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G5502

Sigma-Aldrich

Guaiacol

oxidation indicator

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Synonym(s):
2-Methoxyphenol, Catechol monomethyl ether, Pyrocatechol monomethyl ether
Linear Formula:
(CH3O)C6H4OH
CAS Number:
Molecular Weight:
124.14
Beilstein:
508112
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.77

vapor density

4.27 (vs air)

Quality Level

vapor pressure

0.11 mmHg ( 25 °C)

Assay

≥98.0%

form

liquid
solid

refractive index

n20/D 1.543 (lit.)

bp

205 °C (lit.)

mp

26-29 °C (lit.)

density

1.129 g/mL at 25 °C (lit.)

SMILES string

COc1ccccc1O

InChI

1S/C7H8O2/c1-9-7-5-3-2-4-6(7)8/h2-5,8H,1H3

InChI key

LHGVFZTZFXWLCP-UHFFFAOYSA-N

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This Item
W253200PHR11361300004
Guaiacol oxidation indicator

Sigma-Aldrich

G5502

Guaiacol

Guaiacol natural, ≥99%, FG

Sigma-Aldrich

W253200

Guaiacol

Guaiacol Pharmaceutical Secondary Standard; Certified Reference Material

Supelco

PHR1136

Guaiacol

Guaiacol United States Pharmacopeia (USP) Reference Standard

USP

1300004

Guaiacol

assay

≥98.0%

assay

≥99%

assay

-

assay

-

refractive index

n20/D 1.543 (lit.)

refractive index

n20/D 1.543 (lit.)

refractive index

n20/D 1.543 (lit.)

refractive index

n20/D 1.543 (lit.)

bp

205 °C (lit.)

bp

205 °C (lit.)

bp

205 °C (lit.)

bp

205 °C (lit.)

mp

26-29 °C (lit.)

mp

26-29 °C (lit.)

mp

26-29 °C (lit.)

mp

26-29 °C (lit.)

density

1.129 g/mL at 25 °C (lit.)

density

1.129 g/mL at 25 °C (lit.)

density

1.129 g/mL at 25 °C (lit.)

density

1.129 g/mL at 25 °C (lit.)

General description

Guaiacol, a phenolic compound, acts as a scavenger of superoxide radicals. It is produced from guaiacum or wood creosote. Guaiacol acts as a precursor to different favoring agents like, vanillin and roasted coffee. It is used as an antiseptic, analgesic and sedative drug for the treatment of dental pulp and periodontal tissue. Guaiacol enhances cell proliferation in vivo.

Application

Guaiacol has been used:
  • as a substrate for peroxidase enzyme to determine its activity
  • as a substrate to determine laccase activity
  • as a reagent in peroxidase (POD) activity test

Biochem/physiol Actions

Guaiacol has an ability to inhibit prostaglandin biosynthesis, without causing damage to the gastrointestinal system, unlike classic NSAID (nonsteroidal anti-inflammatory drugs).
Guaiacol, along with 2,4,6-trichloroanisole, is responsible for cork taint in wine. A method has been developed for extraction and quantitation of the two compounds.

Caution

May be liquid at room temperature.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

194.0 °F - closed cup

Flash Point(C)

90 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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25G
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Sigma-Aldrich

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Sigma-Aldrich

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Constituent profiles
Essential Oil Safety-A Guide for Health Care Professionals (2014)
Increased Levels of Antinutritional and/or Defense Proteins Reduced the Protein Quality of a Disease-Resistant Soybean Cultivar
Sousa DOB, et al.
Nutrients, 7(7), 6038-6054 (2015)
Effects of metoxibutropate, ibuprofen and guaiacol on the gastrointestinal system.
Fossati, et al.
International Journal of Tissue Reactions, 13(1), 45-50 (1991)
Antimicrobial Activity of Newly Prepared Endodontic Biosealer on Enterococcus Faecalis-An in vitro study
AL-Jubori SH, et al.
International journal of enhanced research in science technology and engineering. (2015)
Measurements of Proline and Malondialdehyde Content and Antioxidant Enzyme Activities in Leaves of Drought Stressed Cotton
Chen T and Zhang B
Plant & Cell Physiology (2015)

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