Triisopropyl phosphite

Base Information

• Chemical Name: Triisopropyl phosphite
• CAS No.: 116-17-6
• Molecular Formula: C9H21O3P
• Molecular Weight: 208.238
• Hs Code.: 29209090
• European Community (EC) Number: 204-130-0
• NSC Number: 6516
• UNII: RJ7QU4YQUN
• DSSTox Substance ID: DTXSID9044372
• Nikkaji Number: J2.902E
• Wikidata: Q27288144
• ChEMBL ID: CHEMBL3560028
• Mol file: 116-17-6.mol

Synonyms:phosphorous acid, triisopropyl ester;triisopropyl phosphite;triisopropylphosphite

Chemical Property of Triisopropyl phosphite

Chemical Property:

• Appearance/Colour: clear to slightly turbid colorless liquid
• Vapor Pressure: <2 mm Hg ( 20 °C)
• Refractive Index: n20/D 1.411(lit.)
• Boiling Point: 181.4 °C at 760 mmHg
• Flash Point: 67.8 °C
• PSA: 41.28000
• Density: 0.844 g/cm³
• LogP: 3.48830
• Storage Temp.: -20°C
• Sensitive.: Moisture Sensitive
• Water Solubility.: Insoluble
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 208.12283153
• Heavy Atom Count: 13
• Complexity: 102

Purity/Quality:

≥98.0% ^*data from raw suppliers

Triisopropyl phosphite ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T, F
• Hazard Codes: T,F
• Statements: 25-38-68
• Safety Statements: 37-46-45-36/37

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Phosphite Compounds
• Canonical SMILES: CC(C)OP(OC(C)C)OC(C)C
• Uses: Triisopropyl phosphite can be used as a reactant:With Ru-based indenylidene complexes to form 1st generation complexes for metathesis reactions.In Perkow-type reaction to synthesize compounds containing polarized carbon-carbon double bonds.For the synthesis of phosphonohydrazines by reacting with arylamines and isoamyl nitrite.It can also be used as an alternative to triphenylphosphine in Mitsunobu reaction to facilitate the isolation of products. Intermediate for insecticides, component of vinyl stabilizers, lubricant additive, specialty solvent.

Technology Process of Triisopropyl phosphite

There total 10 articles about Triisopropyl phosphite which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 64.0%

S-acetyl O,O-diisopropyl phosphorothioite (117965-98-7) + isopropyl alcohol (67-63-0,8013-70-5) → triisopropyl phosphite (116-17-6)

Guidance literature:

at 0 ℃;

Reference yield: 34.0%

isopropyl alcohol (67-63-0,8013-70-5) → diisopropyl phosphorochloridite (41662-51-5) + triisopropyl phosphite (116-17-6)

Guidance literature:

With pyridine; phosphorus trichloride; In Petroleum ether; for 3h; Ambient temperature;

Reference yield:

isopropyl alcohol (67-63-0,8013-70-5) → triisopropyl phosphite (116-17-6)

Guidance literature:

With pyridine; diethyl ether; phosphorus trichloride;

DOI:10.1021/ie50496a033

upstream raw materials:

isopropyl alcohol

S-acetyl O,O-diisopropyl phosphorothioite

diethyl ether

N,N-dimethyl-aniline

Downstream raw materials:

phosphoric acid-(2,2-dibromo-vinyl ester)-diisopropyl ester

bis(diisopropylphosphonyl)methyl disulfide

triisopropyl phosphate

N-phenyl-N-diisopropylphosphoramidate

Refernces

• 1、 Heiks,Croxton. "-". . p. 876,878. Retrieved 1951.
• 2、 Liu, Yu,Tang, Ke-Wen,Wong, Wai-Yeung,Xie, Jun,Xiong, Biquan,Xu, Shipan,Xu, Weifeng. "Silver-Catalyzed Regioselective Phosphorylation of para-Quinone Methides with P(III)-Nucleophiles". . p. 14983 - 15003. Retrieved 2021/11/12.
• 3、 Koenig, T.,Habicher, W.D.,Haehner, U.,Pionteck, J.,Rueger, C.,Schwetlick, K.. "Syntheses und NMR-Spektren phosphororganischer Antioxidantien und verwandter Verbindungen". . p. 333 - 349. Retrieved 2007/10/02.