2,6-DIMETHOXY-4-METHYLBENZALDEHYDE

Base Information

• Chemical Name: 2,6-DIMETHOXY-4-METHYLBENZALDEHYDE
• CAS No.: 6937-96-8
• Molecular Formula: C10H12 O3
• Molecular Weight: 180.203
• Hs Code.: 2912499000
• Mol file: 6937-96-8.mol

Synonyms:p-Tolualdehyde,2,6-dimethoxy- (8CI); 2,6-Dimethoxy-4-methylbenzaldehyde; NSC 29049

Chemical Property of 2,6-DIMETHOXY-4-METHYLBENZALDEHYDE

Chemical Property:

• Vapor Pressure: 0.00043mmHg at 25°C
• Melting Point: 91-94℃
• Boiling Point: 315.7°C at 760 mmHg
• Flash Point: 135.7°C
• PSA: 35.53000
• Density: 1.089g/cm³
• LogP: 1.82470
• Sensitive.: Air Sensitive
• Water Solubility.: Soluble in water.

Purity/Quality:

99% ^*data from raw suppliers

2,6-Dimethoxy-4-methylbenzaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 2,6-Dimethoxy-4-methylbenzaldehyde, is used as a pharmaceutical intermediate and in resin synthesis. It is also used as a synthetic organic chemical intermediate.

Technology Process of 2,6-DIMETHOXY-4-METHYLBENZALDEHYDE

There total 11 articles about 2,6-DIMETHOXY-4-METHYLBENZALDEHYDE 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: 97.0%

1,3-dimethoxy-5-methylbenzene (4179-19-5) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 2,6-dimethoxy-4-methylbenzaldehyde (6937-96-8)

Guidance literature:

1,3-dimethoxy-5-methylbenzene; With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; In diethyl ether; for 3h; Heating;

N,N-dimethyl-formamide; In diethyl ether; at 20 ℃; for 2h;

DOI:10.1021/ja048078t

Reference yield: 87.0%

1,3-dimethoxy-5-methylbenzene (4179-19-5) → 2,6-dimethoxy-4-methylbenzaldehyde (6937-96-8)

Guidance literature:

1,3-dimethoxy-5-methylbenzene; With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; In diethyl ether; hexane; for 3h; Reflux; Inert atmosphere;

With N,N-dimethyl-formamide; In diethyl ether; hexane; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1002/chem.200800967

Reference yield: 87.0%

atranol (526-37-4) + dimethyl sulfate (77-78-1) → 2,6-dimethoxy-4-methylbenzaldehyde (6937-96-8)

Guidance literature:

With potassium carbonate; In acetone; for 3h; Heating;

DOI:10.1016/j.bmc.2006.09.034

upstream raw materials:

1,3-dimethoxy-5-methylbenzene

2,6-dimethoxy-4-methylbenzonitrile

atranol

dimethyl sulfate

Downstream raw materials:

(E)-1-benzyloxy-4-(2,6-dimethoxy-4-methylphenyl)-but-3-en-2-one

(2S)-benzyloxymethyl-5-methoxy-7-methyl-2-vinylchroman

(2S)-(2-benzyloxymethyl-5-methoxy-7-methylchroman-2-yl)ethan-1-ol

methyl (2S)-2-(2-benzyloxymethyl-5-methoxy-7-methylchroman-2-yl)-acetate

Refernces

• 1、 Li, Feng,Zhou, Yirong,Yang, Heng,Wang, Ziqi,Yu, Qinqin,Zhang, Fang-Lin. "Monodentate Transient Directing Group Enabled Pd-Catalyzed Ortho-C-H Methoxylation and Chlorination of Benzaldehydes". supporting information. p. 3692 - 3695. Retrieved 2019/05/24.
• 2、 Tietze, Lutz F.,Spiegl, Dirk A.,Stecker, Florian,Major, Julia,Raith, Christian,Grosse, Christian. "Stereoselective synthesis of 4-dehydroxydiversonol employing enantioselective palladium-catalysed domino reactions". experimental part. p. 8956 - 8963. Retrieved 2009/10/10.