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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

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

296279-BULK:
296279-5G:
296279-VAR:
296279-25G:

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Certificates of Analysis (COA)

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

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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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