-3
• NSC Number: 40537
• UNII: XS4J9N72WD
• DSSTox Substance ID: DTXSID4061250
• Nikkaji Number: J195.171H
• Wikidata: Q27159245
• Metabolomics Workbench ID: 67849
• Mol file: 878-00-2.mol

Synonyms:4-Acetoxybenzaldehyde;878-00-2;4-Formylphenyl acetate;p-Acetoxybenzaldehyde;4-Acetoxy benzaldehyde;(4-formylphenyl) acetate;Benzaldehyde, 4-(acetyloxy)-;p-Hydroxybenzaldehyde acetate;Acetic Acid 4-Formylphenyl Ester;4-acetyloxybenzaldehyde;Benzaldehyde, p-hydroxy-, acetate;MFCD00003384;XS4J9N72WD;AI3-31884;EINECS 212-898-3;NSC 40537;NSC-40537;P-FORMYLPHENYL ACETATE;Benzaldehyde, acetate;p-acetoxy benzaldehyde;4-formylphenol acetate;para-acetoxybenzaldehyde;4-Formylphenyl acetate #;4-(acetyloxy)-benzaldehyd;bmse010134;UNII-XS4J9N72WD;4-Acetoxybenzaldehyde, 98%;SCHEMBL203500;DTXSID4061250;CHEBI:86559;NSC40537;STR05110;STK501642;AKOS000414153;AM84218;ACETICACIDCIS-6-NONEN-1-YLESTER;AC-27845;SY042565;CS-0130379;FT-0617389;EN300-133569;W-104005;Q27159245;Z57887890

Chemical Property of 4-Acetoxybenzaldehyde

Chemical Property:

• Appearance/Colour: Clear colorless to pale yellow liquid
• Vapor Pressure: 0.00522mmHg at 25°C
• Melting Point: 213 °C
• Refractive Index: n20/D 1.538(lit.)
• Boiling Point: 275 ºC at 760 mmHg
• Flash Point: 113 ºC
• PSA: 43.37000
• Density: 1.168
• LogP: 1.42440
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Sensitive.: Air Sensitive
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 164.047344113
• Heavy Atom Count: 12
• Complexity: 169

Purity/Quality:

96% 1H NMR ^*data from raw suppliers

4-Acetoxybenzaldehdye ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)OC1=CC=C(C=C1)C=O
• Uses: 4-Acetoxybenzaldehyde is used as pharmaceutical intermediate.

Technology Process of 4-Acetoxybenzaldehyde

There total 52 articles about 4-Acetoxybenzaldehyde which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

acetic anhydride (108-24-7) + 4-hydroxy-benzaldehyde (123-08-0,65581-83-1) → 4-formylphenyl acetate (878-00-2)

Guidance literature:

With pyridine; aluminum oxide; at 100 - 102 ℃; for 4h; microwave irradiation;

DOI:10.1016/S0040-4039(02)00732-3

Reference yield: 98.0%

2-<4-(acetoxy)phenyl>-1,3-dithiolane (150372-43-3) → 4-formylphenyl acetate (878-00-2)

Guidance literature:

With bismuth(III) nitrate; water; In benzene; at 20 ℃; for 4h;

DOI:10.1002/1615-4169(200107)343:5<473::AID-ADSC473>3.0.CO;2-O

Reference yield: 98.0%

4-hydroxy-benzaldehyde (123-08-0,65581-83-1) + 2-acetyl-4,5-dichloropyridazin-3(2H)-one (155164-63-9) → 4-formylphenyl acetate (878-00-2)

Guidance literature:

4-hydroxy-benzaldehyde; With aluminum (III) chloride; In tetrahydrofuran; for 0.0166667h;

2-acetyl-4,5-dichloropyridazin-3(2H)-one; In tetrahydrofuran; at 20 ℃; for 0.5h;

DOI:10.1055/s-0034-1378335

upstream raw materials:

diethyl ether

acetic anhydride

4-hydroxy-benzaldehyde

Ketene

Downstream raw materials:

4-acetyloxy-benzoic acid

4-acetoxy-β-nitro-styrene

(E)-1-(4-hydroxyphenyl)-2-nitroethene

4-(2-Nitrovinyl)benzoic acid methyl ester

Refernces

• 1、 Du, Yunfei,Ouyang, Yaxin,Wang, Xi,Wang, Xiaofan,Yu, Zhenyang,Zhao, Bingyue,Zhao, Kang. "PhIO-Mediated oxidative dethioacetalization/dethioketalization under water-free conditions". . p. 48 - 65. Retrieved 2021/06/16.
• 2、 Li, Jianing,Zhao, Jingnan,Ma, Cunfei,Yu, Zongyi,Zhu, Hongfei,Yun, Lei,Meng, Qingwei. "Visible-Light-Driven Oxidative Cleavage of Alkenes Using Water-Soluble CdSe Quantum Dots". . p. 4985 - 4992. Retrieved 2021/10/16.