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Ethyl N-benzyloxycarbonylglycinate

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Identification
Molecular formula
C12H15NO4
CAS number
1141-21-9
IUPAC name
ethyl 2-(benzyloxycarbonylamino)acetate
State
State

At room temperature, Ethyl N-benzyloxycarbonylglycinate may be either a liquid or a crystalline solid depending on purity and storage conditions. It is generally handled as a liquid in most laboratory settings.

Melting point (Celsius)
24.00
Melting point (Kelvin)
297.15
Boiling point (Celsius)
297.20
Boiling point (Kelvin)
570.35
General information
Molecular weight
237.26g/mol
Molar mass
237.2590g/mol
Density
1.1940g/cm3
Appearence

Ethyl N-benzyloxycarbonylglycinate is a colorless to pale yellow liquid. It may also appear as a crystalline solid at lower temperatures. The compound is often used in organic synthesis and can show a shiny or clear appearance dependent on its state.

Comment on solubility

Solubility of Ethyl 2-(benzyloxycarbonylamino)acetate

Ethyl 2-(benzyloxycarbonylamino)acetate, a compound known for its unique structure, exhibits interesting solubility characteristics that can be attributed to its molecular composition.

Solubility in Various Solvents

The solubility of this compound can be examined in the following ways:

  • In Polar Solvents: Ethyl 2-(benzyloxycarbonylamino)acetate generally shows good solubility in polar solvents such as water and methanol due to hydrogen bonding capabilities.
  • In Non-Polar Solvents: This compound tends to have lower solubility in non-polar solvents such as hexane because of its polar functional groups, which do not favor interactions with non-polar environments.

Factors Influencing Solubility

A few key factors that influence the solubility of this compound include:

  1. Temperature: Generally, an increase in temperature enhances solubility due to increased kinetic energy, allowing greater interaction with solvents.
  2. pH Levels: The solubility of ethyl 2-(benzyloxycarbonylamino)acetate may be affected by the pH of the solution; acidic or basic environments can alter the ionization state of the molecule.
  3. Presence of Other Solutes: The presence of other solutes can lead to solute-solvent interactions that either improve or decrease its solubility.

In conclusion, while ethyl 2-(benzyloxycarbonylamino)acetate possesses a degree of solubility in various solvents, understanding the specific conditions is vital for predicting its behavior in different environments. It's always essential to consider both environmental factors and the chemical structure when evaluating the solubility of such compounds.

Interesting facts

Exploring Ethyl 2-(benzyloxycarbonylamino)acetate

Ethyl 2-(benzyloxycarbonylamino)acetate is a fascinating organic compound that falls under the category of esters, a crucial subset of organic molecules relevant to both synthetic chemistry and biological systems. Here are some intriguing insights into this compound:

  • Versatile Building Block: This compound serves as an important building block in organic synthesis, particularly in the preparation of amino acid derivatives, which are vital for peptide synthesis.
  • Use in Pharmaceutical Chemistry: Compounds similar to ethyl 2-(benzyloxycarbonylamino)acetate are often explored for their potential applications in drug development. Their ability to form stable structures can be exploited in designing new therapies.
  • Protection of Functional Groups: The benzyloxycarbonyl (Z) group attached to the amino acid protects the amine from unwanted reactions during synthesis, showcasing its utility in organic reactions involving reaction pathways sensitive to amino group reactivity.
  • Facilitates Selective Reactions: This compound is often used to selectively modify certain functional groups within a molecule, allowing chemists to conduct targeted reactions and synthesize more complex molecular architectures.
  • Peptide Synthesis: In the realm of biochemistry, esters like ethyl 2-(benzyloxycarbonylamino)acetate are sometimes utilized in solid-phase peptide synthesis (SPPS), a powerful method for assembling peptides with defined sequences.
  • Richness in Biological Role: The structural characteristics of such compounds often resemble biological molecules, making them relevant in understanding metabolic pathways and biological interactions.

As a compound derived from amino acids, ethyl 2-(benzyloxycarbonylamino)acetate embodies both the complexity and elegance of organic chemistry, illustrating how simple modifications can lead to significant advancements in scientific research and applications.

Synonyms
1145-81-9
ethyl 2-(phenylmethoxycarbonylamino)acetate
N-Carbobenzoxyglycine ethyl ester
Ethyl N-benzyloxycarbonyl-2-glycinate
BRN 2219244
DTXSID00150751
GLYCINE, N-CARBOXY-, N-BENZYL ESTER, ETHYL ESTER
DTXCID5073242
807-876-0
N-Cbz-glycine Ethyl Ester
Ethyl 2-(((benzyloxy)carbonyl)amino)acetate
Z-Gly-OEt
Glycine, N-[(phenylmethoxy)carbonyl]-, ethyl ester
Ethyl ((benzyloxy)carbonyl)glycinate
MFCD01724894
N-benzyloxycarbonylglycine ethyl ester
ethyl 2-{[(benzyloxy)carbonyl]amino}acetate
ETHYL 2-(BENZYLOXYCARBONYLAMINO)ACETATE
Ethyl Z-glycinate
Ethyl carbobenzoxyglycinate
Carbobenzoxyglycine ethyl ester
SCHEMBL3231538
CHEMBL1990471
Ethyl N-(benzyloxycarbonyl)glycinate
NSC617251
N-Carboxyglycine N-benzyl ethyl ester
AKOS008961398
NSC-617251
DS-15390
NCI60_005173
SY005787
Glycine, N-benzyloxycarbonyl-, ethyl ester
DB-060619
CS-0146453
SR-01000027701
2-phenylmethoxycarbonylamino-acetic acid ethyl ester
SR-01000027701-1