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4-Methoxybenzoyl chloride

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Identification
Molecular formula
C8H7ClO2
CAS number
100-07-2
IUPAC name
4-methoxybenzoyl chloride
State
State

At room temperature, 4-Methoxybenzoyl chloride is typically found in a liquid state, though it can also form as a crystalline solid owing to its low melting point.

Melting point (Celsius)
22.00
Melting point (Kelvin)
295.15
Boiling point (Celsius)
260.00
Boiling point (Kelvin)
533.15
General information
Molecular weight
170.59g/mol
Molar mass
170.5880g/mol
Density
1.2160g/cm3
Appearence

4-Methoxybenzoyl chloride is typically a colorless to pale yellow liquid. It may also appear as a crystalline solid under certain conditions. The compound has a pungent odor, characteristic of acyl chlorides.

Comment on solubility

Solubility of 4-methoxybenzoyl chloride

4-methoxybenzoyl chloride, with the chemical formula C9H9ClO2, exhibits intriguing solubility characteristics that are noteworthy:

  • Solvent Compatibility: This compound is known to be soluble in a variety of organic solvents including chloroform, ether, and acetone. This solubility behavior can be attributed to its nonpolar aromatic character combined with polar functional groups.
  • Water Solubility: 4-methoxybenzoyl chloride has limited solubility in water. This is primarily due to the hydrophobic nature of the aromatic ring which reduces its affinity for aqueous environments.
  • Temperature Effect: As with many organic compounds, solubility may improve with increasing temperature, allowing for greater dissolution of the compound in organic solvents.

In summary, while 4-methoxybenzoyl chloride is readily soluble in many organic solvents, it shows poor water solubility. This characteristic is crucial for its applications in various chemical reactions and processes. Understanding its solubility helps chemists strategize solvent selection effectively.

Interesting facts

Interesting Facts About 4-Methoxybenzoyl Chloride

4-Methoxybenzoyl chloride, also known as p-anisoyl chloride, is a fascinating compound in the field of organic chemistry. This compound serves as a vital intermediate in the synthesis of various pharmaceuticals and agrochemicals, showcasing its significance in real-world applications.

Key Properties and Uses

  • Versatile Intermediate: It is commonly used to prepare esters and amides through acylation reactions, thus playing a critical role in complex molecule synthesis.
  • Building Block: 4-Methoxybenzoyl chloride acts as a building block in organic synthesis, enabling the modification of various functional groups.
  • Pharmaceutical Relevance: This chemical compound has been instrumental in the synthesis of important drugs, highlighting its relevance in medicinal chemistry.
  • Photoresponsive Materials: It can be used in the development of photoresponsive materials, which have applications in optoelectronics and smart materials.

Safety and Handling

While working with 4-methoxybenzoyl chloride, it is essential to follow adequate safety protocols. As a reactive and potent compound, it can irritate skin and eyes. Always remember to use proper personal protective equipment (PPE) and handle it within a fume hood to avoid exposure to fumes and vapors.

Chemical Reactions

This compound readily reacts with alcohols and amines, leading to the formation of corresponding esters and amides. Such reactions underscore its utility in producing various derivatives for research and industrial purposes. As noted in various studies, the reactions involving 4-methoxybenzoyl chloride can exhibit a high degree of selectivity, making it a valuable tool for chemists seeking precision in synthesis.

In summary, 4-methoxybenzoyl chloride is not just an intriguing compound but also a crucial player in the world of organic synthesis. Its diverse applications and fundamental role in creating complex organic compounds make it a subject of great interest for both students and seasoned chemists alike.

Synonyms
4-Methoxybenzoyl chloride
100-07-2
P-ANISOYL CHLORIDE
Benzoyl chloride, 4-methoxy-
p-Methoxybenzoyl chloride
Anisoyl chloride
4-Methoxybenzoylchloride
4-Anisoyl chloride
4-Methoxybenzoic acid chloride
Benzoyl chloride, p-methoxy-
p-Methoxybenzoic acid chloride
4-methoxy-benzoyl chloride
para-anisoyl chloride
NSC 86125
UN1729
HSDB 447
TV6DMQ9451
4methoxybenzoyl chloride
Benzoic acid, 4-methoxy-, chloride
EINECS 202-816-4
MFCD00000687
NSC-86125
para-methoxybenzoyl chloride
DTXSID9059204
P-ANISOYL CHLORIDE [MI]
MXMOTZIXVICDSD-UHFFFAOYSA-
UN-1729
p-Anisoyl chloride; p-Methoxybenzoyl chloride
UNII-TV6DMQ9451
p-anisoylchloride
4Anisoyl chloride
4-METHOXYBENZOYL CHLORIDE(O'Neil, M.J. (ed.). The Merck Index-An Encyclopedia of Chemicals, Drugs, and Biologicals. 13th Edition, Whitehouse Station, NJ: Merck and Co., Inc., 2001., p. 114)
4-METHOXYBENZOYL CHLORIDE[O'Neil, M.J. (ed.). The Merck Index-An Encyclopedia of Chemicals, Drugs, and Biologicals. 13th Edition, Whitehouse Station, NJ: Merck and Co., Inc., 2001., p. 114]
ANISOYL CHLORIDE(Lewis, R.J. Sr.; Hawley's Condensed Chemical Dictionary 14th Edition. John Wiley & Sons, Inc. New York, NY 2001., p. 77)
ANISOYL CHLORIDE[Lewis, R.J. Sr.; Hawley's Condensed Chemical Dictionary 14th Edition. John Wiley & Sons, Inc. New York, NY 2001., p. 77]
P-ANISYL-CHLORIDE(Lewis, R.J. Sax's Dangerous Properties of Industrial Materials. 9th ed. Volumes 1-3. New York, NY: Van Nostrand Reinhold, 1996., p. 242)
P-ANISYL-CHLORIDE[Lewis, R.J. Sax's Dangerous Properties of Industrial Materials. 9th ed. Volumes 1-3. New York, NY: Van Nostrand Reinhold, 1996., p. 242]
anisic acid chloride
rho-anisoyl chloride
p-anisic acid chloride
p-methoxybenzoylchloride
pMethoxybenzoyl chloride
4-methoxy benzoylchloride
4-Methoxybenzoic chloride
4-methoxylbenzoyl chloride
p-methoxy benzoyl chloride
Benzoyl chloride, pmethoxy
4 -methoxybenzoyl chloride
4-methoxy benzoyl chloride
Benzoyl chloride, 4methoxy
WLN: GVR BO1
p-Anisoyl chloride (8CI)
4-(methoxy)benzoyl chloride
pMethoxybenzoic acid chloride
SCHEMBL22288
4Methoxybenzoic acid chloride
DTXCID5032444
4-Methoxybenzoyl chloride, 99%
Benzoic acid, 4methoxy, chloride
BCP29202
NSC86125
4-methoxy-1-benzenecarbonyl chloride
STL141094
AKOS000268745
UN 1729
AS-39889
Anisoyl chloride [UN1729] [Corrosive]
NS00022939
A16143
Q4117661
p-Anisoyl Chloride;p-Methoxybenzoyl chloride;4-Anisoyl chloride;Benzoyl chloride,4-methoxy;Benzoyl chloride, p-methoxy-