3,5-XYLENOL

PRODUCT IDENTIFICATION

CAS NO. 108-68-9, 50356-23-5

m-XYLENOL

EINECS NO.

203-606-5

FORMULA (CH3)2C6H3OH
MOL WT. 122.17

H.S. CODE

2907.19.8000

TOXICITY

Oral Rat LD50: 608mg/kg
SYNONYMS 3,5-Dimethylphenol; 3,5-Xylenol; 1,3,5-Xylenol; 3,5-DMP; Xylenol 200;
1-Hydroxy-3,5-dimethylbenzene; Hydroxy-m-xylene; Sym-m-xylenol;
SMILES c1(cc(cc(c1)O)C)C

CLASSIFICATION

Disinfectant,

EXTRA NOTES

 

PHYSICAL AND CHEMICAL PROPERTIES

PHYSICAL STATE
white crystal
MELTING POINT 63 - 65 C
BOILING POINT

222 C

DENSITY

1.115

SOLUBILITY IN WATER 5.3g/l at 25 C
SOLVENT SOLUBILITY soluble in Sodium Hydroxide solution
pH

 

VAPOR DENSITY

 

pKa 10.19 (Dissociation Constant at 25 C)
log P 2.35 (Octanol-water)
HENRY LAW CONSTANT 6.14E-07 (atm-m3/mole at 25 C)
OH RATE CONSTANT 1.13E-10 (cm3/molecule-sec at 25 C Atmospheric)

REFRACTIVE INDEX

 

NFPA RATINGS

Health: 3; Flammability: 0; Reactivity: 0

AUTOIGNITION

 

FLASH POINT

109 C

STABILITY

Stable under ordinary conditions. Hygroscopic. air sensitive; light sensitive.

EXTERNAL LINKS & GENERAL DESCRIPTION

Wikipedia Linking

Material Safety Data Sheet

Google Scholar Search

PubChem Compound Summary - 3,5-Dimethylphenol

Local: Cresols are methyl substituted phenols at relative to the hydroxyl group, ortho-, meta-, and para-cresol. There are three structural isomers. The names of the three compounds indicate which of the hydrogens on the benzene ring portion of the molecule have been replaced. They are obtained from coal tar or petroleum as by-products in the fractional distillation and in coal gasification. They are also formed as by-products during the combustion of wood. The various isomers can be manufactured by the methylation of phenol, toluene sulfonation and alkaline hydrolysis, or the hydrolysis of 2-isopropyltoluene or alkaline chlorotoluene. Because the boiling points of these three compounds are nearly the same, a separation of a mixture of the three into its pure components is impractical. They are highly flammable and soluble in water, ethanol, ether, acetone and alkali hydroxides. The mixture of cresols obtained from coal tar is called cresylic acid, an important technical product used as a disinfectant and in the manufacture of resins and tricresyl phosphate. Cresylic acid also refs to the mixture of phenols containing varying amounts of xylenols, cresols, and other high-boiling fractions, but not more than 5 percent phenol. Commercial cresols are prepared in a wide range of grades and purities to meet the user's requirements.  It is a liquid from clear to brown and is toxic to animals including human. It is corrosive and is a more powerful disinfectant and antiseptic than phenol. The primary use is for sterilizing as disinfectants and deodorizers, and pesticides. Its solution is used as household cleaners as a disinfectant. Creosote products are mixtures of many aromatic hydrocarbons including phenols and cresols. Creosote obtained from coal tar is poisonous and provides protection against fungi, shipworms, termites, and psoriasis. It is used chiefly as a wood preservative, e.g., in wooden poles, railroad ties, and timber. They are also used as animal and bird repellents. Animals may suffer skin irritation or ulceration from creosote treated wood. Coal tar creosote and its derivatives are the most widely used wood preservatives. Wood tar creosote is a mixture of chiefly guaiacol, creosols and other phenolic compounds obtained from wood tar (mainly beech) by distillation between 203 and 220 C. It is insoluble in water, soluble in methanol, acetone. It is used as an external antiseptic, expectorant, gastric sedative, deodorant, and as an antiseptic parasiticide veterinary use in the form of creosote carbonate. It is used in the synthesis of pharmaceuticals and vanillin. Each cresols are used as solvents or disinfectants and as useful as raw materials for various chemical products including;

  • Antiseptics, disinfectants
  • Fragrances, deodorizing, odor-enhancer
  • Resins (phenol-formaldehyde, phenolic, and epoxy) and their additives
  • Phosphate esters (plasticizers)
  • Herbicides and pharmaceuticals
  • Rubber and plastic antioxidants
  • Dyes and pigments
  • Household cleaners and automotive degreasers
  • Solvent and paints
  • Lubricating oils, gasoline additives
  • Adhesives
  • Fiber and wood preservatives
  • UV- absorbers and photographic chemicals
  • Ore flotation agents

Cresols undergo electrophilic substitution reactions such as chlorination, bromination, sulfonation and nitration at the vacant position. They also undergo condensation reactions with aldehydes, ketones or dienes. O-cresol is a starting material for the synthesis of herbicides such as 4,6-dinitro-o-cresol (DNOC) and 2-methyl-4-chlorophenoxyacetic acid (MCPA). Meta-cresol is used in the manufacture of explosives. Meta and para-cresol are used in phenol-formaldehyde resins and are converted to tricresyl phosphate used as a plasticizer and gasoline additive and antioxidants such as di-tert-butylcresols (BHT). Ortho- and para-cresols are used in the production of lubricating oils and motor fuels.

Xylenols, dimethylphenol, are isomeric substituted phenols with two methyl substituent at either the  ortho-, meta- or  para position relative to the hydroxyl group. They have similar characteristics and applications with cresols.

Isomers:

Xylenol

CAS RN

M.P C

B.P C

2,3-Xylenol 526-75-0 70-73 217
2,4-Xylenol 105-67-9 25-26 211-212
2,5-Xylenol 95-87-4 63 - 65 212

2,6-Xylenol

576-26-1

43-45

203

3,4-Xylenol 95-65-8 62 - 68 227
3,5-Xylenol 108-68-9 64 219
SALES SPECIFICATION

APPEARANCE

white crystal

ASSAY (G.C)

99.0% min

MOISTURE (K.F.)

0.1% max

MELTING POINT 63 - 65 C

ISOMER IMPURITY

0.5% max

TRANSPORTATION
PACKING
 
HAZARD CLASS 6.1 (Packing Group: II)
UN NO. 2261
SAFETY INFORMATION

HAZARD OVERVIEW

Toxic by skin absorption, Corrosive, Target Organ Effect, Toxic by ingestion.

GHS

 

SIGNAL WORD Danger

PICTOGRAMS

HAZARD STATEMENTS

H314  Causes severe skin burns and eye damage
H311  Toxic in contact with skin
H301  Toxic if swallowed

PRECAUTIONARY STATEMENTS

P280  Wear protective gloves/protective clothing/eye protection/face protection
P312  Call a POISON CENTER or doctor/physician if you feel unwell
P302 + P350  IF ON SKIN: Gently wash with plenty of soap and water
P301 + P330 + P331  IF SWALLOWED: rinse mouth. Do NOT induce vomiting
P305 + P351 + P338  IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing
P301+ P312  IF SWALLOWED: Call a POISON CENTER or doctor/physician if you feel unwell

EC DIRECTIVES

 

HAZARD CODES T Toxic

RISK PHRASES

24/25  Toxic in contact with skin and if swallowed
34  Causes burns

SAFETY PHRASES

26  In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.28A:  After contact with skin, wash immediately with plenty of water.
36/37/39  Wear suitable protective clothing, gloves and eye/face protection.
45  In case of accident or if you feel unwell, seek medical advice immediately (show the label where possible).

PRICE INFORMATION