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8.09691

Sigma-Aldrich

m-Cresol

for synthesis

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Synonym(s):
m-Cresol, 3-Hydroxytoluol, 3-Methylphenol
Linear Formula:
3-(CH3)C6H4OH
CAS Number:
Molecular Weight:
108.14
MDL number:
EC Index Number:
203-577-9

vapor pressure

0.065 hPa ( 20 °C)

Quality Level

assay

≥99.0% (GC)

form

liquid

autoignition temp.

626 °C

potency

242 mg/kg LD50, oral (Rat)

expl. lim.

1.06 % (v/v)

pH

5 (20 °C, 20 g/L in H2O)

bp

203 °C/1013 hPa

mp

11.5 °C

transition temp

flash point 86 °C

solubility

23.5 g/L

density

1.03 g/cm3 at 20 °C

storage temp.

2-30°C

InChI

1S/C7H8O/c1-6-3-2-4-7(8)5-6/h2-5,8H,1H3

InChI key

RLSSMJSEOOYNOY-UHFFFAOYSA-N

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1 of 4

This Item
W353000C857271395204
m-Cresol for synthesis

8.09691

m-Cresol

m-Cresol ≥98%, FG

W353000

m-Cresol

m-Cresol 99%

C85727

m-Cresol

Metacresol United States Pharmacopeia (USP) Reference Standard

1395204

Metacresol

bp

203 °C/1013 hPa

bp

203 °C (lit.)

bp

203 °C (lit.)

bp

203 °C (lit.)

mp

11.5 °C

mp

8-10 °C (lit.)

mp

8-10 °C (lit.)

mp

8-10 °C (lit.)

density

1.03 g/cm3 at 20 °C

density

1.034 g/mL at 25 °C (lit.)

density

1.034 g/mL at 25 °C (lit.)

density

1.034 g/mL at 25 °C (lit.)

vapor pressure

0.065 hPa ( 20 °C)

vapor pressure

<1 mmHg ( 20 °C)

vapor pressure

<1 mmHg ( 20 °C)

vapor pressure

<1 mmHg ( 20 °C)

form

liquid

form

-

form

liquid

form

-

Application

m-Cresol can be used as a starting material to synthesize:
  • Thymol via isopropylation reaction with 2-propanol in the presence of an acid catalyst.
  • Terpolymeric resin by an acid-catalyzed polycondensation reaction with hexamine and formaldehyde.
  • 4,7-Dimethylcoumarin via modified Pechmann condensation reaction with ethyl acetoacetate.

Analysis Note

Assay (GC, area%): ≥ 99.0 % (a/a)
Density (d 20 °C/ 4 °C): 1.031 - 1.037
Identity (IR): passes test
Due to its specific melting range the product may be solid, liquid, a solidified melt or a supercooled melt.
Appearance: colorless to dark yellow/light brown. Material may darken with time.

pictograms

CorrosionSkull and crossbones

signalword

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Oral - Aquatic Chronic 3 - Eye Dam. 1 - Skin Corr. 1B

Storage Class

6.1A - Combustible, acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk_germany

WGK 2

flash_point_f

186.8 °F - closed cup

flash_point_c

86 °C - closed cup


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Ganapati D Yadav et al.
The journal of physical chemistry. A, 109(48), 11080-11088 (2005-12-08)
The alkylation of m-cresol with isopropyl alcohol in the presence of novel superacidic catalysts named as UDCaT-4, UDCaT-5, and UDCaT-6 was investigated. The catalysts are modified versions of zirconia showing high catalytic activity, stability, and reusability in the presence of
Comparison of mesoporous and microporous solid acid catalysts for highly selective synthesis of thymol by vapor phase isopropylation of m-cresol
Selvaraj M and Kawi S
Microporous and Mesoporous Materials : The Official Journal of the International Zeolite Association, 109(1-3), 458-469 (2008)
Synthesis, Chacterization, and Thermal Study of Terpolymeric Resin Derived from m-cresol, Hexamine and Formaldehyde
Khedkar KM, et al.
E-Journal of Chemistry, 9(4), 1911-1918 (2012)
Synthesis and antioxidant activity of selected 4-methylcoumarins
Cavar S, et al.
Food Chemistry, 117(1), 135-142 (2009)

Protocols

Fmoc resin cleavage and deprotection are crucial steps for peptide synthesis, yielding the desired peptide after resin detachment.

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