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m-Cresol

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Identification
Molecular formula
C7H8O
CAS number
108-39-4
IUPAC name
m-cresol
State
State

At room temperature, m-Cresol is typically a liquid. It may solidify if the temperature falls below its melting point of 11.8°C. Its liquid state at room temperature makes it practical for various industrial uses, particularly as a precursor or intermediate in chemical synthesis.

Melting point (Celsius)
11.80
Melting point (Kelvin)
284.95
Boiling point (Celsius)
202.00
Boiling point (Kelvin)
475.15
General information
Molecular weight
108.14g/mol
Molar mass
108.1400g/mol
Density
1.0340g/cm3
Appearence

m-Cresol is a colorless or yellowish liquid, although it can appear to be pale pink. Over time, especially upon exposure to light or air, it may darken. It has a distinct, pungent odor reminiscent of coal tar or creosote, which is quite strong and may be unpleasant at high concentrations.

Comment on solubility

Solubility of m-cresol (C7H8O)

m-cresol, also known as 3-methylphenol, exhibits notable solubility characteristics that are important for its applications in various industrial processes. Here are some key points to consider:

  • Solvent Compatibility: m-cresol is soluble in water due to the presence of its hydroxyl group (-OH), which can form hydrogen bonds with water molecules.
  • Alcohols and Ethers: It shows good solubility in organic solvents, particularly in alcohols and ethers, which enhances its usage in chemical synthesis and reactions.
  • Concentration Dependency: The solubility of m-cresol can increase with temperature, meaning that higher temperatures can facilitate its dissolution in aqueous solutions.

In practical terms, when assessing m-cresol’s solubility, consider the following:

  1. Concentration Levels: Higher concentrations of m-cresol may lead to reduced solubility in water.
  2. Effect of Impurities: The presence of other solutes can affect the solubility of m-cresol; thus, purity plays a crucial role.

In summary, m-cresol’s solubility properties make it a versatile compound in both water and organic solvents, a factor that is essential for utilizing its reactivity in chemical processes.

Interesting facts

Interesting Facts About m-Cresol

m-Cresol, also known as meta-cresol, is a versatile compound with numerous applications and intriguing properties. Here are some fascinating aspects that highlight its significance in both industry and research:

  • Chemical Structure: m-Cresol is an aromatic compound derived from the phenol family, where the hydroxyl group is positioned on the meta carbon relative to the methyl group. This unique arrangement contributes to its chemical behavior and reactivity.
  • Production: The production of m-cresol typically involves the alkylation of phenol with methanol, which can also be achieved through the distillation of coal tar. This method has been a significant source of aromatic compounds.
  • Industrial Uses: m-Cresol is employed in various industries for applications including:
    • Manufacture of disinfectants and preservatives
    • Synthesis of antioxidants (e.g., BHT), which prevent oxidation in food and personal care products
    • Preparation of dyes and resins
  • Biological Role: As a natural product, m-cresol is found in several essential oils and is also a component in the metabolism of certain microorganisms, demonstrating its relevance in biochemistry.
  • Toxicity Considerations: It is important to handle m-cresol with care due to its toxic nature. Exposure can cause skin and respiratory irritation, so proper safety protocols are essential in laboratory and industrial settings.

To quote renowned chemist Linus Pauling, "The best way to have a good idea is to have a lot of ideas." m-Cresol is a prime example of how a single compound can inspire diverse applications and provoke ongoing research interests.

In summary, m-cresol not only serves practical purposes in everyday products but also poses intriguing questions for scientists studying its extensive impacts. With its unique properties and multifaceted uses, it remains a compound worthy of further exploration in chemistry.

Synonyms
m-cresol
3-methylphenol
108-39-4
Metacresol
Phenol, 3-methyl-
3-hydroxytoluene
meta-cresol
3-cresol
m-methylphenol
m-kresol
m-cresylic acid
1-hydroxy-3-methylbenzene
m-oxytoluene
m-toluol
m-Hydroxytoluene
meta-cresylic acid
Cresol, m-
m-Kresol [German]
m-cresylic
m-Cresole
Caswell No. 261A
3-methyl phenol
CRESOL, META
1-Methyl-3-hydroxybenzene
CCRIS 645
FEMA No. 3530
hydroxy-3-methylbenzene
3methylphenol
Metacresol [USP:BAN]
HSDB 1815
3-methyl-1-hydroxybenzene
UNII-GGO4Y809LO
NSC 8768
Cresol,m-
EINECS 203-577-9
Metacresol (USP)
EPA Pesticide Chemical Code 022102
DTXSID6024200
AI3-00136
METACRESOL [II]
NSC-8768
METACRESOL [HSDB]
M-CRESOL [WHO-DD]
METACRESOL [USP-RS]
GGO4Y809LO
CHEMBL298312
DTXCID804200
METACRESOL [EP IMPURITY]
CHEBI:17231
METACRESOL [EP MONOGRAPH]
METACRESOL [USP IMPURITY]
EC 203-577-9
METACRESOL [USP MONOGRAPH]
m-Cresol, 99%
METACRESOL (II)
TOLUENE,3-HYDROXY (META-CRESOL)
Metacresol (USP:BAN)
Franklin Cresolis
M-KRESOL (GERMAN)
AMYLMETACRESOL IMPURITY B [EP IMPURITY]
METACRESOL (USP-RS)
Metacresol (3-Methylphenol)
CRS
Rover's Dog Shampoo
METACRESOL (EP IMPURITY)
METACRESOL (EP MONOGRAPH)
METACRESOL (USP IMPURITY)
METACRESOL (USP MONOGRAPH)
meta cresol
Cresol, m-isomer
CAS-108-39-4
AMYLMETACRESOL IMPURITY B (EP IMPURITY)
Metacresol; 3-Methylphenol; Amylmetacresol Impurity B
mHydroxytoluene
mMethylphenol
mMethylphenylol
mOxytoluene
mCresole
mCresylic
mKresol
mToluol
3Hydroxytoluene
mCresylic acid
3cresol
m-Methylphenylol
Cresol, misomer
metaCresylic acid
3-methyl-phenol
Phenol, 3methyl
Cresol, m
Celcure Dry Mix (chemicals for wood preserving)
Hydroxy3methylbenzene
MFCD00002302
1Hydroxy3methylbenzene
1Methyl3hydroxybenzene
3Methyl1hydroxybenzene
MPCRE)
CRESOL (META)
M-CRESOL [INCI]
bmse000350
m-Cresol (ACGIH:OSHA)
Phenol, 3-methyl-(9CI)
WLN: QR C1
SCHEMBL10736
m-Cresol, analytical standard
m-Cresol, >=98%, FG
SCHEMBL7410931
m-Cresol, for synthesis, 99%
m-Cresol, reagent grade, 97%
DTXSID00165845
DTXSID10194060
NSC8768
3-Methylphenol, analytical standard
Tox21_201941
Tox21_302645
2-TERT-BUTYL-5-METHYL PHENO
BDBM50008548
STL185666
AKOS000119006
CCG-230271
DB01776
USEPA/OPP Pesticide Code: 022102
NCGC00159366-02
NCGC00159366-03
NCGC00159366-04
NCGC00159366-05
NCGC00159366-06
NCGC00256824-01
NCGC00259490-01
TOLUENE,3-HYDROXY (META-CRESOL)
AC-14350
BS-23591
m-Cresol, SAJ first grade, >=97.0%
3-Methylphenol 100 microg/mL in Methanol
m-Cresol [UN2076] [Poison, Corrosive]
Mixture of meta and para-cresol (59%:41%
NS00010658
EN300-19428
C01467
D04951
A801870
Q312240
BRD-K22518984-001-01-8
F0001-0167
Z104473820
Flavor and Extract Manufacturers' Association Number 3530
Metacresol, United States Pharmacopeia (USP) Reference Standard