4-(2-Methyl-1,3-dioxolan-2-yl)benzaldehyde

Base Information

• Chemical Name: 4-(2-Methyl-1,3-dioxolan-2-yl)benzaldehyde
• CAS No.: 14490-45-0
• Molecular Formula: C11H12O3
• Molecular Weight: 192.214
• DSSTox Substance ID: DTXSID40474807
• Nikkaji Number: J2.367.385A
• Wikidata: Q82304930
• Mol file: 14490-45-0.mol

Synonyms:4-(2-methyl-1,3-dioxolan-2-yl)benzaldehyde;14490-45-0;Benzaldehyde, 4-(2-methyl-1,3-dioxolan-2-yl)-;SCHEMBL3130144;DTXSID40474807;QCBSHOMDNLCSSL-UHFFFAOYSA-N;AKOS016016287;2-(4-Formylphenyl)-2-methyl-1,3-dioxolane;4-(2-Methyl-1,3-dioxolane-2-yl)benzaldehyde;EN300-24221982;Z1511747123

Chemical Property of 4-(2-Methyl-1,3-dioxolan-2-yl)benzaldehyde

Chemical Property:

• PSA: 35.53000
• LogP: 1.71860
• XLogP3: 1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 192.078644241
• Heavy Atom Count: 14
• Complexity: 201

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(OCCO1)C2=CC=C(C=C2)C=O
• Uses: 4-(2-Methyl-1,3-dioxolan-2-yl)benzaldehyde is an intermediate in the synthesis of 1-(4-(1-Hydroperoxy-2-methyl)propyl)phenyl)ethan-1-one (H354985). It is useful in many synthetic preparations.

Technology Process of 4-(2-Methyl-1,3-dioxolan-2-yl)benzaldehyde

There total 11 articles about 4-(2-Methyl-1,3-dioxolan-2-yl)benzaldehyde 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: 91.0%

ethyleneglycol vinyl ether (764-48-7) + 4-bromo-benzaldehyde (1122-91-4) → 4-(2-methyl-1,3-dioxolan-2-yl)benzaldehyde (14490-45-0) + 2-(4-formylbenzyl)-1,3-dioxolane

Guidance literature:

With potassium carbonate; (1RS,2RS,3SR,4SR)-1,2,3,4-tetrakis((diphenylphosphanyl)methyl)cyclopentane; bis(η3-allyl-μ-chloropalladium(II)); In N,N-dimethyl-formamide; at 130 ℃; for 20h;

DOI:10.1055/s-2004-829063

Reference yield: 89.0%

9-methyl-9H-fluorene-9-carbonyl chloride (82102-37-2) + 2-(4-iodophenyl)-2-methyl-[1,2]-dioxolane (214701-35-6) → 4-(2-methyl-1,3-dioxolan-2-yl)benzaldehyde (14490-45-0)

Guidance literature:

With dichloro(1,5-cyclooctadiene)palladium(II); N-Methyldicyclohexylamine; potassium formate; tetra-(n-butyl)ammonium iodide; tricyclohexylphosphine tetrafluoroborate; bis(dibenzylideneacetone)-palladium⁽⁰⁾; tri tert-butylphosphoniumtetrafluoroborate; In acetonitrile; at 80 ℃; for 18h; Sealed tube; Glovebox; Inert atmosphere;

DOI:10.1021/jo400741t

Reference yield: 72.0%

2-(4-bromophenyl)-2-methyl-1,3-dioxolane (4360-68-3) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 4-(2-methyl-1,3-dioxolan-2-yl)benzaldehyde (14490-45-0)

Guidance literature:

2-(4-bromophenyl)-2-methyl-1,3-dioxolane; With n-butyllithium; In diethyl ether; hexane; at -30 - -20 ℃; for 2h;

N,N-dimethyl-formamide; In diethyl ether; hexane; at -20 ℃; for 0.25h;

upstream raw materials:

2-(4-bromophenyl)-2-methyl-1,3-dioxolane

N,N-dimethyl-formamide

ethyleneglycol vinyl ether

4-bromo-benzaldehyde

Downstream raw materials:

dioxolanne de l' azido-2 acetyl-4' cinnamate de methyle

(E)-3-(4-Acetylphenyl)-1-phenyl-prop-2-en-1-on

acide acetyl-6 indolecarboxylique-2

(indolyl-6')-1 propene-2 phenyl-3 one-1