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Triisopropyl phosphite

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Identification
Molecular formula
C9H21O3P
CAS number
116-17-6
IUPAC name
triisopropyl phosphite
State
State

At room temperature, triisopropyl phosphite is a liquid.

Melting point (Celsius)
-78.00
Melting point (Kelvin)
195.15
Boiling point (Celsius)
190.00
Boiling point (Kelvin)
463.15
General information
Molecular weight
226.24g/mol
Molar mass
226.2800g/mol
Density
0.8858g/cm3
Appearence

Triisopropyl phosphite is a colorless liquid. It is typically clear and has little to no color, which is characteristic of many phosphite compounds.

Comment on solubility

Solubility of Triisopropyl Phosphite

Triisopropyl phosphite, characterized by the formula (CH3)2CHOPO(OH)2, exhibits unique solubility characteristics worth noting. Understanding its solubility behavior is crucial for its applications and interactions in various environments.

Solubility Features:

  • Polar and Non-Polar Solvents: Triisopropyl phosphite is soluble in organic solvents, particularly in polar solvents such as alcohols and ethers. It shows moderate solubility in non-polar solvents, indicating its versatile nature.
  • Aqueous Solubility: It has limited solubility in water due to its hydrophobic isopropyl groups, which segregate it from water molecules.
  • Temperature Effects: As with many organic compounds, solubility can increase with temperature. Heating might facilitate better dispersion in solvents.

In summary, to maximize its utility, it is essential to consider the solvent system and temperature conditions when working with triisopropyl phosphite. Observing these factors can help predict its behavior in chemical reactions and syntheses.

Interesting facts

Interesting Facts about Triisopropyl Phosphite

Triisopropyl phosphite is an intriguing organophosphorus compound with a variety of applications in both organic synthesis and as a reagent in chemical research. Here are some compelling points to consider:

  • Versatile Reagent: Triisopropyl phosphite is widely utilized as a precursor in the synthesis of phosphonates and other phosphorus-containing compounds. It serves as an excellent phosphitylating agent, impacting how chemists approach various synthetic pathways.
  • Stabilization Effects: It acts as a stabilizer for certain metal catalysts, particularly those used in the hydrogenation process, which is crucial in fine chemical synthesis and in the pharmaceutical industry.
  • Role in Pesticide Chemistry: This compound has found a role in the development of agricultural chemicals, including pesticides, due to its ability to promote efficiency in the synthesis of target molecules.
  • Unique Properties: Triisopropyl phosphite exhibits unique reactivity with electrophiles and offers chemists a pathway to explore their reaction mechanisms in greater detail.
  • Handling and Safety: As with many phosphorus-containing compounds, handling triisopropyl phosphite requires caution. Appropriate safety protocols and personal protective equipment (PPE) are essential during experimentation and application.

In the words of celebrated chemist Robert H. Grubbs, “Innovation in synthetic methods is the lifeblood of chemistry.” Triisopropyl phosphite embodies this spirit of innovation and is a testament to the dynamic nature of chemical research.

Consequently, whether you're a student investigating organophosphorus chemistry or a professional chemist seeking new synthetic pathways, understanding triisopropyl phosphite can enhance your chemical endeavors.

Synonyms
TRIISOPROPYL PHOSPHITE
116-17-6
tripropan-2-yl phosphite
Phosphorous acid, tris(1-methylethyl) ester
Tri-2-propyl phosphite
Isopropyl phosphite, tri-
Triisopropoxyphosphine
Tri-2-propylphosphite
Phosphorous acid, triisopropyl ester
Triisopropylphosphite
RJ7QU4YQUN
UNII-RJ7QU4YQUN
HSDB 2578
NSC 6516
EINECS 204-130-0
BRN 1701528
DTXSID9044372
NSC-6516
Isopropyl phosphite, ((C3H7O)3P)
Tris(1-methylethoxy)phosphane
DTXCID7024372
TRIS(ISOPROPYL) PHOSPHITE
EC 204-130-0
Phosphorous Acid Triisopropyl Ester
4-01-00-01476 (Beilstein Handbook Reference)
Isopropyl phosphite ((C3H7O)3P)
MFCD00008874
ISOPROPYL PHOSPHITE ((C3H7O)3P) [HSDB]
Tri-i-propylphosphite
Medronic acid impurity A
Medronic Acid Imp. A (EP); Medronic Acid Impurity A
Tri2propylphosphite
Tri2propyl phosphite
Isopropyl phosphite, tri
Isopropyl phosphite ((C3H7O)3P) (6CI,7CI)
tris(propan-2-yl) phosphite
Triisopropyl phosphite, 95%
SCHEMBL217612
CHEMBL3560028
NSC6516
Tox21_304011
phosphorous acid tripropan-2-yl ester
AKOS009028942
NCGC00357278-01
BP-30150
CAS-116-17-6
Phosphorous acid, tris(1methylethyl) ester
Phosphorous acid, triisopropyl ester (8CI)
CS-0105692
NS00002737
T0610
D97741
A803570
WLN: 1Y1 & OPOY1 & 1 & OY1 & 1
Q27288144
Z104472880
Medronic acid impurity A, European Pharmacopoeia (EP) Reference Standard
204-130-0