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: 2024-12-18 14:08:52

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)	Corrosion Corrosives GHS05 Skull and Crossbones Acute Toxicity GHS06 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.