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24940

Sigma-Aldrich

4-Chloro-3-methylphenol

≥98.0% (HPLC)

Synonym(s):

4-Chloro-m-cresol, PCMC

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About This Item

Linear Formula:
ClC6H3(CH3)OH
CAS Number:
59-50-7
Molecular Weight:
142.58
Beilstein:
1237629
EC Number:
200-431-6
MDL number:
MFCD00002323
UNSPSC Code:
12352100
PubChem Substance ID:
57648100
NACRES:
NA.22

Quality Level

200

Assay

≥98.0% (HPLC)

form

pellets

bp

235 °C (lit.)

mp

63-65 °C (lit.)

solubility

methanol: soluble 1 g/10 mL, clear, colorless
water: soluble

SMILES string

Cc1cc(O)ccc1Cl

InChI

1S/C7H7ClO/c1-5-4-6(9)2-3-7(5)8/h2-4,9H,1H3

InChI key

CFKMVGJGLGKFKI-UHFFFAOYSA-N

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General description

4-Chloro-3-methylphenol is an organic compound belonging to the class of monochlorinated m-cresol. It is used as an organic building block in chemical synthesis.

Application

4-Chloro-3-methylphenol has been used in paint formulations.

Signal Word

Danger

Hazard Statements

H302,H314,H317,H335,H410

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 3 - Eye Dam. 1 - Skin Corr. 1C - Skin Sens. 1B - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

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

WGK

WGK 2

Flash Point(F)

244.4 °F - closed cup

Flash Point(C)

118.0 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCM0241
BCCJ6873
BCCH3651
BCCF6517
BCBT2623

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Roel Mallants et al.
The Journal of pharmacy and pharmacology, 61(7), 883-890 (2009-07-11)
The aim was to establish a preclinical in-vitro system of the nasal mucosa for the simultaneous evaluation of nasal absorption and effects on ciliary activity. Human nasal epithelial cells were grown in collagen-coated transport inserts with transparent polyethylene terephthalate membranes
A Peñalver et al.
Journal of chromatography. A, 839(1-2), 253-260 (1999-05-18)
Three pesticides usually added to paint formulations, Irgarol 1051, dichlofluanid and 4-chloro-3-methylphenol, were determined by solid-phase microextraction (SPME) with 85-micron polyacrylate fibers and gas chromatography-mass spectrometry. The parameters affecting the SPME process (the pH, the addition of salt to the
Kathryn D Baker et al.
Behavioural brain research, 206(1), 143-146 (2009-09-01)
Young chicks were trained on a weakly reinforced variant of a single-trial discrimination avoidance task which typically fails to consolidate the long-term memory stage. The ryanodine receptor (RyR) agonist 4-chloro-m-cresol (500 microM, i.c.) persistently promoted high retention until at least
C D Sanmartin et al.
Neuro-degenerative diseases, 10(1-4), 34-37 (2012-01-31)
Soluble amyloid-β peptide oligomers (AβOs), which are centrally involved in the pathogenesis of Alzheimer's disease, trigger Ca(2+) influx through N-methyl-D-aspartate receptors and stimulate reactive oxygen species generation in primary hippocampal neurons. We have previously reported that AβOs promote Ca(2+) release
Andrew P Ziman et al.
Biophysical journal, 99(8), 2705-2714 (2010-10-21)
Skeletal muscle stores Ca²(+) in the sarcoplasmic reticulum (SR) and releases it to initiate contraction, but the concentration of luminal Ca²(+) in the SR ([Ca²(+)](SR)) and the amount that is released by physiological or pharmacological stimulation has been difficult to
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