Xylenol

Title: Xylenol
CAS Registry Number: 1300-71-6
CAS Name: Dimethylphenol
Molecular Formula: C8H10O
Molecular Weight: 122.16
Percent Composition: C 78.66%, H 8.25%, O 13.10%
Line Formula: (CH3)2C6H3OH
Literature References: Constituent of "cresylic acid." There are 6 isomers of xylenol. They are only slightly sol in water but freely sol in alcohol, chloroform, ether, benzene, etc.; also sol in NaOH soln. Prepn and physical properties: R. J. L. Andon et al., J. Chem. Soc. 1960, 5246.
Derivative Type: 2,3-Dimethylphenol
Additional Names: vic-o-Xylenol
Properties: Needles from water or dil alc, mp 75°, bp 218°: Thöl, Ber. 18, 2561 (1885); also reported as mp 72.57 ±0.02°, bp760 216.87 ±0.001° (Andon).
Melting point: mp 75°; mp 72.57 ±0.02°
Boiling point: bp 218°; bp760 216.87 ±0.001° (Andon)
Derivative Type: 2,4-Dimethylphenol
Additional Names: as-m-Xylenol
Properties: Crystals, bp766 211.5°, mp 25.4-26°: Jacobsen, Ber. 11, 17 (1878); 18, 3463 (1885); also reported as mp 24.54 ±0.01°, bp760 210.931 ±0.001° (Andon).
Melting point: mp 25.4-26°; mp 24.54 ±0.01°
Boiling point: bp766 211.5°; bp760 210.931 ±0.001° (Andon)
Derivative Type: 2,5-Dimethylphenol
Additional Names: p-Xylenol
Properties: Crystals from alcohol + ether, mp 74.5°, bp762 211.5° (Jacobsen); bp 213.5°: Würtz, Ann. 147, 372 (1868); also reported as mp 74.85 ±0.02°, bp760 211.132 ±0.002° (Andon).
Melting point: mp 74.5°; mp 74.85 ±0.02°
Boiling point: bp762 211.5° (Jacobsen); bp 213.5°; bp760 211.132 ±0.002° (Andon)
Derivative Type: 2,6-Dimethylphenol
Additional Names: vic-m-Xylenol
Properties: Needles, mp 49°, bp 203°: Gattermann, Ann. 357, 313 (1907); also reported as mp 45.62 ±0.01°, bp760 201.030 ±0.001° (Andon).
Melting point: mp 49°; mp 45.62 ±0.01°
Boiling point: bp 203°; bp760 201.030 ±0.001° (Andon)
Derivative Type: 3,4-Dimethylphenol
Additional Names: as-o-Xylenol
Properties: Needles from water, mp 62.5°, bp 225°: Jacobsen, Ber. 17, 159 (1884); also reported as mp 65.11 ±0.01°, bp760 226.947 ±0.001° (Andon).
Melting point: mp 62.5°; mp 65.11 ±0.01°
Boiling point: bp 225°; bp760 226.947 ±0.001° (Andon)
Derivative Type: 3,5-Dimethylphenol
Additional Names: sym-m-Xylenol
Properties: Needles from water, mp 64°, bp 219.5°: Thöl, Ber. 18, 359 (1885); also reported as mp 63.27 ±0.02°, bp760 221.962 ±0.003° (Andon). LD50 orally in mice: 620 mg/kg: W. A. McOmie et al., J. Am. Pharm. Assoc. 38, 366 (1949).
Melting point: mp 64°; mp 63.27 ±0.02°
Boiling point: bp 219.5°; bp760 221.962 ±0.003° (Andon)
Toxicity data: LD50 orally in mice: 620 mg/kg: W. A. McOmie et al., J. Am. Pharm. Assoc. 38, 366 (1949)
Use: For the prepn of coal tar disinfectants; manuf of artificial resins.
Xylenol Blue Xylidine Xylometazoline Xylose Xylulose

Xylenol are organic compounds with the formula (CH3)2C6H3OH. They are volatile colorless solids or oily liquids. They are derivatives of phenol with two methyl groups and a hydroxyl group. Six isomers exist, of which 2,6-xylenol with both methyl group in an ortho position with respect to the hydroxyl group is the most important. The name xylenol is a portmanteau of the words xylene and phenol.