Phosphonic acid, bis(1,1-dimethylethyl) ester

Base Information

• Chemical Name: Phosphonic acid, bis(1,1-dimethylethyl) ester
• CAS No.: 13086-84-5
• Molecular Formula: C8H19O3P
• Molecular Weight: 194.211
• Hs Code.: 29209090
• European Community (EC) Number: 235-996-8
• DSSTox Substance ID: DTXSID10926944
• Mol file: 13086-84-5.mol

Synonyms:di-tert-butyl phosphonate;Phosphonic acid, bis(1,1-dimethylethyl) ester;bis[(2-methylpropan-2-yl)oxy]-oxophosphanium;Bis(1,1-dimethylethyl) phosphonate;Di-tert-butyl phosphite;tert-Butyl phosphite ((C4H9O)2P(OH));EINECS 235-996-8;EC 235-996-8;di-t-butyl phosphonate;di-tert-butylphosphonate;di-tert-butyl phosphonic acid;SCHEMBL331977;Di-tert-butoxy(oxo)phosphanium;Di-tert-butyl phosphite, 95%;DTXSID10926944;HLMXUWAUCZMWOG-UHFFFAOYSA-N;AKOS015918198;AKOS028109221;CS-0020033;D5814;FT-0625365;EN300-1270553

Chemical Property of Phosphonic acid, bis(1,1-dimethylethyl) ester

Chemical Property:

• Vapor Pressure: 0.131mmHg at 25°C
• Melting Point: >235 °C (decomp)(Solv: hexane (110-54-3))
• Refractive Index: 1.4200
• Boiling Point: 254.9oC at 760mmHg
• Flash Point: 108oC
• PSA: 52.28000
• Density: 0.995
• LogP: 2.83580
• Storage Temp.: 2-8°C
• Sensitive.: Air & Moisture Sensitive
• Solubility.: Soluble in organic solvents
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 193.09935643
• Heavy Atom Count: 12
• Complexity: 146

Purity/Quality:

99.9% ^*data from raw suppliers

Di-tert-butyl phosphite ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R34:Causes burns.
• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)O[P+](=O)OC(C)(C)C
• Uses: Di-tert-butyl phosphite is used as a solvent, as an antioxidant, and as an intermediate.

Technology Process of Phosphonic acid, bis(1,1-dimethylethyl) ester

There total 14 articles about Phosphonic acid, bis(1,1-dimethylethyl) ester 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: 95.0%

tri(tert-butyl)phosphite (15205-62-6) + acrylic acid (79-10-7) → di-tert-butyl phosphite (13086-84-5) + 3-(di-tert-butoxyphosphoryl)propionic acid + isobutene (115-11-7,15220-85-6)

Guidance literature:

In dichloromethane; for 2h; Heating;

Reference yield: 91.5%

Dimethyl phosphite (868-85-9) + tert-butyl alcohol (75-65-0) → di-tert-butyl phosphite (13086-84-5)

Guidance literature:

With calcium hydroxide; at 130 ℃; under 760.051 Torr; Reflux; Inert atmosphere;

Reference yield: 85.0%

sodium t-butanolate (865-48-5) → di-tert-butyl phosphite (13086-84-5)

Guidance literature:

With phosphorus trichloride; In 2-methyltetrahydrofuran; at 0 - 20 ℃; for 1h; Reagent/catalyst; Solvent; Schlenk technique; Inert atmosphere;

DOI:10.1021/acs.oprd.0c00473

upstream raw materials:

tert-butyl alcohol

tri(tert-butyl)phosphite

acrylic acid

bis(N,N-diisopropylamino)phosphine

Downstream raw materials:

isobutene

phenyl-amidophosphoric acid mono-tert-butyl ester; compound with aniline

benzyl-amidophosphoric acid di-tert-butyl ester

phosphorus oxychloride di-tert-butyl ester

Refernces

• 1、 Chapman,T.M.,Kleid,D.G.. "-". . p. 250 - 252. Retrieved 1973.
• 2、 Mark,V.,Van Wazer,J.R.. "-". . p. 1006 - 1008. Retrieved 1964.
• 3、 -. "Method for preparing phosphite diester by transesterification". Paragraph 0028. . Retrieved 2020/01/25.
• 4、 -. "PI-3 KINASE INHIBITOR PRODRUGS". Page 81. . Retrieved 2010/02/09.