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232491

Sigma-Aldrich

5-Methoxyresorcinol

98%

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Synonym(s):
3,5-Dihydroxyanisole, Phloroglucinol monomethyl ether
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

Quality Level

100

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

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)

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Total synthesis of isorobustin.
Barton DHR, et al.
Tetrahedron Letters, 31(51), 7449-7452 (1990)
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
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
Synthesis of linear and angular benzofurocoumarins.
Teran C, et al.
Synthesis, 1997(12), 1384-1386 (1997)
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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