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m-Cresol

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Name

m-Cresol

EINECS 203-577-9
CAS No. 108-39-4 Density 1.038 g/cm3
PSA 20.23000 LogP 1.70060
Solubility 20 g/L (20 °C) in water Melting Point 8-10 °C(lit.)
Formula C7H8O Boiling Point 202.279 °C at 760 mmHg
Molecular Weight 108.14 Flash Point 86.111 °C
Transport Information UN 2076 6.1/PG 2 Appearance colourless to light yellow liquid
Safety 36/37/39-45-36/37 Risk Codes 24/25-34-39/23/24/25-23/24/25
Molecular Structure Molecular Structure of 108-39-4 (m-Cresol) Hazard Symbols ToxicT
Synonyms

3-Hydroxytoluene;3-Methylphenol;Caswell No. 261A;FEMA No. 3530;Franklin Cresolis;PHENOL;m-Cresol;

Article Data 522

m-Cresol Synthetic route

873-62-1

m-cyanophenol

108-39-4

3-methyl-phenol

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;70%
22719-82-0

ethyl (m-tolyl)carbonate

108-39-4

3-methyl-phenol

Conditions
ConditionsYield
With sodium hydrogen telluride In ethanol for 0.5h; Quantum yield; Heating; buffer: deoxygen. acetic acid;100%
17902-31-7

(3-methylphenoxy)trimethylsilane

108-39-4

3-methyl-phenol

Conditions
ConditionsYield
With water; potassium carbonate In ethanol at 75℃; for 10h;100%
With Nanoporous Na+-Montmorillonite Perchloric Acid In ethanol at 20℃; for 0.05h;91%
18406-01-4

triethyl(3-methylphenoxy)silane

108-39-4

3-methyl-phenol

Conditions
ConditionsYield
With water; potassium carbonate In ethanol at 75℃; for 10h;99%
62790-75-4

1-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-3-methylbenzene

108-39-4

3-methyl-phenol

Conditions
ConditionsYield
With water; potassium carbonate In ethanol at 75℃; for 12h;98%
With sodium cyanide In ethanol; water at 80℃; for 17h; chemoselective reaction;83.7%
With iodine In methanol for 22h; Ambient temperature;33%
133921-27-4

4-iodo-3-methyl-phenol

108-39-4

3-methyl-phenol

Conditions
ConditionsYield
With potassium carbonate; isopropyl alcohol; palladium diacetate; triphenylphosphine at 90℃; for 14h;98%
17933-03-8

m-tolylboronic acid

108-39-4

3-methyl-phenol

Conditions
ConditionsYield
With dihydrogen peroxide at 20℃; for 0.166667h; Green chemistry;98%
With sodium perborate tetrahydrate In neat (no solvent) at 25℃; for 0.166667h; Green chemistry;98%
With solid poly(N-vinylpyrrolidone)-hydrogen peroxide complex (PVD-H2O2 complex) In dichloromethane at 20℃; regioselective reaction;97%
17933-03-8

m-tolylboronic acid

7722-84-1

dihydrogen peroxide

108-39-4

3-methyl-phenol

Conditions
ConditionsYield
With ammonium bicarbonate In water at 20℃; for 2h; Schlenk technique;97%
144265-47-4

tetrahydro-2-(3-methylphenoxy)-2H-pyran

108-39-4

3-methyl-phenol

Conditions
ConditionsYield
Stage #1: tetrahydro-2-(3-methylphenoxy)-2H-pyran With aluminium(III) triflate In methanol at 20 - 25℃; for 2h; Inert atmosphere;
Stage #2: With water; sodium hydrogencarbonate In methanol; dichloromethane at 20 - 25℃; Inert atmosphere;
96%
With methanol at 20℃; for 0.833333h;87%
122-46-3

3-acetoxytoluene

108-39-4

3-methyl-phenol

Conditions
ConditionsYield
With copper dichloride In methanol; water for 3h; Heating;95%
With Tris buffer; water; alpha cyclodextrin at 25℃; under 1500120 Torr; Rate constant; pH 8.3; further pressures; meta and para specific hydrolysis catalyzed by α-CD, pressure effects on, pressure dependence of log k, activation volume for the acylation, ΔV of CD-complex formation;

m-Cresol Specification

The m-Cresol is an organic compound with the formula C7H8O. The IUPAC name of this chemical is 3-methylphenol. With the CAS registry number 108-39-4, it is also named as 1-hydroxy-3-methylbenzene. The product's category is Phenoles and Thiophenoles. Besides, it is colourless to light yellow liquid, which should be stored in a cool and ventilated place. It is used as a color film of the dye intermediates and for the production of fenitrothion, fenthion, metolcarb, permethrin and other pesticides. It is mainly used in pesticide, medicine, spices, resin, plasticizer, film and antioxidant.

Physical properties about m-Cresol are: (1)ACD/LogP: 2.043; (2)ACD/LogD (pH 5.5): 2.04; (3)ACD/LogD (pH 7.4): 2.04; (4)ACD/BCF (pH 5.5): 21.03 ; (5)ACD/BCF (pH 7.4): 20.98; (6)ACD/KOC (pH 5.5): 307.93; (7)ACD/KOC (pH 7.4): 307.28; (8)#H bond acceptors: 1 ; (9)#H bond donors: 1; (10)#Freely Rotating Bonds: 1; (11)Index of Refraction: 1.546; (12)Molar Refractivity: 32.959 cm3; (13)Molar Volume: 104.139 cm3; (14)Polarizability: 13.066 10-24cm3; (15)Surface Tension: 38.814998626709 dyne/cm ; (16)Density: 1.038 g/cm3; (17)Flash Point: 86.111 °C; (18)Enthalpy of Vaporization: 45.641 kJ/mol; (19)Boiling Point: 202.279 °C at 760 mmHg; (20)Vapour Pressure: 0.207000002264977 mmHg at 25°C

Preparation of m-Cresol: this chemical can be prepared by Bisabolangelon. This reaction will need reagent NH2OH*HCl, Na2CO3 and solvent ethanol, H2O. The reaction temperature is 50 °C. The yield is about 49%.



Uses of m-Cresol: it can be used to produce 2-hydroxy-6-methyl-benzaldehyde by heating. It will need reagent MgCl2, Et3N and solvent acetonitrile with reaction time of 4 hours. The yield is about 12%.

 

When you are using this chemical, please be cautious about it as the following:
It is harmful by inhalation, in contact with skin and if swallowed. Besides, this chemical can cause burns and danger of very serious irreversible effects through inhalation and in contact with skin. When you are using it, wear suitable gloves and eye/face protection. In case of accident or if you feel unwell seek medical advice immediately (show the label where possible).

You can still convert the following datas into molecular structure:
(1)InChI=1S/C7H8O/c1-6-3-2-4-7(8)5-6/h2-5,8H,1H3;
(2)InChIKey=RLSSMJSEOOYNOY-UHFFFAOYSA-N;
(3)Smilesc1c(cccc1O)C;

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
cat LDLo subcutaneous 180mg/kg (180mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 80, Pg. 233, 1944.
dog LDLo intravenous 150mg/kg (150mg/kg)   "Handbook of Toxicology," 4 vols., Philadelphia, W.B. Saunders Co., 1956-59Vol. 5, Pg. 56, 1959.
frog LDLo subcutaneous 250mg/kg (250mg/kg)   "Abdernalden's Handbuch der Biologischen Arbeitsmethoden." Vol. 4, Pg. 1361, 1935.
guinea pig LDLo intraperitoneal 100mg/kg (100mg/kg)   "Abdernalden's Handbuch der Biologischen Arbeitsmethoden." Vol. 4, Pg. 1361, 1935.
guinea pig LDLo subcutaneous 300mg/kg (300mg/kg)   "Handbook of Toxicology," 4 vols., Philadelphia, W.B. Saunders Co., 1956-59Vol. 5, Pg. 56, 1959.
mouse LD50 intraperitoneal 168mg/kg (168mg/kg)   "Handbook of Toxicology," 4 vols., Philadelphia, W.B. Saunders Co., 1956-59Vol. 5, Pg. 56, 1959.
mouse LD50 oral 828mg/kg (828mg/kg)   Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 18(2), Pg. 58, 1974.
mouse LD50 unreported 600mg/kg (600mg/kg)   Gigiena Truda i Professional'naya Patologiya v Estonskoi SSR. Labor Hygiene and Occupational Pathology in the Estonian SSR. Vol. 8, Pg. 145, 1972.
mouse LDLo subcutaneous 450mg/kg (450mg/kg)   "Abdernalden's Handbuch der Biologischen Arbeitsmethoden." Vol. 4, Pg. 1361, 1935.
rabbit LD50 skin 2050mg/kg (2050mg/kg) GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE
BIOFAX Industrial Bio-Test Laboratories, Inc., Data Sheets. Vol. 3-5/1969,
rabbit LDLo intravenous 280mg/kg (280mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 80, Pg. 233, 1944.
rabbit LDLo oral 1400mg/kg (1400mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 80, Pg. 233, 1944.
rabbit LDLo subcutaneous 500mg/kg (500mg/kg)   "Abdernalden's Handbuch der Biologischen Arbeitsmethoden." Vol. 4, Pg. 1361, 1935.
rat LC50 inhalation > 710mg/m3/1H (710mg/m3)   BIOFAX Industrial Bio-Test Laboratories, Inc., Data Sheets. Vol. 3-5/1969,
rat LD50 oral 242mg/kg (242mg/kg) GASTROINTESTINAL: PERITONITIS

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
BIOFAX Industrial Bio-Test Laboratories, Inc., Data Sheets. Vol. 3-5/1969,
rat LD50 skin 1100mg/kg (1100mg/kg)   Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 18(2), Pg. 58, 1974.
rat LDLo subcutaneous 900mg/kg (900mg/kg)   "Handbook of Toxicology," 4 vols., Philadelphia, W.B. Saunders Co., 1956-59Vol. 5, Pg. 56, 1959.

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