Guaiacol
IUPAC name	2-methoxyphenol
Identifiers
CAS number	[90-05-1]
PubChem	460
SMILES	COC1=CC=CC=C1O
Properties
Molecular formula	C7H8O2
Molar mass	124. IUPAC Nomenclature is a system of naming Chemical compounds and of describing the science of Chemistry in general CAS registry numbers are unique numerical identifiers for Chemical compounds Polymers biological sequences mixtures and Alloys They are also referred to PubChem is a Database of chemical Molecules The system is maintained by the National Center for Biotechnology Information (NCBI a component A chemical formula is a way of expressing information about the Atoms that constitute a particular Chemical compound, and how the relationship between those atoms changes Molar mass, symbol M, is the Mass of one mole of a substance ( Chemical element or Chemical compound) 137
Density	1. The density of a material is defined as its Mass per unit Volume: \rho = \frac{m}{V} Different materials usually have different 112 g/cm3, liquid 1. 129 g/cm3, crystals
Melting point	28 °C
Boiling point	204-206 °C
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) Infobox disclaimer and references

Guaiacol is a naturally occurring organic compound with the formula C₆H₄(OH)(OCH₃). The melting point of a solid is the temperature range at which it changes state from solid to Liquid. The boiling point of a liquid is the temperature at which the Vapor pressure of the liquid equals the environmental pressure surrounding the liquid In Chemistry, the standard state of a material is its state at 1 bar (100 Kilopascals exactly An organic compound is any member of a large class of Chemical compounds whose Molecules contain Carbon. A chemical formula is a way of expressing information about the Atoms that constitute a particular Chemical compound, and how the relationship between those atoms changes This colourless aromatic oil is derived from guaiacum or wood creosote. Creosote is the name used for a variety of products including wood creosote and coal tar creosote. Samples darken upon exposure to air and light. Guaiacol is present in wood smoke, resulting from the pyrolysis of lignin. Smoke is the collection of airborne solid and liquid Particulates and Gases ref> ''Smoke Production and Properties'' - SFPE Handbook of Fire Protection Engineering Pyrolysis is the Chemical decomposition of organic materials by heating in the absence of Oxygen or any other reagents except possibly Steam Lignin or lignen is a complex Chemical compound most commonly derived from Wood and an integral part of the secondary Cell walls of Plants

Contents 1 Preparation and derivatives 2 Uses 3 References 4 See also

Preparation and derivatives

Guaiacol is obtained directly from beechwood tar. For the babyfood see Beech-Nut. Beech ( Fagus) is a genus of ten Species of Deciduous Trees in the It is produced industrially from pyrocatechin by methylation with potash and potassium methyl sulfate, or from anisole by nitration, reduction of the resulting ortho-nitroanisole to 2-aminoanisole, which is then diazotized and boiled with water. Anisole, also known as methoxybenzene, is a Colorless Liquid with a smell similar to that of Anise seed and can be quite nauseating In the laboratory, it can be synthesized by the di-methylation of catechol followed by selective mono-demethylation. Methylation is a term used in the chemical sciences to denote the attachment or substitution of a methyl group on various substrates. Pyrocatechol, more commonly known as catechol, is the Organic compound with the formula C6H4(OH2 Demethylation is the chemical process resulting in the removal a Methyl group (CH3 from a molecule ^[1]

C₆H₄(OH)₂ + 2 (CH₃O)₂SO₂ → C₆H₄(OCH₃)₂ + 2 HO(CH₃O)SO₂

C₆H₄(OCH₃)₂ + C₂H₅SNa → C₆H₄(OCH₃)(OH)

Guaiacol carbonate is known as duotal, the phosphate as phosphatol, the phosphite as guaiaco-phosphal; phosphotal is a mixture of the phosphites of creosote phenols. Dimethyl sulfate is a Chemical compound with formula (CH3O2SO2 Ethanethiol is the Organic compound with the formula CH3CH2SH The valerianic ester of guaiacol is known as geosote, the benzoic as benzosol, the salicylic as guaiacolsalol, while the glycerin ether appears as guaiamar.

Uses

Guaiacol is used medicinally as an expectorant, antiseptic, and local anesthetic. A mucolytic agent is any agent which dissolves thick Mucus usually used to help relieve respiratory difficulties Antiseptics (from Greek αντί - anti, '"against" + σηπτικός - septikos, "putrefactive" are antimicrobial Anesthesia, or anaesthesia (see spelling differences; from Greek grc αν- an-, "without" and grc αἲσθησις Guaiacol is also used in the preparation of eugenol^[2] and vanillin^[3]. Eugenol (C10H12O2 is an allyl chain-substituted Guaiacol. Eugenol is a member of the Phenylpropanoids class of chemical compounds Vanillin, methyl vanillin, or 4-hydroxy-3-methoxybenzaldehyde, is an Organic compound with the molecular formula C8H8O3 The related derivative, dimethoxybenzene or veratrol, is also used in medicine. Resveratrol is a Phytoalexin produced naturally by several Plants when under attack by Pathogens such as Bacteria or Fungi

Because of its natural color changing abilities, it is sometimes used as an indicator solution in various experiments involving enzymes.

References

1. ^ R. N. Mirrington and G. I. Feutrill “Orcinol Monomethyl Ether” Organic Syntheses, Collected Volume 6, p. 859 (1988). http://www.orgsyn.org/orgsyn/pdfs/CV6P0859.pdf
2. ^ C. F. H. Allen and J. W. Gates, Jr. “o-Eugenol” Organic Syntheses, Collected Volume 3, p. 418 (1955). http://www.orgsyn.org/orgsyn/pdfs/CV3P0418.pdf
3. ^ Esposito, Lawrence J. ; K. Formanek, G. Kientz, F. Mauger, V. Maureaux, G. Robert, and F. Truchet (1997). "Vanillin". Kirk-Othmer Encyclopedia of Chemical Technology, 4th edition 24. New York: John Wiley & Sons. 812–825.  

See also

• Merck Index, 13th Edition, 4568.

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