1,4-Bis(hydroxydimethylsilyl)benzene

Base Information

• Chemical Name: 1,4-Bis(hydroxydimethylsilyl)benzene
• CAS No.: 2754-32-7
• Molecular Formula: C10H18O2Si2
• Molecular Weight: 226.423
• Hs Code.: 2931900090
• European Community (EC) Number: 220-405-8
• NSC Number: 83943
• UNII: 2H886KS3J3
• DSSTox Substance ID: DTXSID1062625
• Nikkaji Number: J299.215I
• Wikidata: Q72445898
• Mol file: 2754-32-7.mol

Synonyms:2754-32-7;1,4-Bis(hydroxydimethylsilyl)benzene;1,4-Phenylenebis(dimethylsilanol);p-Phenylenebis(dimethylsilanol);1,4-Bis(dimethylhydroxysilyl)benzene;hydroxy-[4-[hydroxy(dimethyl)silyl]phenyl]-dimethylsilane;p-Bis(dimethylhydroxysilyl)benzene;Silanol, 1,4-phenylenebis[dimethyl-;C10H18O2Si2;1,4 bis(dimethylhydroxysilyl)benzene;Silanol, 1,4-phenylenebis(dimethyl-;1,4-bis(hydroxydimethylsilyl) benzene;Silanol, p-phenylenebis(dimethyl-;Silanol, p-phenylenebis[dimethyl-;2H886KS3J3;EINECS 220-405-8;Silanol, 1,1'-(1,4-phenylene)bis(1,1-dimethyl-;Silanol, 1,1'-(1,4-phenylene)bis[1,1-dimethyl-;MFCD00039516;NSC 83943;NSC-83943;1,4-Bis(hydroxydimethylsilyl)benzene, 95%;[4-(hydroxydimethylsilyl)phenyl]dimethylsilanol;P-phenylenebis[dimethylsilanol];NSC83943;NCIOpen2_004542;SCHEMBL235602;UNII-2H886KS3J3;DTXSID1062625;Silanol,4-phenylenebis[dimethyl-;C10-H18-O2-Si2;AMY28792;2-Benzothiazolamine, 5,7-difluoro-;1,4-bis(dimethylhydroxysilyl)-benzene;1,4-Bis-(hydroxydimethylsilyl)benzene;AKOS015901503;AS-2195;SY249094;CS-0320567;FT-0705390;S01740;1,1'-(1,4-Phenylene)bis[1,1-dimethylsilanol];A819112

Chemical Property of 1,4-Bis(hydroxydimethylsilyl)benzene

Chemical Property:

• Vapor Pressure: 0.001mmHg at 25°C
• Melting Point: 133-136 °C(lit.)
• Refractive Index: 1.505
• Boiling Point: 289.6 °C at 760 mmHg
• PKA: 13.91±0.53(Predicted)
• Flash Point: 129 °C
• PSA: 40.46000
• Density: 1.02 g/cm³
• LogP: 0.49540
• Storage Temp.: 2-8°C
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 226.08453288
• Heavy Atom Count: 14
• Complexity: 174

Purity/Quality:

97% ^*data from raw suppliers

1,4-Bis(hydroxydimethylsilyl)benzene ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C[Si](C)(C1=CC=C(C=C1)[Si](C)(C)O)O
• General Description: 1,4-Bis(hydroxydimethylsilyl)benzene (BHSB) is a key silanol reactant used in the synthesis of high-performance siloxane-containing polymers through catalytic cross-dehydrocoupling and deaminative polymerization. It serves as a building block for creating structurally controlled silicon-based polymers, often in combination with difunctional silanes or siloxanes and catalyzed by compounds like n-hexylamine-2-ethylhexoate or Pd2(dba)3. The resulting polymers exhibit tailored thermal and optical properties, as characterized by techniques such as NMR, IR, GPC, and TGA.

Technology Process of 1,4-Bis(hydroxydimethylsilyl)benzene

There total 7 articles about 1,4-Bis(hydroxydimethylsilyl)benzene 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%

1,4-bis(dimethylsilyl)benzene (2488-01-9) → 1,4-bis(hydroxydimethylsilyl)benzene (2754-32-7)

Guidance literature:

With oxygen; In tetrahydrofuran; water; at 20 ℃; for 1h; under 760.051 Torr; Green chemistry;

DOI:10.1039/c6cc04855b

Reference yield: 84.0%

-bis-methanol (57732-07-7) → 1,4-bis(hydroxydimethylsilyl)benzene (2754-32-7)

Guidance literature:

-bis-methanol; With 2,2,6,6-tetramethyl-piperidine-N-oxyl; potassium bromide; In acetone; at 20 ℃; for 0.166667h;

With sodium hypochlorite; sodium hydrogencarbonate; In water; acetone; at 20 ℃; for 1h;

DOI:10.1246/cl.2009.532

Reference yield:

1,4-bis(dimethylchlorosilyl)benzene (1078-97-3) → 1,4-bis(hydroxydimethylsilyl)benzene (2754-32-7)

Guidance literature:

With NaOH; In sodium hydroxide; diethyl ether; aq. NaOH; (CH3)2ClSiC6H4SiCl(CH3)2 and equival. amt. of aq. NaOH in ether at about 0°C;; crystn. from ether or by addn. of C6H6 to the ether soln.;;

upstream raw materials:

1,4-bis(ethoxydimethylsilyl)benzene

1,4-bis(dimethylsilyl)benzene

1.4-dibromobenzene

1,4-bis(dimethylchlorosilyl)benzene

Downstream raw materials:

Cr(CO)3(C₁₇H₂₄O₂Si₃)

1,4-bis(triethylsiloxydibutoxytitanoxydimethylsilyl)benzene

1,4-bis{bis(triethylsiloxy)butoxytitanoxydimethylsilyl}benzene

1,4-Bis-<(dimethylsiloxy)-dimethylsilyl>-benzol

Refernces

High performance siloxane-containing polymers

10.1080/15421400490478920

The research focuses on the synthesis and characterization of high-performance siloxane-containing polymers. The study employs catalytic cross-dehydrocoupling polymerization of silane and water, and deaminative polymerization between silanol and aminosilane to create silicon-containing polymers with a controlled structure. Key reactants include 1,4-bis(hydroxydimethylsilyl)benzene (BHSB), difunctional silane or siloxane, and n-hexylamine-2-ethylhexoate, which acts as a catalyst for silanol condensation. The research also investigates the use of Pd2(dba)3 as a catalyst and the synthesis of optically active siloxane materials from specific optically active building blocks. Various analyses are used throughout the experiments, including nuclear magnetic resonance (NMR), infrared (IR) spectroscopy, gel permeation chromatography (GPC), vapor pressure osmometry (VPO), differential scanning calorimetry (DSC), thermogravimetric analysis (TGA), and polarimetry for the determination of molecular weights, chemical structures, thermal properties, and optical activities of the synthesized polymers.