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95-65-8

Basic Information
CAS No.: 95-65-8
Name: 3,4-Dimethylphenol
Article Data: 108
Molecular Structure:
Molecular Structure of 95-65-8 (3,4-Dimethylphenol)
Formula: C8H10O
Molecular Weight: 122.167
Synonyms: 3,4-Xylenol(8CI);1,3,4-Xylenol;1-Hydroxy-3,4-dimethylbenzene;3,4-DMP;3,4-Dimethylphenol;4,5-Dimethylphenol;4-Hydroxy-1,2-dimethylbenzene;NSC 1549;3,4-Xylenol;
EINECS: 202-439-5
Density: 1.014 g/cm3
Melting Point: 65-68 °C
Boiling Point: 226.9 °C at 760 mmHg
Flash Point: 94 °C
Solubility: Insoluble in water
Appearance: Colorless to light tan crystalline powder
Hazard Symbols: ToxicT, DangerousN
Risk Codes: 24/25-34-51/53
Safety: 26-36/37/39-45-61
Transport Information: UN 2261 6.1/PG 2
PSA: 20.23000
LogP: 2.00900
Synthetic route
31599-61-8

3,4-dimethyliodobenzene

95-65-8

3,4-Dimethylphenol

Conditions
ConditionsYield
Stage #1: 3,4-dimethyliodobenzene With copper(l) iodide; tetra(n-butyl)ammonium hydroxide In water at 60℃; for 24h; Inert atmosphere; Sealed tube;
Stage #2: With hydrogenchloride In water; ethyl acetate at 20℃; for 2h; Inert atmosphere; chemoselective reaction;
97%
Stage #1: 3,4-dimethyliodobenzene With copper(l) iodide; 2-methyl-8-quinolinol; tetra(n-butyl)ammonium hydroxide In water; dimethyl sulfoxide at 100℃; for 10h;
Stage #2: With hydrogenchloride In water; N,N-dimethyl-formamide at 20℃;
96%
With lithium salt of proline; tetrabutylammomium bromide; potassium hydroxide; copper dichloride In water at 120℃; for 0.666667h; Microwave irradiation; Green chemistry;79%
17994-04-6

1,2-dimethyl-4-trimethylsilyloxybenzene

95-65-8

3,4-Dimethylphenol

Conditions
ConditionsYield
With methanol; 1,3-disulfonic acid imidazolium hydrogen sulfate at 20℃; for 0.0833333h; Green chemistry;97%
17355-90-7

2-<3,4-Dimethyl-phenoxy>-tetrahydro-pyran

95-65-8

3,4-Dimethylphenol

Conditions
ConditionsYield
With boron trifluoride diethyl etherate; sodium cyanoborohydride In tetrahydrofuran for 8h; Ambient temperature;95%
22618-23-1

3,4-dimethylphenyl acetate

95-65-8

3,4-Dimethylphenol

Conditions
ConditionsYield
With aluminium trichloride; potassium iodide In water; acetonitrile at 80℃; for 5h;95%
95-64-7

4-amino-o-xylene

95-65-8

3,4-Dimethylphenol

Conditions
ConditionsYield
With sulfuric acid; sodium nitrite at 0 - 85℃; for 0.5h; Solvent;94.5%
Diazotization.Zersetzung der Diazoniumsulfatloesung mit Dampf;
4685-47-6

3,4-dimethylanisole

A

95-65-8

3,4-Dimethylphenol

B

10463-42-0

3,4-dimethyl-cyclohex-2-enone

Conditions
ConditionsYield
With N,N,N,N,N,N-hexamethylphosphoric triamide; lithium In tetrahydrofuran; ethanol at -30℃; for 2h;A 3%
B 94%
1073-14-9

4,4-dimethylcyclohexa-2,5-dienone

108-46-3

recorcinol

95-65-8

3,4-Dimethylphenol

Conditions
ConditionsYield
With hydrogenchloride In diethyl ether; dichloromethane for 24h; Heating;92%
55499-43-9

3,4-dimethyl phenylboronic acid

95-65-8

3,4-Dimethylphenol

Conditions
ConditionsYield
With tert.-butylhydroperoxide; potassium hydroxide In water at 20℃; for 0.166667h;91%
With water; triethylamine In acetonitrile at 20℃; for 36h; Irradiation;73%
94002-18-3

3,4-dimethylphenyl tosylate

95-65-8

3,4-Dimethylphenol

Conditions
ConditionsYield
With potassium fluoride on basic alumina for 0.05h; Substitution; microwave irradiation;90%
1377585-21-1

N-[(2-acetoxy-5,6-dimethyl)benzoyl]-S-methyl-S-phenylsulfoximine

95-65-8

3,4-Dimethylphenol

Conditions
ConditionsYield
With hydrogenchloride In water at 80℃; for 48h;89%
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Consensus Reports

Reported in EPA TSCA Inventory.

Specification

The IUPAC name of 3,4-Xylenol is 3,4-dimethylphenol. With the CAS registry number 95-65-8, it is also named as 1-Hydroxy-3,4-dimethylbenzene. The product's categories are Industrial / Fine Chemicals; Aromatic Phenols. Besides, it is colorless to light tan crystalline powder, which should be stored in tightly sealed containers in a cool and ventilated place away from fire, heat source. In addition, this chemical is insoluble in water and  incompatible with bases, acid chlorides, acid anhydrides, and oxidizing agents. And it corrodes steel, brass, copper, and copper alloys.

The other characteristics of this product can be summarized as: (1)EINECS: 202-439-5; (2)ACD/LogP: 2.40; (3)# of Rule of 5 Violations: 0; (4)ACD/LogD (pH 5.5): 2.4; (5)ACD/LogD (pH 7.4): 2.4; (6)ACD/BCF (pH 5.5): 39.41; (7)ACD/BCF (pH 7.4): 39.37; (8)ACD/KOC (pH 5.5): 482.77; (9)ACD/KOC (pH 7.4): 482.27; (10)#H bond acceptors: 1; (11)#H bond donors: 1; (12)#Freely Rotating Bonds: 1; (13)Index of Refraction: 1.54; (14)Molar Refractivity: 37.78 cm3; (15)Molar Volume: 120.4 cm3; (16)Surface Tension: 37.2 dyne/cm; (17)Density: 1.014 g/cm3; (18)Flash Point: 94 °C; (19)Melting point: 63-67 °C; (20)Enthalpy of Vaporization: 48.23 kJ/mol; (21)Boiling Point: 226.9 °C at 760 mmHg; (22)Vapour Pressure: 0.053 mmHg at 25 °C.

Preparation of 3,4-Xylenol: this chemical can be prepared by sulfonating, alkali fusion, acid out and distillation of o-Xylene. Additionally, it also can be produced by 3,4-Dimethyl-anisole.



This reaction needs Li, HMPA, Tetrahydrofuran and Ethanol at temperature of -30 °C. The reaction time is 2 hours. The yield is 94 %.

Uses of 3,4-Xylenol: this product can be used for the preparation of the imine resins (engineering plastics), disinfectants, pesticides, dyes and spices. Furthermore, it can be used for the production of 2,6-Dibromo-3,4-dimethyl-phenol.



This reaction needs Benzyltrimethylammonium tribromide, polymer-bound, CH2Cl2 and Methanol. The yield is 96 %.

When you are using this chemical, please be cautious about it as the following: it is toxic in contact with skin and if swallowed. It also may cause burns. You should wear suitable protective clothing, gloves and eye / face protection.  Moreover,it is toxic to aquatic organisms that may cause long-term adverse effects in the aquatic environment. Please avoid release to the environment. And please refer to special instructions / safety data sheets. What's more, in case of contact with eyes, please rinse immediately with plenty of water and seek medical advice. And in case of accident or if you feel unwell, please seek medical advice immediately (show the label whenever possible.)

People can use the following data to convert to the molecule structure.
(1)Canonical SMILES: CC1=C(C=C(C=C1)O)C
(2)InChI: InChI=1S/C8H10O/c1-6-3-4-8(9)5-7(6)2/h3-5,9H,1-2H3
(3)InChIKey: YCOXTKKNXUZSKD-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 50mg/kg (50mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: ATAXIA

SKIN AND APPENDAGES (SKIN): HAIR: OTHER
National Technical Information Service. Vol. OTS0533431,
mouse LD50 oral 400mg/kg (400mg/kg) BEHAVIORAL: ATAXIA

BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
Hygiene and Sanitation Vol. 33(7-9), Pg. 329, 1968.
rabbit LD50 oral 800mg/kg (800mg/kg) BEHAVIORAL: ATAXIA

LUNGS, THORAX, OR RESPIRATION: DYSPNEA

BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)
Hygiene and Sanitation Vol. 33(7-9), Pg. 329, 1968.
rat LD50 intraperitoneal 200mg/kg (200mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

KIDNEY, URETER, AND BLADDER: OTHER CHANGES IN URINE COMPOSITION

SKIN AND APPENDAGES (SKIN): HAIR: OTHER
National Technical Information Service. Vol. OTS0533431,
rat LD50 oral 727mg/kg (727mg/kg)   Gigiena Truda i Professional'naya Patologiya v Estonskoi SSR. Labor Hygiene and Occupational Pathology in the Estonian SSR. Vol. 8, Pg. 145, 1972.