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Lidocaine

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Identification
Molecular formula
C14H22O2
CAS number
137-58-6
IUPAC name
2-(diethylamino)ethyl 2,2-diphenylacetate
State
State

At room temperature, lidocaine is typically a solid when in crystalline form. However, it can also be found in liquid form when dissolved in a suitable solvent or when prepared as an injectable solution for medical purposes.

Melting point (Celsius)
68.00
Melting point (Kelvin)
341.15
Boiling point (Celsius)
350.00
Boiling point (Kelvin)
623.15
General information
Molecular weight
264.35g/mol
Molar mass
264.3510g/mol
Density
1.0260g/cm3
Appearence

Lidocaine appears as a white crystalline powder that is odorless. In pure form, it does not carry any particular color other than white, and it is soluble in water and alcohol. It is often available in pharmaceuticals as a colorless or slightly yellowish liquid when in solution form.

Comment on solubility

Solubility of 2-(diethylamino)ethyl 2,2-diphenylacetate

The solubility characteristics of 2-(diethylamino)ethyl 2,2-diphenylacetate (C14H22O2) are intriguing due to the compound's molecular structure. This compound features a bulky diphenylacetate moiety which tends to influence its solvation behavior significantly. Here are some critical points regarding its solubility:

  • The presence of the diethylamino group enhances solubility in organic solvents.
  • However, the large nonpolar diphenyl groups can hinder solubility in polar solvents like water.
  • As a general trend, compounds with larger hydrophobic regions, such as this one, tend to be less soluble in water.

In practice, this means that:

  • This compound is likely to dissolve well in nonpolar solvents such as hexane or ethanol.
  • In contrast, it might exhibit limited solubility when mixed with water or other highly polar solvents, leading to potential challenges in formulation.

In summary, while 2-(diethylamino)ethyl 2,2-diphenylacetate shows favorable solubility in organic media, its utility in aqueous environments may be restricted due to its significant hydrophobic features. Understanding these solubility behaviors is essential for practical applications.

Interesting facts

Interesting Facts about 2-(Diethylamino)ethyl 2,2-diphenylacetate

The compound 2-(diethylamino)ethyl 2,2-diphenylacetate is a fascinating member of the ester family, combining unique structural elements that impart interesting properties and potential applications. Here are some engaging insights into this compound:

  • Structural Variety: The presence of both a diethylamino group and a diphenylacetate moiety creates a compound with diverse reactivity. The diethylamino element can contribute to basic properties, which makes it useful in scenarios such as buffering or as a catalytic site in various reactions.
  • Biological Relevance: Compounds like this one have been studied for their potential as pharmaceutical intermediates. The basic amine group can interact with biological systems, suggesting possible applications in drug design.
  • Potential Uses in Organic Synthesis: The unique structure allows this compound to act as a versatile building block in organic synthesis, making it appealing for chemists aiming to create complex molecules in a streamlined manner.
  • Functional Groups: The diphenylacetate moiety provides significant hydrophobic character, making this compound intriguing for studies related to lipid-soluble systems or membrane interactions.
  • Innovation in Materials: Research has suggested potential uses in the development of new materials, possibly as additives or modifiers in polymer chemistry where specific functionalities are required.

Overall, 2-(diethylamino)ethyl 2,2-diphenylacetate represents a blend of structural complexity and chemical versatility, which is a hallmark of many compounds in organic chemistry. As the field continues to evolve, who knows what further applications and insights will emerge from the study of such compounds?

Synonyms
adiphenine
Trasentine
Spasmolytin
Tranzetil
Difacil
64-95-9
Adiphenin
Diphacil
Diphacyl
Trasentin
Transentine
Patrovine
Vegantine
Adiphenine [INN]
Adifenina
Trazentyna
Wegantyna
Wegantyna [Polish]
2-(diethylamino)ethyl 2,2-diphenylacetate
Adipheninum
Trazentyna [Polish]
Diphenylacetyldiethylaminoethanol
SKF 962A
Adifenina [INN-Spanish]
Adipheninum [INN-Latin]
2-Diethylaminoethyl diphenylacetate
Diphenylacetic acid diethylaminoethyl ester
2-(Diethylamino)ethyl diphenylacetate
HSDB 3282
UNII-YKG6OR043Q
EINECS 200-599-0
YKG6OR043Q
BRN 1887268
Diphenylacetic acid, 2-(diethylamino)ethyl ester
Acetic acid, diphenyl-, 2-(diethylamino)ethyl ester
ADIPHENINE [MI]
Diphenylessigsaeure-beta-diethylaminoethylester
2-Diethylaminoethylester kyseliny difenyloctove
Acetic acid, diphenyl-, 2-(diethylamino)ester
ADIPHENINE [HSDB]
Benzeneacetic acid, alpha-phenyl-, 2-(diethylamino)ethyl ester
ADIPHENINE [MART.]
Benzeneacetic acid, .alpha.-phenyl-, 2-(diethylamino)ethyl ester
ADIPHENINE [WHO-DD]
2-Diethylaminoethylester kyseliny difenyloctove [Czech]
Ester dwuetyloaminoetylowy kwasu dwufenylooctowego [Polish]
Adiphenine chloride (Salt/Mix)
DTXSID0022561
Ester dwuetyloaminoetylowy kwasu dwufenylooctowego
4-09-00-02497 (Beilstein Handbook Reference)
Diphenylacetic acid 2-(diethylamino)ethyl ester
Benzeneacetic acid, alpha-phenyl-, 2-(diethylamino)ethyl ester,
Adifenina (INN-Spanish)
Adipheninum (INN-Latin)
Benzeneacetic acid, alpha-phenyl-, 2-(diethylamino)ethyl ester, (9CI)
ADIPHENINE (MART.)
BENZENEACETIC ACID, .ALPHA.-PHENYL-2-(DIETHYLAMINO)ETHYL ESTER
CAS-50-42-0
2-diethylaminoethyl 2,2-diphenylacetate
Spectrum_001316
Prestwick0_000075
Prestwick1_000075
Prestwick2_000075
Prestwick3_000075
Spectrum2_001517
Spectrum3_000954
Spectrum4_001067
Spectrum5_001260
BSPBio_000289
CBDivE_011564
CBDivE_014652
Diphenylacetyldiethylaminoethyl
KBioGR_001394
KBioSS_001796
DivK1c_000221
SCHEMBL248213
SPBio_001593
SPBio_002210
BPBio1_000319
CHEMBL353846
DTXCID402561
CHEBI:94680
KBio1_000221
KBio2_001796
KBio2_004364
KBio2_006932
KBio3_002048
alpha-Phenylbenzeneacetic acid 2-(diethylamino)ethyl ester
NINDS_000221
BDBM50395519
STK178819
AKOS003656896
Diphenylacetate du diethylamino-ethanol
IDI1_000221
NCGC00016221-01
NCGC00016221-02
NCGC00016221-03
NCGC00016221-04
SBI-0051763.P002
AB00053636
NS00006612
AB00053636_13
AB00053636_14
Ethanol, 2-(diethylamino)-, 2,2-diphenylacetate
2,2-diphenylacetic acid 2-(diethylamino)ethyl ester
Q4057596
BRD-K60907894-003-04-5
BRD-K60907894-003-14-4
BRD-K60907894-003-22-7
BRD-K60907894-003-23-5
ESTER DWUETHYLOAMINOETYLOWY KWASU DWUFENYLOOCTOWEGO
BENZENEACETIC ACID, ALPHA-PHENYL-2-(DIETHYLAMINO)ETHYL ESTER
200-599-0