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4-Nitrobenzyl chloride

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Identification
Molecular formula
C7H6ClNO2
CAS number
100-14-1
IUPAC name
1-(chloromethyl)-4-nitro-benzene
State
State

This compound is typically a solid at room temperature. Its crystalline form contributes to its solid state under standard laboratory conditions.

Melting point (Celsius)
44.50
Melting point (Kelvin)
317.65
Boiling point (Celsius)
251.00
Boiling point (Kelvin)
524.15
General information
Molecular weight
171.58g/mol
Molar mass
171.5780g/mol
Density
1.2880g/cm3
Appearence

4-Nitrobenzyl chloride usually appears as a pale yellow crystalline solid. It may also come in the form of a powder and should be handled with care due to its chemical reactivity.

Comment on solubility

Solubility of 1-(Chloromethyl)-4-nitro-benzene

1-(Chloromethyl)-4-nitro-benzene, often cited for its various applications in chemical synthesis, exhibits interesting solubility characteristics. Typically, this compound is considered to be:

  • Moderately soluble in polar organic solvents, such as ethanol and acetone.
  • Less soluble in non-polar solvents, indicating its moderately polar nature.
  • Insoluble in water due to the presence of the bulky nitro group and chloromethyl group which adds significant steric hindrance, thus limiting its interaction with water molecules.

As a general guideline, the solubility of organic compounds like 1-(chloromethyl)-4-nitro-benzene often depends on:

  1. Polarity: Compounds with functional groups that can engage in hydrogen bonding tend to be more soluble in polar solvents.
  2. Molecular Size: Larger molecules with increased steric hindrance may face difficulties in solubilizing in polar media.
  3. Temperature: Higher temperatures typically increase solubility.

In summary, understanding the solubility of 1-(chloromethyl)-4-nitro-benzene is essential for its effective application in various chemical reactions. The compound's solubility profile makes it suitable for use in organic reactions where polar solvents are employed.

Interesting facts

Interesting Facts about 1-(Chloromethyl)-4-nitro-benzene

1-(Chloromethyl)-4-nitro-benzene, often abbreviated as CMNB, is a compound that plays a noteworthy role in both chemical synthesis and industrial applications. Here are some engaging insights about this fascinating compound:

  • Chemical Structure: This compound features a nitro group (−NO₂) and a chloromethyl group (−CH₂Cl) on a benzene ring, presenting a unique blend of properties that can influence reactivity and interaction with other substances.
  • Versatile Reactivity: The presence of both −NO₂ and −CH₂Cl groups allows for various chemical transformations, making it a valuable intermediate in the synthesis of pharmaceuticals and agrochemicals.
  • Applications in Synthesis: 1-(Chloromethyl)-4-nitro-benzene is particularly useful in the creation of substituted anilines and can be involved in the formation of dyes, making it important in the textile industry.
  • Environmental Impact: As with many chlorinated compounds, there are environmental and safety considerations associated with its use. Proper handling and disposal are essential to mitigate any risks.
  • Historical Significance: The nitrobenzene derivatives have been under investigation since the early days of organic chemistry, contributing to a wide array of synthetic methodologies that paved the way for modern organic chemistry.
  • Experimental Use: In research laboratories, 1-(Chloromethyl)-4-nitro-benzene may serve as a model compound for studying electrophilic aromatic substitution reactions and mechanistic pathways.

Its multifaceted nature continues to intrigue chemists, urging further exploration in various fields. As we delve deeper into the properties and functions of compounds like 1-(chloromethyl)-4-nitro-benzene, we unveil new possibilities for innovation and application in science.

Synonyms
4-Nitrobenzyl chloride
100-14-1
1-(Chloromethyl)-4-nitrobenzene
p-Nitrobenzyl chloride
Benzene, 1-(chloromethyl)-4-nitro-
alpha-Chloro-4-nitrotoluene
alpha-Chloro-p-nitrotoluene
p-(Chloromethyl)nitrobenzene
4-(Chloromethyl)nitrobenzene
4-Nitrobenzylchloride
Benzyl chloride, 4-nitro-
4-nitrophenylmethyl chloride
NSC 9803
.alpha.-Chloro-p-nitrotoluene
CCRIS 2325
Toluene, alpha-chloro-p-nitro-
HSDB 6323
3BLD9LVT3X
EINECS 202-822-7
MFCD00007374
1-Chloromethyl-4-nitro-benzene
DTXSID4025745
CHEBI:87406
BENZENE, 1-CHLOROMETHYL-4-NITRO-
Toluene, .alpha.-chloro-p-nitro-
NSC-9803
1-Chloromethyl-nitrobenzene
4-Chloromethyl-1-nitrobenzene
DTXCID105745
115361-26-7
a-chloro-4-nitrotoluene
para-nitrobenzyl chloride
UNII-3BLD9LVT3X
4-nitrobenylchloride
p-nitrobenzylchloride
pNitrobenzyl chloride
4-nitrobenzylchlorine
4nitrobenzyl chloride
p-Nitro benzylchloride
alphaChloropnitrotoluene
alphaChloro4nitrotoluene
4-nitro-benzyl chloride
Benzyl chloride, 4nitro
p-nitrophenylmethylchloride
Toluene, alphachloropnitro
Benzyl chloride, 4-nitro
p(Chloromethyl)nitrobenzene
4(Chloromethyl)nitrobenzene
1(Chloromethyl)4nitrobenzene
SCHEMBL99564
1-Chloromethyl-4-nitrobenzene
Toluene, alpha-chloro-p-nitro
4-Nitrobenzyl chloride, 99%
1(chloromethyl)-4-nitrobenzene
CHEMBL176410
ALPHA-CHLORO-NITROTOLUENE
Benzene, 1(chloromethyl)4nitro
4-Nitrobenzyl chloride; >98%
KGCNHWXDPDPSBV-UHFFFAOYSA-
NSC9803
1-(chloromethyl)-4-nitro-benzene
ALPHA-CHLOR0-P-NITROTOLUENE
STR01366
Tox21_200572
STL197851
.ALPHA.-CHLORO-4-NITROTOLUENE
AKOS000119805
FN37241
NCGC00248712-01
NCGC00258126-01
CAS-100-14-1
NS00022947
EN300-17443
A16152
BENZENE, 1-CHLOROMETHYL-4-NITRO-[HSDB]
AE-562/40221400
BENZENE, 1-CHLOROMETHYL-4-NITRO- [HSDB]
Q27159602
Z56938009
F0001-0008
InChI=1/C7H6ClNO2/c8-5-6-1-3-7(4-2-6)9(10)11/h1-4H,5H2