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P-cresol

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Name

P-cresol

EINECS 203-398-6
CAS No. 106-44-5 Density 1.034 g/cm3
PSA 20.23000 LogP 1.70060
Solubility 20 g/L (20 ºC) Melting Point 32-34 °C(lit.)
Formula C7H8O Boiling Point 202 °C at 760 mmHg
Molecular Weight 108.14 Flash Point 81 °C
Transport Information UN 3455 6.1/PG 2 Appearance colourless to pink crystalline
Safety 36/37/39-45-36/37 Risk Codes 24/25-34-39/23/24/25-23/24/25
Molecular Structure Molecular Structure of 106-44-5 (Phenol,4-methyl-) Hazard Symbols ToxicT,IrritantXi
Synonyms

4-Methylphenol;Para-cresol;p-Cresol;1-Hydroxy-4-methylbenzene;1-Methyl-4-hydroxybenzene;4-Hydroxytoluene;Paramethyl phenol;FEMA Number 2337;FEMA No. 2337;UNII-1MXY2UM8NV;p-Cresylic acid;p-Hydroxytoluene;p-Tolyl alcohol;p-Toluol;

Article Data 1030

P-cresol Synthetic route

767-00-0

4-cyanophenol

106-44-5

p-cresol

Conditions
ConditionsYield
With ammonium formate; palladium on activated charcoal In methanol for 2h; Ambient temperature;100%
With 20 % Pd(OH)2/C; hydrogen In methanol at 20℃; under 760.051 Torr; for 3h;92%
With kieselguhr; nickel-copper at 453℃; Hydrogenation;
With ethanol at 24.84℃; for 48h; Photolysis; Inert atmosphere;99 %Chromat.
With [RuCl2(p-cymene)(P(Fur)3)] In water at 80℃; for 2h; Catalytic behavior; Green chemistry;>99 %Chromat.
140-39-6

1-acetoxy-4-methylbenzene

106-44-5

p-cresol

Conditions
ConditionsYield
silica gel; toluene-4-sulfonic acid In water; toluene at 80℃; for 8h;100%
With ammonium acetate In methanol at 20℃; for 4.5h;97%
With mesoporous silica-supported (Salen) Co(II) catalyst In methanol at 20℃; for 1h; chemoselective reaction;95%
97400-46-9, 97400-47-0

4-acetyl-4-methyl-6-phenylselenocyclohex-2-enone

106-44-5

p-cresol

Conditions
ConditionsYield
With dihydrogen peroxide In dichloromethane at 0℃; for 2h;100%
15359-98-5

4-(tert-butoxy)toluene

106-44-5

p-cresol

Conditions
ConditionsYield
With sodium iodide; cerium(III) chloride In acetonitrile at 40℃; for 3h;100%
In methanol at 25℃; Kinetics; Quantum yield; Decomposition; Irradiation;
123-08-0

4-hydroxy-benzaldehyde

106-44-5

p-cresol

Conditions
ConditionsYield
With hydrogen In water at 25℃; for 1h;99%
With palladium 10% on activated carbon; water; hydrazine hydrate In ethanol at 100℃; for 24h; Reagent/catalyst;99%
With [(C6H6)(PCy3)(CO)RuH]+*BF4−; hydrogen; phenol In 1,4-dioxane; isopropyl alcohol at 130℃; under 1520.1 Torr; for 12h; Inert atmosphere; Glovebox; Schlenk technique; chemoselective reaction;90%
17902-32-8

trimethyl(4-methylphenoxy)silane

106-44-5

p-cresol

Conditions
ConditionsYield
With water; bis(benzonitrile)palladium(II) dichloride for 0.05h; desilylation; microwave irradiation;99%
With methanol; 1,3-disulfonic acid imidazolium hydrogen sulfate at 20℃; for 0.0666667h; Green chemistry;98%
With rice husk ash supported on anatase-phase titania nanoparticles nanocomposite In methanol at 20℃; for 0.05h;94%
62790-85-6

tert-Butyl(dimethyl)-(4-methylphenoxy)silane

106-44-5

p-cresol

Conditions
ConditionsYield
With potassium hydrogen difluoride; 18-crown-6 ether In acetonitrile at 20℃; for 24h;99%
With sodium phosphate dodecahydrate In N,N-dimethyl-formamide at 20℃; for 1.8h;97%
With SO3H silica gel In n-heptane at 50℃; for 0.5h;96%
5720-05-8

4-methylphenylboronic acid

106-44-5

p-cresol

Conditions
ConditionsYield
With oxygen; triethylamine In 2-methyltetrahydrofuran at 20℃; under 760.051 Torr; for 24h; Green chemistry;99%
With water In tetrahydrofuran at 100℃; for 12h;99%
With dihydrogen peroxide at 30℃; for 5h; Green chemistry;98%
25458-49-5

1-(methoxymethoxy)-4-methylbenzene

106-44-5

p-cresol

Conditions
ConditionsYield
sodium hydrogen sulfate; silica gel In dichloromethane at 20℃; for 1.5h;99%
With tin(IV) chloride In dichloromethane at 0℃; for 0.0333333h;95%
624-31-7

4-tolyl iodide

106-44-5

p-cresol

Conditions
ConditionsYield
With 2-(N,N-dimethylamino)ethanol; sodium hydroxide; silver(l) oxide In water; dimethyl sulfoxide at 100℃; for 24h; Reagent/catalyst;99%
Stage #1: 4-tolyl iodide With copper(l) iodide; 2-methyl-8-quinolinol; tetra(n-butyl)ammonium hydroxide In water; dimethyl sulfoxide at 100℃; for 7h;
Stage #2: With hydrogenchloride In water; N,N-dimethyl-formamide at 20℃;
97%
Stage #1: 4-tolyl iodide With copper(l) iodide; 1,10-Phenanthroline; potassium hydroxide In water; dimethyl sulfoxide at 20 - 100℃; Inert atmosphere;
Stage #2: With hydrogenchloride In water; dimethyl sulfoxide at 20℃; Inert atmosphere;
96%

P-cresol Consensus Reports

Community Right-To-Know List. Reported in EPA TSCA Inventory. EPA Genetic Toxicology Program.

P-cresol Standards and Recommendations

OSHA PEL: TWA 5 ppm (skin)
ACGIH TLV: TWA 5 ppm
NIOSH REL: (Cresol) TWA 10 mg/m3
DOT Classification:  6.1; Label: Poison

P-cresol Analytical Methods

For occupational chemical analysis use NIOSH: Cresols, 2001; Phenol and p-Cresol in Urine, 8305.

P-cresol Specification

The P-cresol, with the CAS register number 106-44-5, has other names as 1-methyl-4-hydroxybenzene;4-cresol;4-methyl-pheno;cresol, para;cresol,para-isomer;femanumber2337;paracresol;para-cresol .

The physical properties of this kind of chemcial are as followings: (1)#H bond acceptors:  1  ; (2)#H bond donors:  1  ; (3)#Freely Rotating Bonds:  1  ; (4)Polar Surface Area:  20.23  ; (5)Index of Refraction:  1.545  ; (6)Molar Refractivity:  32.95 cm3  ; (7)Molar Volume:  104.1 cm3  ; (8)Polarizability:  13.06 ×10-24 cm ; (9)Surface Tension:  38.8 dyne/cm  ; (10)Density:  1.038 g/cm3  ; (11)Flash Point:  81 °C  ; (12)Enthalpy of Vaporization:  45.61 kJ/mol  ; (13)Boiling Point:  202 °C at 760 mmHg  ; (14)Vapour Pressure:  0.211 mmHg at 25°C .

It is a kind of colourless to pink crystalline with smoky and herb smellings. It is soluble in water and aqueouscaustic and other organic solvent. Natuals exsit in Ylang Ylang oil, strawberry, cheese, coffee, and cocoa.

As for its usage, it is usually used in organic synthesis, and also be the material for making the antioxidant 264 and rubber antioxidant. When in plastic industry, it could be used as phenolic resin and plasticizer and then as the disinfectant in pharmaceutics. Besides, it is used as the raw material of dyeing and pesticide. Its product categories are including the following: industrial/fine chemicals;building blocks for liquid crystals;functional materials;phenols (building blocks for liquid crystals).
 
Being a kind of toxic chemical, it at low levels cause damage to health and if in contact with skin or swallowed or by inhalation, it will be very dangerous. Besides, it is irritant as it may cause inflammation to the skin or other mucous membranes and may causes burns. Then, it has danger of very serious irreversible effects. So while dealing with this chemical, you should be very cautious. Wear suitable protective clothing, gloves and eye/face protection and if in case of accident or if you feel unwell seek medical advice immediately (show the label where possible). You could also get the safety information from refering to WGK Germany 1.

In addition, you could refer to the following data information to get the molecular structure:
SMILES:Cc1ccc(O)cc1
InChI:InChI=1/C7H8O/c1-6-2-4-7(8)5-3-6/h2-5,8H,1H3
InChIKey:IWDCLRJOBJJRNH-UHFFFAOYAN

Below are the toxicity information of this kind of chemcial:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
cat LDLo subcutaneous 80mg/kg (80mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 80, Pg. 233, 1944.
frog LDLo subcutaneous 150mg/kg (150mg/kg)   "Abdernalden's Handbuch der Biologischen Arbeitsmethoden." Vol. 4, Pg. 1361, 1935.
guinea pig LDLo subcutaneous 200mg/kg (200mg/kg)   "Handbook of Toxicology," 4 vols., Philadelphia, W.B. Saunders Co., 1956-59Vol. 5, Pg. 58, 1959.
mouse LD50 intraperitoneal 25mg/kg (25mg/kg)   "Handbook of Toxicology," 4 vols., Philadelphia, W.B. Saunders Co., 1956-59Vol. 5, Pg. 58, 1959.
mouse LD50 oral 344mg/kg (344mg/kg)   Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 18(2), Pg. 58, 1974.
mouse LD50 unreported 160mg/kg (160mg/kg)   British Journal of Cancer. Vol. 6, Pg. 160, 1952.
 
mouse LDLo subcutaneous 150mg/kg (150mg/kg)   "Abdernalden's Handbuch der Biologischen Arbeitsmethoden." Vol. 4, Pg. 1361, 1935.
rabbit LD50 skin 301mg/kg (301mg/kg) BEHAVIORAL: TREMOR

KIDNEY, URETER, AND BLADDER: OTHER CHANGES

GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS
BIOFAX Industrial Bio-Test Laboratories, Inc., Data Sheets. Vol. 5-5/1969,
rabbit LDLo intravenous 180mg/kg (180mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 80, Pg. 233, 1944.
rabbit LDLo oral 620mg/kg (620mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 80, Pg. 233, 1944.
rabbit LDLo subcutaneous 300mg/kg (300mg/kg)   "Abdernalden's Handbuch der Biologischen Arbeitsmethoden." Vol. 4, Pg. 1361, 1935.

 

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