Tetraethyl p-xylylenediphosphonate

Base Information

• Chemical Name: Tetraethyl p-xylylenediphosphonate
• CAS No.: 4546-04-7
• Deprecated CAS: 305814-65-7
• Molecular Formula: C16H28O6P2
• Molecular Weight: 378.342
• Hs Code.: 29319090
• European Community (EC) Number: 224-902-0
• NSC Number: 203064
• UNII: KC7KTT3UGM
• DSSTox Substance ID: DTXSID10952864
• Nikkaji Number: J297.808C
• Wikidata: Q82931555
• Mol file: 4546-04-7.mol

Synonyms:4546-04-7;Tetraethyl p-xylylenediphosphonate;p-Xylylenediphosphonic Acid Tetraethyl Ester;Tetraethyl (1,4-phenylenebis(methylene))bis(phosphonate);p-Bis(diethoxyphosphono)xylene;1,4-bis(diethoxyphosphorylmethyl)benzene;p-Bis(diethylphosphono)xylene;p-Xylylenebis(diethyl phosphonate);Phosphonic acid, [1,4-phenylenebis(methylene)]bis-, tetraethyl ester;MFCD00671576;NSC-203064;1,4-Bis(diethoxyphosphinylmethyl)benzene;Tetraethyl (1,4-phenylenebis(methylene))bisphosphonate;Tetraethyl (1,4-phenylenebis-(methylene))bis(phosphonate);Phosphonic acid, (p-phenylenedimethylene)di-, tetraethyl ester;Phosphonic acid, (1,4-phenylenebis(methylene))bis-, tetraethyl ester;Phosphonic acid, P,P'-(1,4-phenylenebis(methylene))bis-, P,P,P',P'-tetraethyl ester;Tetraethyl [1,4-phenylenebis(methylene)]bis(phosphonate);KC7KTT3UGM;SCHEMBL3375825;DTXSID10952864;tetraethyl p-xylylenebisphosphonate;diethyl ({4-[(diethoxyphosphoryl)methyl]phenyl}methyl)phosphonate;EINECS 224-902-0;[4-(Diethoxy-phosphorylmethyl)-benzyl]-phosphonic acid diethyl ester;NSC203064;AKOS015840439;NSC 203064;AS-70113;p-xylylenediphosphonic acid tetraethylester;SY050927;CS-0151421;FT-0630112;T1582;C93483;tetraethyl (benzene-1,4-diyldimethanediyl)bis(phosphonate);Phosphonic acid,4-phenylenebis(methylene)]bis-, tetraethyl ester;phosphonic acid, P,P'-[1,4-phenylenebis(methylene)]bis-, tetraethyl ester

Chemical Property of Tetraethyl p-xylylenediphosphonate

Chemical Property:

• Vapor Pressure: 2.7E-09mmHg at 25°C
• Melting Point: 76°C
• Refractive Index: 1.484
• Boiling Point: 490.7 °C at 760 mmHg
• Flash Point: 263.7 °C
• PSA: 90.68000
• Density: 1.153 g/cm³
• LogP: 5.21880
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Soluble in water
• Water Solubility.: 454.7mg/L at 25℃
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 12
• Exact Mass: 378.13611260
• Heavy Atom Count: 24
• Complexity: 374

Purity/Quality:

99.3% ^*data from raw suppliers

P-Bis(diethoxyphosphono)xylene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOP(=O)(CC1=CC=C(C=C1)CP(=O)(OCC)OCC)OCC

Technology Process of Tetraethyl p-xylylenediphosphonate

There total 10 articles about Tetraethyl p-xylylenediphosphonate 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: 99.0%

p-Xylylene dichloride (623-25-6) + triethyl phosphite (122-52-1) → tetraethyl 1,4-xylylenediphosphonate (4546-04-7)

Guidance literature:

for 24h; Reflux;

DOI:10.1248/bpb.b12-00605

Reference yield: 99.0%

p-xylene diphosphonic acid (4546-06-9) + Triethyl orthoacetate (78-39-7) → tetraethyl 1,4-xylylenediphosphonate (4546-04-7)

Guidance literature:

at 145 ℃; for 24h; Green chemistry;

DOI:10.3390/molecules26185637

Reference yield: 97.0%

1,4-bis(bromomethyl)benzene (623-24-5) + triethyl phosphite (122-52-1) → tetraethyl 1,4-xylylenediphosphonate (4546-04-7)

Guidance literature:

at 185 ℃; for 6h;

DOI:10.1016/S0040-4020(03)00520-9

upstream raw materials:

p-Xylylene dichloride

triethyl phosphite

1,4-bis(bromomethyl)benzene

para-xylene

Downstream raw materials:

p-xylene diphosphonic acid

1,4-bis(cyclohexylidenemethyl)benzene

1,4-bismethylenebenzene bisphosphonate ethyl ester

1,4-bis(2,5-bis(trimethylsilylethynyl)styryl)benzene

Refernces

• 1、 Ma, Suqian,Zhang, Jibo,Chen, Jinlong,Wang, Lijuan,Xu, Bin,Tian, Wenjing. "Organic fluorescent molecule with high solid state luminescent efficiency and protonation stimuli-response". . p. 1418 - 1422. Retrieved 2013.
• 2、 Brodzka, Anna,Koszelewski, Dominik,Ostaszewski, Ryszard,Trzepizur, Damian. "Selective esterification of phosphonic acids". . . Retrieved 2021/09/27.
• 3、 Liu, Yingjie,Zeng, Qingxin,Zou, Bo,Liu, Yu,Xu, Bin,Tian, Wenjing. "Piezochromic Luminescence of Donor–Acceptor Cocrystals: Distinct Responses to Anisotropic Grinding and Isotropic Compression". supporting information. p. 15670 - 15674. Retrieved 2018/11/23.