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296279

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[1]
  • in total syntheses of renierol, renierol acetate and renierol propionate[2]

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKBM9761V
MKBK3904V
18729EO
17323HC
11813DF

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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
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)

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