22080-96-2 Usage
Description
4-Hydroxy-2,6-dimethoxybenzaldehyde is a p-hydroxybenzaldehyde derivative characterized by its light yellow powder form. It is synthesized through the Vielsmeyer-Haack reaction, and its product formation has been confirmed by 1H NMR. The structure of this compound has been thoroughly investigated, and its sodium salt can be utilized to derivatize Merrifield resin, resulting in resin-bound aldehyde.
Uses
Used in Pharmaceutical Industry:
4-Hydroxy-2,6-dimethoxybenzaldehyde is used as a test compound for investigating the bactericidal activity of benzaldehydes against various bacterial strains, including Campylobacter jejuni, Escherichia coli, Listeria monocytogenes, and Salmonella enterica. This application is significant in the development of new antimicrobial agents and understanding the effectiveness of benzaldehydes in combating bacterial infections.
Used in Chemical Synthesis:
In the field of chemical synthesis, 4-Hydroxy-2,6-dimethoxybenzaldehyde serves as a valuable intermediate for the creation of various complex organic molecules. Its unique structure allows for further functionalization and modification, making it a versatile building block in organic chemistry.
Used in Research and Development:
4-Hydroxy-2,6-dimethoxybenzaldehyde is also used in research and development settings, particularly in the study of chemical reactions and the synthesis of novel compounds. Its reactivity and structural features make it an interesting subject for scientific inquiry and potential applications in various industries.
Synthesis Reference(s)
Synthetic Communications, 21, p. 167, 1991 DOI: 10.1080/00397919108020808
Check Digit Verification of cas no
The CAS Registry Mumber 22080-96-2 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,2,0,8 and 0 respectively; the second part has 2 digits, 9 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 22080-96:
(7*2)+(6*2)+(5*0)+(4*8)+(3*0)+(2*9)+(1*6)=82
82 % 10 = 2
So 22080-96-2 is a valid CAS Registry Number.
InChI:InChI=1/C9H10O4/c1-12-8-3-6(11)4-9(13-2)7(8)5-10/h3-5,11H,1-2H3
22080-96-2Relevant articles and documents
Scale-up of a Vilsmeier formylation reaction: Use of HEL Auto-MATE and simulation techniques for rapid and safe transfer to pilot plant from laboratory
Dyer, Ulrich C.,Henderson, David A.,Mitchell, Mark B.,Tiffin, Peter D.
, p. 311 - 316 (2002)
The application of reaction calorimetry and process modelling to allow for the rapid and safe scale-up of a Vilsmeier formylation reaction to the pilot plant will be described. This transformation was a key step in the preparation of the backbone amide linker (the so-called "BAL" handle) for solid-phase chemistry. In particular, use was made of Auto-MATE equipment from Hazard Evaluation Laboratories (HEL) and "Reaction Simulator" software to derive a thermokinetic model which allowed us to simulate heat-flow data on-scale. The model was then refined using a HEL SIMULAR 1-L calorimeter, and a direct comparison of the data showed there to be a 20% error in the enthalpy data gathered from the smaller Auto-MATE. The use of a preformed Vilsmeier reagent and dichloromethane as a reaction solvent gave a "square-wave" profile typical of a feed-controlled reaction. These conditions were successfully scaled to a 50-L pilot-plant vessel.
Compounds with growth hormone releasing properties
-
, (2008/06/13)
Compounds of peptide mimetic nature having the general formula I STR1 wherein a and b are independently 1 or 2, R1 and R2 are independently H or C1-6 alkyl, G and J are independently, inter alia, aromats, and D and E are independently several different groups are growth hormone secretagogous with improved bioavailability.
Regioselective preparation of 4-formyl-3,5-dimethoxyphenol, an intermediate in the synthesis of the PAL solid-phase peptide synthesis handle
Landi Jr.,Ramig
, p. 167 - 171 (2007/10/02)
An improved procedure for preparation of 4-formyl-3,5-dimethoxyphenol is reported. The principal advantages of the new procedure over previous preparations are complete regioselectivity and higher yield.
