Methyl 4-(dimethoxymethyl)benzoate

Base Information

• Chemical Name: Methyl 4-(dimethoxymethyl)benzoate
• CAS No.: 42228-16-0
• Molecular Formula: C11H14O4
• Molecular Weight: 210.23
• Hs Code.: 29183000
• European Community (EC) Number: 255-714-7
• DSSTox Substance ID: DTXSID0068369
• Nikkaji Number: J33.616E
• Wikidata: Q81995091
• Mol file: 42228-16-0.mol

Synonyms:Methyl 4-(dimethoxymethyl)benzoate;42228-16-0;Methyl 4-formylbenzoate dimethyl acetal;Benzoic acid, 4-(dimethoxymethyl)-, methyl ester;METHYL-4-(DIMETHOXYMETHYL)-BENZOATE;4-(Methoxycarbonyl)benzaldehyde dimethyl acetal;EINECS 255-714-7;methyl-4-formylbenzoate dimethylacetal;Methyl p-formylbenzoate dimethyl acetal;SCHEMBL5639207;DTXSID0068369;MFCD00027368;methyl 4-formylbenzoate dimethylacetal;AKOS015957665;PS-3101;methyl 4-(dimethoxymethyl)benzenecarboxylate;4-(dimethoxymethyl)benzoic acid methyl ester;CS-0207214;FT-0639773;p-(Dimethoxymethyl)benzoic acid methyl ester;A825817

Chemical Property of Methyl 4-(dimethoxymethyl)benzoate

Chemical Property:

• Appearance/Colour: Clear colourless to yellowish liquid after melting
• Vapor Pressure: 0.00946mmHg at 25°C
• Refractive Index: 1.5065-1.5085
• Boiling Point: 264.9 °C at 760 mmHg
• Flash Point: 110.4 °C
• PSA: 44.76000
• Density: 1.105 g/cm³
• LogP: 1.76460
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 210.08920892
• Heavy Atom Count: 15
• Complexity: 193

Purity/Quality:

98%Min ^*data from raw suppliers

4-(Methoxycarbonyl)benzaldehyde dimethyl acetal ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Methyl 4-(dimethoxymethyl)benzoate

There total 23 articles about Methyl 4-(dimethoxymethyl)benzoate 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: 99.4%

methyl 4-formylbenzoate (1571-08-0) + trimethyl orthoformate (149-73-5) → methyl 4-(dimethoxymethyl)benzoate (42228-16-0)

Guidance literature:

With *OTf3; In methanol; for 5h; Ambient temperature;

DOI:10.1002/hlca.19960790621

Reference yield: 99.2%

4-(dibromomethyl)benzoyl bromide (877-75-8) + trimethyl orthoformate (149-73-5) → methyl 4-(dimethoxymethyl)benzoate (42228-16-0)

Guidance literature:

With zinc(II) chloride; at 80 ℃; for 10h;

DOI:10.1134/S1070363218110014

Reference yield: 96.0%

4-Carboxybenzaldehyde (619-66-9) + trimethyl orthoformate (149-73-5) → methyl 4-(dimethoxymethyl)benzoate (42228-16-0)

Guidance literature:

With sulfuric acid; In methanol; for 48h; Heating;

DOI:10.1071/CH07404

upstream raw materials:

methanol

4-Carboxybenzaldehyde

methyl 4-formylbenzoate

trimethyl orthoformate

Downstream raw materials:

4-Dimethoxymethyl-benzoic acid butyl ester

4,4'-((4-(methoxycarbonyl)phenyl)methylene)bis(1H-pyrrole-2-carbaldehyde)

methyl 4-(1-methoxybut-3-enyl)benzoate

N-ethylacrylamide-2-(4-formylbenzamide)

Refernces

• 1、 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.
• 2、 Gazizov,Ivanova, S. Yu.,Khairullin,Kirillina, Yu. S.,Gazizova. "Synthesis of 4-(Dibromomethyl)benzaldehyde by Catalytic Debromophosphoryl- and Phosphonyloxylation of 1,4-Bis(dibromomethyl)benzene with Phosphorus(IV) Acid Methyl Esters and Its Properties". . p. 2243 - 2250. Retrieved 2019/01/04.