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Sigma-Aldrich

2,4-Dimethoxy-3-methylbenzaldehyde

99%

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About This Item

Linear Formula:
CH3C6H2(OCH3)2CHO
CAS Number:
7149-92-0
Molecular Weight:
180.20
MDL number:
MFCD00011489
UNSPSC Code:
12352100
PubChem Substance ID:
24857847
NACRES:
NA.22

Assay

99%

form

solid

mp

52-54 °C (lit.)

SMILES string

COc1ccc(C=O)c(OC)c1C

InChI

1S/C10H12O3/c1-7-9(12-2)5-4-8(6-11)10(7)13-3/h4-6H,1-3H3

InChI key

UOKAZUWUHOBBMD-UHFFFAOYSA-N

Application

2,4-Dimethoxy-3-methylbenzaldehyde has been used:
  • as starting reagent in stereocontrolled total synthesis of (−)-kendomycin
  • in total syntheses of renierol, renierol acetate and renierol propionate

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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New regioselective total syntheses of antibiotic renierol, renierol acetate, and renierol propionate from the 5-oxygenated isoquinoline.
Kuwabara N, et al.
Chemical & Pharmaceutical Bulletin, 47(12), 1805-1807 (1999)
Amos B Smith et al.
Journal of the American Chemical Society, 128(15), 5292-5299 (2006-04-13)
A convergent stereocontrolled total synthesis of (-)-kendomycin (1) has been achieved. The synthesis proceeds with a longest linear sequence of 21 steps, beginning with commercially available 2,4-dimethoxy-3-methylbenzaldehyde (12). Highlights of the synthesis include an effective Petasis-Ferrier union/rearrangement tactic to construct

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