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Benzyl benzoate

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Identification
Molecular formula
C14H12O2
CAS number
120-51-4
IUPAC name
benzyloxymethylbenzene
State
State

Benzyl benzoate is typically a liquid at room temperature, however, it can crystallize at lower temperatures forming a solid.

Melting point (Celsius)
18.00
Melting point (Kelvin)
291.15
Boiling point (Celsius)
323.00
Boiling point (Kelvin)
596.15
General information
Molecular weight
212.27g/mol
Molar mass
212.2650g/mol
Density
1.1125g/cm3
Appearence

Benzyl benzoate is a colorless, oily liquid that can also appear as a white crystalline solid. It has a mild, balsamic odor and is used in a variety of applications due to its pleasing aroma and solubility in organic solvents.

Comment on solubility

Solubility of Benzyloxymethylbenzene

Benzyloxymethylbenzene, also known as benzyl ether or benzyloxytoluene, exhibits unique solubility characteristics that are important for its applications in various fields. This compound is typically classified as making up part of the aromatic hydrocarbon family, which influences its solubility profile.

Key Points on Solubility:

  • Solvent Compatibility: Benzyloxymethylbenzene is more soluble in organic solvents due to its hydrophobic aromatic structure. Common solvents include:
    • Ethyl acetate
    • Chloroform
    • Toluene
  • Water Solubility: This compound has limited solubility in water, typically presenting as insoluble to slightly soluble under standard conditions. This is primarily due to the lack of polar functional groups that would enhance interaction with water molecules.
  • Temperature Effects: The solubility of benzyloxymethylbenzene in organic solvents can vary with temperature. Generally, an increase in temperature leads to an increase in solubility, a common behavior observed in organic compounds.
  • pH Influence: The presence of acids or bases can influence solubility, especially if dealing with ionizable substituents, although benzyloxymethylbenzene itself does not typically undergo ionization.

In summary, the solubility of benzyloxymethylbenzene is significantly reliant on its aromatic structure, making it predominantly soluble in non-polar organic solvents while remaining relatively insoluble in aqueous environments. Understanding these solubility trends is crucial for its effective utilization in chemical synthesis and formulations.

Interesting facts

Interesting Facts about Benzyloxymethylbenzene

Benzyloxymethylbenzene, often referred to in chemical circles as a compound of significant interest, showcases the fascinating interplay of structure and function in organic chemistry. This compound has a unique aromatic character due to the presence of both benzene rings, making it a valuable subject for chemical research and applications.

Chemical Structure and Properties

The structure of benzyloxymethylbenzene includes the following noteworthy features:

  • Aromatic Stability: The presence of the aromatic rings lends considerable stability to the molecule, often resulting in intriguing reactivity patterns.
  • Functional Groups: The compound incorporates a benzyloxy (-O-CH2-Ph) group, providing potential sites for various chemical transformations.
  • Polar Characteristics: The ether-like functionality influenced by the benzyloxy group makes this compound interesting for synthesis and solvation studies.

Applications and Uses

Benzyloxymethylbenzene has various applications in the fields of:

  • Synthesis: It often serves as an intermediate in the synthesis of more complex organic molecules.
  • Pharmaceuticals: Structurally similar compounds are frequently investigated for their pharmacological properties, making benzyloxymethylbenzene relevant in drug discovery.
  • Materials Science: The compound may be utilized in creating polymers that exhibit desirable mechanical properties.

Scientific Significance

Research involving benzyloxymethylbenzene often emphasizes:

  • Reactivity Studies: It can serve as a model compound for studying electrophilic and nucleophilic reactions.
  • Phenomenon of Substituent Effects: The behavior of substituents in this compound opens doors to understanding aromatic interactions.

In the world of organic chemistry, benzyloxymethylbenzene serves as an example of how small changes in molecular structure can lead to profound differences in reactivity and application.

Synonyms
Benzyl ether
DIBENZYL ETHER
103-50-4
Benzyl oxide
Dibenzylether
(Oxybis(methylene))dibenzene
Plastikator BA
BA (plasticizer)
phenylmethoxymethylbenzene
Plasticator BA
Ether, dibenzyl
Dibenzylether [Czech]
Benzyl oxide [Czech]
FEMA No. 2371
FEMA Number 2371
[(Benzyloxy)methyl]benzene
1,1-Oxybismethylene, bis benzene
Benzene, 1,1'-[oxybis(methylene)]bis-
1,1-(Oxybis(methylene))bisbenzene
CCRIS 6085
HSDB 6030
Benzene, 1,1'-(oxybis(methylene))bis-
Benzene, 1,1'-oxybis(methylene-
1,1-Oxybis methylene, bis benzene
NSC 5931
1,1'-[oxybis(methylene)]dibenzene
EINECS 203-118-2
1,1'-(Oxybis(methylene))bisbenzene
2O6CNO27RJ
BRN 1911156
DTXSID5025819
ETHER,DIBENZYL
CHEBI:87411
AI3-02269
NSC-5931
BENZYL ETHER [MI]
DIBENZYL ETHER [FCC]
DIBENZYL ETHER [FHFI]
DIBENZYL ETHER [HSDB]
DTXCID005819
EC 203-118-2
4-06-00-02240 (Beilstein Handbook Reference)
benzylether
TRIBENOSIDE IMPURITY D [EP IMPURITY]
((Benzyloxy)methyl)benzene
BENZYL OXIDE (CZECH)
DIBENZYLETHER (CZECH)
1,1'-(oxybis(methylene))dibenzene
BA (VAN)
TRIBENOSIDE IMPURITY D (EP IMPURITY)
Tribenoside impurity D
1,1'-(OXYBIS(METHYLENE)) BIS BENZENE
1,1'-[OXYBIS(METHYLENE)] BIS BENZENE
UNII-2O6CNO27RJ
benzyl ethers
benzylic ether
benzylic ethers
dibenzyl ester
mono-benzyl ether
Benzyl ether, 8CI
MFCD00004780
Benzyl ether, 98%
Bn2O
phenylmethoxy-methyl-benzene
WLN: R1O1R
SCHEMBL27380
MLS001050086
[(Benzyloxy)methyl]benzene #
BIDD:ER0268
CHEMBL152299
1,1Oxybismethylene, bis benzene
CHEBI:59859
FEMA 2371
NSC5931
Dibenzyl ether, analytical standard
1,1'(Oxybis(methylene))bisbenzene
Tox21_200903
Benzene,1'-[oxybis(methylene)]bis-
Benzyl ether, >=98%, FCC, FG
1-benzyloxymethylbenzene(benzyl ether)
AKOS015914994
Benzene, 1,1'(oxybis(methylene))bis
CS-W010535
Benzene, 1,1'-oxybis(methylene-(9CI)
NCGC00091363-01
NCGC00091363-02
NCGC00258457-01
BS-14196
CAS-103-50-4
SMR001216521
Dibenzyl ether, purum, >=98.0% (GC)
1,1'-[Oxybis(methylene)]bisbenzene, 9CI
B0418
NS00004227
A800755
Q11309584
Tribenoside impurity D, European Pharmacopoeia (EP) Reference Standard
203-118-2
220-899-5