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Hydroquinone

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Identification
Molecular formula
C6H4(OH)2
CAS number
123-31-9
IUPAC name
2-methylbenzene-1,4-diol
State
State

At room temperature, hydroquinone is a solid. It has a crystalline form, which can vary from needle-like structures to powder.

Melting point (Celsius)
172.00
Melting point (Kelvin)
445.15
Boiling point (Celsius)
287.00
Boiling point (Kelvin)
560.15
General information
Molecular weight
110.11g/mol
Molar mass
110.1110g/mol
Density
1.3300g/cm3
Appearence

Hydroquinone typically appears as white, needle-like crystals. It can also appear as a granular powder. Upon exposure to air and light, it may darken and acquire a tan color due to oxidation.

Comment on solubility

Solubility of 2-methylbenzene-1,4-diol

2-methylbenzene-1,4-diol, also known as p-cresol, exhibits notable solubility characteristics that are vital for its applications in various fields. Generally, the solubility of this compound can be summarized as follows:

  • Polar Solvent Compatibility: 2-methylbenzene-1,4-diol is expected to be soluble in polar solvents such as water due to its two hydroxyl (-OH) groups, which can engage in hydrogen bonding.
  • Organic Solvent Solubility: It also shows considerable solubility in organic solvents like ethanol and acetone, which aids its versatility in chemical reactions and formulations.
  • Low Solubility in Nonpolar Solvents: However, it tends to be poorly soluble in nonpolar solvents (e.g., hexane), making it less effective in nonpolar environments.

To summarize, the solubility of 2-methylbenzene-1,4-diol presents a unique balance, allowing it to be effectively utilized in both aqueous and organic phases. This characteristic is essential in applications ranging from pharmaceuticals to industrial products, where its reactivity and solubility can greatly influence performance and efficacy.

Interesting facts

Interesting Facts about 2-Methylbenzene-1,4-Diol

2-Methylbenzene-1,4-diol, also known as resorcinol, is an intriguing compound with various applications and characteristics that make it notable in the field of chemistry.

Key Characteristics and Applications

  • Versatile Chemical: Resorcinol serves as a fundamental building block in the synthesis of numerous chemical compounds, including pharmaceuticals, dyes, and adhesives.
  • Antiseptic Properties: This compound exhibits mild antiseptic qualities, which makes it valuable in medical formulations to treat skin irritations and conditions.
  • Cosmetic Ingredient: Due to its ability to highlight skin benefits, 2-methylbenzene-1,4-diol is frequently included in various skincare products for its antioxidant properties.
  • Resin Production: It plays a crucial role in producing phenolic resins, which are widely used in wood adhesives, coatings, and laboratory equipment.

Chemical Behavior

Resorcinol is particularly interesting because it undergoes various chemical reactions:

  • Electrophilic Substitution: It readily participates in electrophilic substitution reactions due to the influence of its hydroxyl (-OH) groups on the aromatic ring, allowing for the introduction of different functional groups.
  • Oxidation and Reduction: Resorcinol can be oxidized to form quinones, which are important intermediates in synthetic chemistry.

Historical Context

This compound has a rich history, with its first isolation dating back to the mid-19th century. Its discovery has paved the way for many scientific advancements. As noted by chemist August Wilhelm von Hofmann, "Resorcinol demonstrates the balance between aromaticity and reactivity, making it a fascinating subject of study."

Conclusion

In summary, 2-methylbenzene-1,4-diol, or resorcinol, is not only a significant compound in numerous industrial applications but also an essential subject for theoretical studies in organic chemistry. Its multifaceted properties and historical significance continue to make it relevant in both academic and practical chemistry.

Synonyms
Methylhydroquinone
2-Methylhydroquinone
95-71-6
2-methylbenzene-1,4-diol
2,5-Dihydroxytoluene
Toluhydroquinone
p-Toluhydroquinone
Toluquinol
p-Toluquinol
Tolylhydroquinone
p-Toluhydroquinol
2,5-Toluenediol
1,4-Benzenediol, 2-methyl-
2-Methyl-1,4-benzenediol
1,4-Dihydroxy-2-methylbenzene
Methyl-p-hydroquinone
Hydroquinone, methyl-
Hydroquinone, tolyl-
2-Methyl-1,4-hydroquinone
METHYL HYDROQUINONE
Pyrolin
NSC 4962
EINECS 202-443-7
2-methylhydroquinol
MFCD00002345
methyl-p-hydroquinol
BRN 2041489
DTXSID4020876
AI3-14932
332W51E0OC
NSC-4962
DTXCID00876
CHEBI:133842
NSC4962
EC 202-443-7
4-06-00-05866 (Beilstein Handbook Reference)
pToluquinol
2-Methyl-benzene-1,4-diol
pToluhydroquinol
UNII-332W51E0OC
methylhydroquinon
3-methyl-1,4-dihydroxybenzene
pToluhydroquinone
2,5Toluenediol
Methylphydroquinone
2Methylhydroquinone
7DV
Hydroquinone, tolyl
2,5Dihydroxytoluene
Hydroquinone, methyl
monomethylhydroquinone
2-methyl hydroquinone
2-Methyl-hydroquinone
monomethyl hydroquinone
2Methyl1,4benzenediol
Eastman Toluhydroquinone
2-Methyl-p-hydroquinone
Methylhydroquinone, 99%
3-methyl-4-hydroxyphenol
4-hydroxy-2-methylphenol
1,4Benzenediol, 2methyl
1,4Dihydroxy2methylbenzene
2-Methylbenzene-1,4-diole
Methylhydroquinone, >=99%
WLN: L6V DVJ X1
SCHEMBL36349
2,5-DHTOP
2-methyl-1,4-dihydroxybenzene
CHEMBL450917
WLN: L6V DVJ XR X1
3-metyl-1,4-dihydroxy benzene
2-methyl-1,4-dihydroxy benzene
BDBM176768
Tox21_200506
AKOS015856210
AC-4660
CS-W013533
FM15173
HY-W012817
CAS-95-71-6
NCGC00248664-01
NCGC00258060-01
AS-15442
CAS# 95-71-6
DA-77257
M0342
NS00006438
Methylhydroquinone, purum, >=98.0% (HPLC)
E83005
EN300-124928
US9688816, 8
Q1925586
F0001-2277
InChI=1/C7H8O2/c1-5-4-6(8)2-3-7(5)9/h2-4,8-9H,1H
202-443-7