Tris(hydroxymethyl)phosphine oxide

Base Information

• Chemical Name: Tris(hydroxymethyl)phosphine oxide
• CAS No.: 1067-12-5
• Molecular Formula: C3H9 O4 P
• Molecular Weight: 140.076
• Hs Code.: 2919900090
• European Community (EC) Number: 213-924-6
• NSC Number: 30693
• UNII: 427X213Z3I
• DSSTox Substance ID: DTXSID9040213
• Nikkaji Number: J217.173B
• Wikidata: Q27258505
• Mol file: 1067-12-5.mol

Synonyms:Tris(hydroxymethyl)phosphine oxide;Methanol, phosphinylidynetris-;1067-12-5;Trimethylolphosphine oxide;bis(hydroxymethyl)phosphorylmethanol;Tri(hydroxymethyl) phosphine oxide;Methanol, phosphinylidynetri-;Phosphinylidynetrimethanol;Phosphine oxide, tris(hydroxymethyl)-;Tri(hydroxymethyl)phosphine oxide;EINECS 213-924-6;NSC 30693;Methanol,1,1',1''-phosphinylidynetris-;Methanol, 1,1',1''-phosphinylidynetris-;AI3-23872;UNII-427X213Z3I;NSC-30693;427X213Z3I;Phosphinylidynetrismethanol;SCHEMBL2473748;DTXSID9040213;Tris-(hydroxymethyl)-phosphinoxide;Tris(hydroxymethyl) phosphine oxide;NSC30693;Tris-(hydroxymethyl)-phosphine oxide;[bis(hydroxymethyl)phosphoryl]methanol;AKOS006282608;LS-163401;Q27258505

Chemical Property of Tris(hydroxymethyl)phosphine oxide

Chemical Property:

• Vapor Pressure: 2.6E-12mmHg at 25°C
• Melting Point: 56-58 °C
• Boiling Point: 504.9°Cat760mmHg
• PKA: 12.26±0.10(Predicted)
• Flash Point: 259.2°C
• PSA: 87.57000
• Density: 1.478g/cm³
• LogP: -0.80110
• Water Solubility.: 1000g/L at 25℃
• XLogP3: -2.4
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 140.02384576
• Heavy Atom Count: 8
• Complexity: 82.4

Purity/Quality:

99.9% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(O)P(=O)(CO)CO

Technology Process of Tris(hydroxymethyl)phosphine oxide

There total 18 articles about Tris(hydroxymethyl)phosphine oxide 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: 100.0%

tetrakis(hydroxymethyl)phosphonium chloride (124-64-1) → tri(hydroxymethyl)phosphine oxide (1067-12-5)

Guidance literature:

With sodium hydroxide; In methanol; water; at 50 ℃; for 2h;

Reference yield: 95.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) → tri(hydroxymethyl)phosphine oxide (1067-12-5)

Guidance literature:

formaldehyd; With phosphan; In 5,5-dimethyl-1,3-cyclohexadiene; at 68 ℃; for 3h; under 30003 Torr; Inert atmosphere; Autoclave; Large scale;

With dihydrogen peroxide; In 5,5-dimethyl-1,3-cyclohexadiene; at 55 ℃; for 5h; Solvent; Pressure; Temperature; Inert atmosphere; Large scale;

Reference yield: 95.0%

tris(hydroxymethyl)phosphine (2767-80-8) → tri(hydroxymethyl)phosphine oxide (1067-12-5)

Guidance literature:

With air; at 80 ℃; for 5h; Reagent/catalyst; Temperature;

upstream raw materials:

tris(hydroxymethyl)phosphine

chlorure de tetrakis(hydroxymethyl)phosphonium

tris(acetoxymethyl)phosphine oxide

tetrakis(hydroxymethyl)phosphonium chloride

Downstream raw materials:

bis(hydroxymethyl)phosphinic acid

Refernces

• 1、 Tsvetkov, E. N.,Kron, T. E.,Kabachnik, M. I.. "SYNTHESIS OF CHLOROMETHYLPHOSPHINE OXIDES". . p. 491 - 494. Retrieved 1980.
• 2、 Maier. "". . p. 117,119. Retrieved 1972.
• 3、 Guo, Gang,Sun, Jian,Zhao, Chen,Liu, Yun,Liu, Cheng-Mei. "Phosphorus-containing polymers from THPS. VII. Synthesis of phosphorus-containing trialkynes and their metal-free 1,3-dipolar cycloaddition reaction with azidated soybean-oil". . p. 1278 - 1286. Retrieved 2016.
• 4、 Ellzey,Jr. et al.. "". . p. 3453,3457. Retrieved 1972.
• 5、 -. "Synthesis method of tris (hydroxymethyl) phosphine oxide". Paragraph 0015-0019. . Retrieved 2021/09/26.
• 6、 -. "RAPAMYCIN ANALOGS AND USES THEREOF". Paragraph 00417-00418. . Retrieved 2020/01/08.