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.

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