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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:
108-39-4
Molecular Weight:
108.14
MDL number:
MFCD00002302
UNSPSC Code:
12352104
EC Index Number:
203-577-9
NACRES:
NA.22

vapor pressure

0.065 hPa ( 20 °C)

Quality Level

200

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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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

Skull and crossbonesCorrosion
GHS06,GHS05

Signal Word

Danger

Hazard Statements

H301 + H311,H314,H412

Hazard Classifications

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

WGK

WGK 2

Flash Point(F)

186.8 °F

Flash Point(C)

86 °C

Regulatory Information

危险化学品

Certificates of Analysis (COA)

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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)
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
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

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

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