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Phosphoramide Mustard

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Identification
Molecular formula
C6H15Cl2NO3P
CAS number
3581-91-7
IUPAC name
bis(2-chloroethyl)amino-(3-hydroxypropylamino)phosphinic acid
State
State

At room temperature, phosphoramide mustard is a solid crystalline compound. It is generally stable under standard conditions, but its handling requires care due to its potential reactive nature, particularly in the presence of moisture.

Melting point (Celsius)
245.00
Melting point (Kelvin)
518.15
Boiling point (Celsius)
350.00
Boiling point (Kelvin)
623.15
General information
Molecular weight
204.54g/mol
Molar mass
204.5420g/mol
Density
1.4287g/cm3
Appearence

Phosphoramide mustard is typically a white crystalline solid at room temperature. It may also appear as a powder form and is not known for having significant coloration. It is generally handled as a dry solid, and care is taken to avoid moisture as it can be hygroscopic, meaning it can absorb moisture from the air.

Comment on solubility

Solubility of bis(2-chloroethyl)amino-(3-hydroxypropylamino)phosphinic acid

The solubility of bis(2-chloroethyl)amino-(3-hydroxypropylamino)phosphinic acid can be quite intriguing due to its unique structure.

Here are some key points regarding its solubility:

  • Polarity: This compound contains polar functional groups (such as −OH and −NH), which typically enhance solubility in polar solvents like water.
  • Hydrogen Bonding: The presence of the hydroxyl group can facilitate hydrogen bonding with water molecules, further augmenting its solubility.
  • Alkyl Groups: The −C2H4Cl units may introduce some hydrophobic characteristics, which can affect solubility in non-polar solvents.

Given these factors, one may expect bis(2-chloroethyl)amino-(3-hydroxypropylamino)phosphinic acid to show:

  • Higher solubility in aqueous environments.
  • Limited solubility in non-polar solvents.

In conclusion, while definitive solubility data may require experimental assessment, the structural components suggest that this compound could be reasonably soluble in polar solvents due to its polar characteristics and ability to form hydrogen bonds.

Interesting facts

Interesting Facts about bis(2-chloroethyl)amino-(3-hydroxypropylamino)phosphinic acid

bis(2-chloroethyl)amino-(3-hydroxypropylamino)phosphinic acid is a fascinating compound that illustrates the intricate world of organophosphorus chemistry. Here are some notable aspects:

  • Dual functionality: The compound is a hybrid molecule that combines both amino and phosphinic acid functionalities, making it useful in various fields, particularly in agriculture and pharmaceuticals.
  • Applications: Due to its ability to modify protein structures, this compound is of considerable interest for its potential in herbicides and as a therapeutic agent. It is often investigated for its role as a precursor in medicinal chemistry.
  • Mechanism Insights: The presence of the 2-chloroethyl groups is known to facilitate nucleophilic attack, which can lead to key interactions in biochemical systems, providing insight into its potential mechanisms.
  • Synthetic pathways: The synthetic routes to create this compound often involve multi-step organic synthesis, showcasing the ingenuity of chemists in manipulating molecular structures to achieve desired properties.
  • Research frontiers: Ongoing research into its biological effects opens new avenues in drug development, particularly in targeting specific enzymes or pathways that affect cellular processes.

This compound serves as a vivid reminder of how chemical innovations can propel scientific discoveries, enhancing agricultural practices and contributing to health advancements.

Synonyms
CYTOXAL ALCOHOL
Cytoxyl alcohol
UNII-6TG30F4XMK
6TG30F4XMK
BRN 2416302
DTXSID2043791
DTXCID0023791
2-(BIS(2-CHLOROETHYL)AMINO)TETRAHYDROOXAZAPHOSPHORINE CYCLOHEXYLAMINE SALT
N,N-BIS(2-CHLOROETHYL)-N'(3-HYDROXYPROPYL)PHOSPHORODIAMIDIC ACID CYCLO-HEXYLAMINE SALT
N,N-BIS(2-CHLOROETHYL)-N'-(3-HYDROXYPROPYL)PHOSPHORODIAMIDATE, CYCLO-HEXYLAMMONIUM SALT
PHOSPHORODIAMIDIC ACID, N,N-BIS(2-CHLOROETHYL)-N'(3-HYDROXYPROPYL)CYCLO-HEXYL AMINE SALT
nci-c04922
Cytoxan alcohol
14504-75-7
CYTOXALALCOHOL
bis(2-chloroethyl)amino-(3-hydroxypropylamino)phosphinic acid
Phosphorodiamidic acid, N,N-bis(2-chloroethyl)-N'-(3-hydroxypropyl)-
N,N-Bis(2-chloroethyl)-N'-(3-hydroxypropyl)phosphorodiamidic acid
Q27265499