Tert-butyl 4-formylbenzoate

Base Information

• Chemical Name: Tert-butyl 4-formylbenzoate
• CAS No.: 65874-27-3
• Molecular Formula: C12H14 O3
• Molecular Weight: 206.241
• Hs Code.: 2918300090
• DSSTox Substance ID: DTXSID50372845
• Nikkaji Number: J1.180.649J
• Wikidata: Q82160770
• Mol file: 65874-27-3.mol

Synonyms:tert-butyl 4-formylbenzoate;65874-27-3;4-formyl-benzoic acid mono tert-butyl ester;4-formylbenzoic acid tert-butyl ester;Benzoic acid, 4-formyl-, 1,1-dimethylethyl ester;MFCD01111994;4-(tert-Butoxycarbonyl)benzaldehyde;4-formyl-benzoic acid tert-butyl ester;t-butyl p-formylbenzoate;t-butyl 4-formylbenzoate;t-butyl-p-formyl-benzoate;tert-butyl4-forMylbenzoate;4-FORMYL-BENZOICACIDMONOTERT-BUTYLESTER;tert-butyl-4-formylbenzoate;SCHEMBL1185621;DTXSID50372845;DUNFNBQQWYQKFE-UHFFFAOYSA-N;4-formylbenzoic acid t-butyl ester;AKOS004906771;AS-7050;CS-W007267;SY105829;4-formylbenzoic acid mono tert-butyl ester;B5414;BB 0262377;FT-0655351;Benzoicacid,4-formyl-,1,1-dimethylethyl ester;EN300-137349;F19898;A835260;Z1509740175

Chemical Property of Tert-butyl 4-formylbenzoate

Chemical Property:

• Melting Point: 52.0 to 56.0 °C
• Boiling Point: 310.7±25.0 °C(Predicted)
• PSA: 43.37000
• Density: 1.093±0.06 g/cm3(Predicted)
• LogP: 2.45440
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 206.094294304
• Heavy Atom Count: 15
• Complexity: 232

Purity/Quality:

99% ^*data from raw suppliers

tert-Butyl 4-Formylbenzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)C1=CC=C(C=C1)C=O

Technology Process of Tert-butyl 4-formylbenzoate

There total 10 articles about Tert-butyl 4-formylbenzoate 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: 81.0%

4-Carboxybenzaldehyde (619-66-9) + N,N-dimethylformamide di-tert-butyl acetal (36805-97-7) → 4-(tert-butoxycarbonyl)benzaldehyde (65874-27-3)

Guidance literature:

In benzene; for 1.5h; Reflux;

Reference yield: 77.0%

di-tert-butyl dicarbonate (24424-99-5) + 4-Carboxybenzaldehyde (619-66-9) → 4-(tert-butoxycarbonyl)benzaldehyde (65874-27-3)

Guidance literature:

With dmap; In tert-butyl alcohol; at 20 ℃; for 24h; Inert atmosphere;

DOI:10.1021/acs.joc.8b02965

Reference yield: 69.0%

tert-butyl 4-methylbenzoate (13756-42-8) → 4-(tert-butoxycarbonyl)benzaldehyde (65874-27-3)

Guidance literature:

With 9-(benzoyl(cyclohexyl)carbamoyl)-10-phenylacridinium perchlorate; In water; acetonitrile; at 20 ℃; for 18h; chemoselective reaction; Irradiation; Green chemistry;

DOI:10.1039/d1gc00463h

upstream raw materials:

4-Carboxybenzaldehyde

N,N-dimethylformamide di-tert-butyl acetal

tert-butyl-4-bromobenzoate

N,N-dimethyl-formamide

Downstream raw materials:

terephthalic acid mono-tert-butyl ester

4-hydroxymethylbenzoic acid tert-butyl ester

4-(t-butoxycarbonyl)phenylpropanol

7-butyl-7-(α-hydroxy-4-(tert-butoxycarbonyl)benzyl)-8,11-dithiapentadec-5-yne

Refernces

• 1、 García Manche?o, Olga,Kuhlmann, Jan H.,Pérez-Aguilar, María Carmen,Piekarski, Dariusz G.,Uygur, Mustafa. "Metal- And additive-free C-H oxygenation of alkylarenes by visible-light photoredox catalysis". supporting information. p. 3392 - 3399. Retrieved 2021/05/21.
• 2、 Kawajiri, Takahiro,Kato, Maho,Nakata, Hiroki,Goto, Ryota,Aibara, Shin-Yo,Ohta, Reiya,Fujioka, Hiromichi,Sajiki, Hironao,Sawama, Yoshinari. "Chemoselective Nucleophilic Functionalizations of Aromatic Aldehydes and Acetals via Pyridinium Salt Intermediates". . p. 3853 - 3870. Retrieved 2019/03/07.