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232491

Sigma-Aldrich

5-Methoxyresorcinol

98%

Synonym(s):

3,5-Dihydroxyanisole, Phloroglucinol monomethyl ether

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About This Item

Linear Formula:
CH3OC6H3-1,3-(OH)2
CAS Number:
2174-64-3
Molecular Weight:
140.14
Beilstein:
1423578
EC Number:
218-532-9
MDL number:
MFCD00002285
UNSPSC Code:
12352100
PubChem Substance ID:
24853905
NACRES:
NA.22

Assay

98%

bp

188-189 °C/12 mmHg (lit.)

mp

78-80 °C (lit.)

SMILES string

COc1cc(O)cc(O)c1

InChI

1S/C7H8O3/c1-10-7-3-5(8)2-6(9)4-7/h2-4,8-9H,1H3

InChI key

HDVRLUFGYQYLFJ-UHFFFAOYSA-N

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General description

Kinetics of the aroxyl radical-scavenging action of 5-methoxyresorcinol has been investigated. The kinetics of reaction of 5,7-diisopropyl-tocopheroxyl radical (Toc) with 5-methoxyresorcinol has been measured by stopped-flow spectrophotometer.

Application

5-Methoxyresorcinol was used in synthesis of:
  • isorobustin
  • substituted linear and angular benzofurocoumarins

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302,H315,H319,H335

Hazard Classifications

Acute Tox. 4 Oral - 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)

Not applicable

Flash Point(C)

Not applicable

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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Synthesis of linear and angular benzofurocoumarins.
Teran C, et al.
Synthesis, 1997(12), 1384-1386 (1997)
Shuji Mitani et al.
Journal of agricultural and food chemistry, 56(12), 4406-4417 (2008-05-27)
Kinetic study of the aroxyl radical-scavenging action of catechins (epicatechin (EC), epicatechin gallate (ECG), epigallocatechin (EGC), and epigallocatechin gallate (EGCG)) and related compounds (methyl gallate (MG), 4-methylcatechol (MC), and 5-methoxyresorcinol (MR)) has been performed. The second-order rate constant ( k
Kazuo Mukai et al.
Free radical biology & medicine, 38(9), 1243-1256 (2005-04-06)
The reaction rates (k(r)) of 5,7-diisopropyl-tocopheroxyl radical (Toc) with catechins (epicatechin (EC), epicatechin gallate (ECG), epigallocatechin (EGC), epigallocatechin gallate (EGCG)) and related compounds (methyl gallate (MG), 4-methylcatechol (MC), and 5-methoxyresorcinol (MR)) have been measured by stopped-flow spectrophotometer. The k(r) values
Total synthesis of isorobustin.
Barton DHR, et al.
Tetrahedron Letters, 31(51), 7449-7452 (1990)
J U Kreft et al.
European journal of biochemistry, 226(3), 945-951 (1994-12-15)
The previously studied complete methyl transfer sequence of tetrahydrofolate-dependent O-demethylation catalyzed by Holophaga foetida strain TMBS4 extracts was separated into two steps using cobalamins as non-physiological substrates: electrochemically produced cob(I) alamin served as methyl acceptor for phenyl methyl ether demethylation

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