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HomeProduct name list3,4-Dimethylphenol

3,4-Dimethylphenol

Synonym(s):1,2-Dimethyl-4-hydroxybenzene;3,4-Dimethylphenol;3,4-DMP, asym.-o-Xylenol;3,4-Xylenol;4-Hydroxy-o-xylene

  • CAS NO.:95-65-8
  • Empirical Formula: C8H10O
  • Molecular Weight: 122.16
  • MDL number: MFCD00002304
  • EINECS: 202-439-5
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2023-11-29 16:31:21
3,4-Dimethylphenol Structural

What is 3,4-Dimethylphenol?

Chemical properties

YELLOW TO BROWNISH CRYSTALLINE MASS

Occurrence

Reported found in coffee, tomato, parmesan and romano cheese, smoked fatty fish, white wine, katsuobushi (dried bonito) and wood vinegar.

The Uses of 3,4-Dimethylphenol

Applications of 3,4-dimethylphenol:

  • It can react with ethyl cinnamates in trifluoroacetic acid to form the corresponding dihydrocoumarin derivatives.
  • Bromination of 3,4-dimethylphenol using bromine can lead to 6-bromo-3,4-dimethylphenol.
  • It can react with 1-fluoro-4-chloromethyl-1,4-diazoniabicyclo[2.2.2]octane bis(tetrafluoro-borate) (Selectfluor? F-TEDA-BF4) to form 4-fluoro-3,4-dimethylcyclohexa-2,5-dienone.

Definition

ChEBI: 3,4-xylenol is a member of the class of phenols that is phenol substituted by methyl groups at positions 3 and 4. It derives from a hydride of an o-xylene.

Aroma threshold values

Detection: 1.2 ppm

General Description

Colorless to light tan crystalline powder or solid. Odor threshold 1.2 mg/L. Taste threshold 0.05 mg/L.

Air & Water Reactions

Hygroscopic. Insoluble in water.

Reactivity Profile

3,4-Dimethylphenol is incompatible with bases, acid chlorides, acid anhydrides, and oxidizing agents. 3,4-Dimethylphenol corrodes steel, brass, copper, and copper alloys.

Fire Hazard

Flash point data for 3,4-Dimethylphenol are not available. 3,4-Dimethylphenol is probably combustible.

Purification Methods

Heat 3,4-xylenol with an equal weight of conc H2SO4 at 103-105o for 2-3hours, then dilute it with four volumes of water, reflux it for 1hour, and either steam distil or extract it repeatedly with diethyl ether after cooling to room temperature. The steam distillate is also extracted and evaporated to dryness. (The purification process depends on the much slower sulfonation of 3,4-dimethylphenol than most of its likely contaminants.). It can also be crystallised from water, hexane or pet ether, and sublimed in a vacuum. [Kester Ind Eng Chem (Anal Ed) 24 770 1932, Bernasconi & Paschalis J Am Chem Soc 108 29691986, Beilstein 6 IV 3099.]

Properties of 3,4-Dimethylphenol

Melting point: 65-68 °C
Boiling point: 227 °C(lit.)
Density  1,138 g/cm3
vapor pressure  0.475-130Pa at 25-66.2℃
FEMA  3596 | 3,4-XYLENOL
refractive index  1.5442
Flash point: 61 °C
storage temp.  Store below +30°C.
solubility  Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
pka pK1:10.32 (25°C)
form  Crystalline Powder
color  Off-white to pale cream
Odor DIMETHYLPHENOL slightly smoky and earthy character provides nice roasted notes to seafood, mushroom and coffee flavors.flat dry
explosive limit 1.4%(V)
Water Solubility  SLIGHTLY SOLUBLE
Merck  14,10082
JECFA Number 708
BRN  1099267
Exposure limits ACGIH: TWA 1 ppm
CAS DataBase Reference 95-65-8(CAS DataBase Reference)
NIST Chemistry Reference Phenol, 3,4-dimethyl-(95-65-8)
EPA Substance Registry System 3,4-Dimethylphenol (95-65-8)

Safety information for 3,4-Dimethylphenol

Signal word Danger
Pictogram(s)
ghs
Corrosion
Corrosives
GHS05
ghs
Skull and Crossbones
Acute Toxicity
GHS06
ghs
Environment
GHS09
GHS Hazard Statements H314:Skin corrosion/irritation
H411:Hazardous to the aquatic environment, long-term hazard
Precautionary Statement Codes P260:Do not breathe dust/fume/gas/mist/vapours/spray.
P273:Avoid release to the environment.
P280:Wear protective gloves/protective clothing/eye protection/face protection.
P303+P361+P353:IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

Computed Descriptors for 3,4-Dimethylphenol

InChIKey YCOXTKKNXUZSKD-UHFFFAOYSA-N

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