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C55402

Sigma-Aldrich

4-Chloro-3-methylphenol

99%

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:
24892794
NACRES:
NA.22

Quality Level

100

Assay

99%

form

solid

bp

235 °C (lit.)

mp

63-65 °C (lit.)

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, also known as p-chlorocresol or chloroxylenol, is commonly used as a building block in the synthesis of organic compounds. It can be utilized to synthesize various biologically active compounds, including pharmaceuticals and agrochemicals. (2) Additionally, it serves as a potent disinfectant and antiseptic and is also used as a preservative in medicinal products.

Application

  • Compression of mono-4 chloro, 3-methylphenyl phosphate ester and di-4 chloro, 3-methylphenyl phosphate ester through kinetic study: This study discusses a method using 4-chloro-3-methylphenol and POCl3 taken in a 2:1 ratio, exploring their kinetic behaviors (AR Teli, AA Khan, SH Dar, A Rashid, 2017).
  • Commercially Important Chlorinated Phenols: Reviews the usage of 4-chloro-3-methylphenol among other chlorinated phenols in various industrial applications (K Smith, G El-Hiti).

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Synthetic and natural phenols
Tyman et al.
Elsevier's Integrated Review Biochemistry (Second Edition) (1996)
Synthesis and insecticidal activity evaluation of virtually screened phenylsulfonamides
Gang et al.
Journal of Agricultural and Food Chemistry, 68, 11665-11671 (2020)
Synthesis and biological evaluation of novel aryloxyacetic acid hydrazide derivatives as anticancer agents
Sevil et al.
Synthetic Communications, 51, 2634-2643 (2021)
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
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
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