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173681

Sigma-Aldrich

Methyl 4-methoxysalicylate

98%

Synonym(s):

Methyl 2-hydroxy-4-methoxybenzoate

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About This Item

Linear Formula:
CH3OC6H3(OH)CO2CH3
CAS Number:
5446-02-6
Molecular Weight:
182.17
EC Number:
226-657-5
MDL number:
MFCD00008424
UNSPSC Code:
12352100
PubChem Substance ID:
24850464
NACRES:
NA.22

Assay

98%

form

solid

mp

50-53 °C (lit.)

SMILES string

COC(=O)c1ccc(OC)cc1O

InChI

1S/C9H10O4/c1-12-6-3-4-7(8(10)5-6)9(11)13-2/h3-5,10H,1-2H3

InChI key

ZICRWXFGZCVTBZ-UHFFFAOYSA-N

Application

Methyl 4-methoxysalicylate (methyl 2-hydroxy-4-methoxybenzoate) was used in the enantioselective synthesis of (+)-coriandrone A and B, two bioactive natural products.

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

173681-5KG:
173681-1KG:
173681-BULK:
173681-VAR:
173681-10G:
173681-50G:

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Certificates of Analysis (COA)

Lot/Batch Number
STBJ5105
S40252
12628DE
02124MD
13015DD

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Wenjing Wang et al.
Organic & biomolecular chemistry, 11(39), 6686-6690 (2013-08-30)
The first enantioselective total synthesis of (+)-coriandrone A and B, two bioactive natural products, has been achieved in 10 steps and 11 steps starting from commercially available methyl 2-hydroxy-4-methoxybenzoate. Key reactions include a Claison rearrangement, a Shi-type epoxidation-cyclization sequence and

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