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Benzyl chloride

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Identification
Molecular formula
C7H7Cl2
CAS number
100-44-7
IUPAC name
1-chloro-3-(chloromethyl)benzene
State
State

At room temperature, benzyl chloride is in a liquid state. It is volatile and should be handled with care as it can release hydrochloric acid and other harmful substances when exposed to moisture.

Melting point (Celsius)
-39.00
Melting point (Kelvin)
234.15
Boiling point (Celsius)
179.00
Boiling point (Kelvin)
452.15
General information
Molecular weight
140.57g/mol
Molar mass
140.5720g/mol
Density
1.1739g/cm3
Appearence

Benzyl chloride is a colorless to slightly yellow liquid. It is often characterized by a strong, unpleasant odor. The compound can appear colorless in its pure form but may show a yellowish tinge due to impurities or exposure to light.

Comment on solubility

Solubility of 1-chloro-3-(chloromethyl)benzene

1-chloro-3-(chloromethyl)benzene, known for its applications in various chemical processes, exhibits interesting solubility characteristics. Let's explore this compound’s solubility in different mediums:

  • Polar Solvents: This compound is generally poorly soluble in polar solvents like water due to its hydrophobic nature. The presence of chlorine substituents does allow for some interaction, but overall solubility remains limited.
  • Non-Polar Solvents: 1-chloro-3-(chloromethyl)benzene shows a much better affinity for non-polar solvents such as hexane and toluene, where it dissolves readily. This behavior is typical of aromatic compounds.
  • Temperature Effects: Solubility may vary with temperature; typically, increasing the temperature can enhance the solubility of organic compounds in non-polar solvents.

In summary, the solubility profile of 1-chloro-3-(chloromethyl)benzene is indicative of its hydrophobic properties, emphasizing its preference for non-polar environments. As highlighted, its limited solubility in polar solvents underscores the importance of considering solvent choice in chemical applications.

Interesting facts

Exploring 1-chloro-3-(chloromethyl)benzene

1-chloro-3-(chloromethyl)benzene, often simply referred to as a chlorinated aromatic compound, is a fascinating molecule with several noteworthy aspects:

  • Structure and Isomerism: This compound features a benzene ring substituted with chloromethyl and chloro groups. Its structure exemplifies ortho, meta, and para positioning, which can lead to interesting isomers that may exhibit varying chemical properties.
  • Industrial Applications: Chlorinated compounds like 1-chloro-3-(chloromethyl)benzene are often utilized as precursors in the synthesis of more complex chemicals. They are important in the production of pesticides, dyes, and pharmaceuticals.
  • Reactivity: The presence of chlorine atoms makes this compound more susceptible to nucleophilic substitutions and reactions with nucleophiles. This reactivity is crucial in organic synthesis, allowing for the creation of various functional groups.
  • Environmental Considerations: While useful in industry, chlorinated compounds have raised environmental concerns due to their persistence and potential toxicity. Researchers are actively investigating greener alternatives and methods for biodegradation.
  • Historical Context: The study of chlorinated compounds dates back to the early days of organic chemistry in the 19th century. Their unique properties sparked much curiosity and laid groundwork for modern synthetic methods.

As with many chemical compounds, understanding 1-chloro-3-(chloromethyl)benzene not only helps in grasping fundamental concepts of organic chemistry but also opens doors to various applications and implications in our world today. As one famous chemist put it, “Chemistry is the study of change.” The ongoing exploration of compounds like this one reflects the continuous evolution of chemistry within both industrial and academic landscapes.

Synonyms
3-Chlorobenzyl chloride
620-20-2
1-Chloro-3-(chloromethyl)benzene
alpha,3-Dichlorotoluene
Benzene, 1-chloro-3-(chloromethyl)-
M-CHLOROBENZYL CHLORIDE
m-Chlorbenzyl chloride
m,alpha-Dichlorotoluene
Toluene, m,alpha-dichloro-
QXH4Y96Y2L
DTXSID2057786
EINECS 210-629-4
NSC 76577
NSC-76577
DTXCID3031575
1-Chloro-3-(chloromethyl)-benzene
Toluene, m,alpha-dichloro-(8CI)
210-629-4
3-Chlorobenzylchloride
1-Chloro-3-chloromethyl-benzene
Toluene, m,.alpha.-dichloro-
m,.alpha.-Dichlorotoluene
130468-19-8
Benzene, 1-chloro-3-(chloromethyl)-, radical ion(1-) (9CI)
MFCD00000905
m-chlorobenzylchloride
3chlorobenzyl chloride
m-chlorobenzyl-chloride
meta-chlorobenzylchloride
3-chloro benzyl chloride
3-chloro-benzyl chloride
.alpha.,m-Dichlorotoluene
UNII-QXH4Y96Y2L
Chloro-3-chloromethyl-benzene
SCHEMBL195102
3-Chlorobenzyl chloride, 98%
CHEMBL3561692
NSC76577
STR00183
Tox21_113840
STL183089
AKOS000119586
FC34398
NCGC00253721-01
CAS-620-20-2
DB-054042
NS00034894
EN300-18205
SR-01000944705
SR-01000944705-1
F2190-0271
1-chloro-3-(chloromethyl)-benzene; alpha,3-Dichlorotoluene
InChI=1/C7H6Cl2/c8-5-6-2-1-3-7(9)4-6/h1-4H,5H