TETRAALLYLSILANE

Tetraallylsilane is a versatile silicon-based building block designed for reactions that benefit from multiple unsaturated sites within a single molecule.
Tetraallylsilane supports the preparation of specialty polymers, functional silanes, and crosslinked materials with tailored structural properties.
Tetraallylsilane's combination of organosilicon chemistry and high allyl functionality makes it valuable in advanced synthesis and material development.

CAS Number: 1112-66-9
Molecular Formula: C12H20Si
Molecular Weight: 192.38 g/mol

Synonyms: Tetraallylsilane, 1112-66-9, DTXSID80340557, RefChem: 1099605, DTXCID00291638, tetrakis(prop-2-enyl)silane, Silane, tetra-2-propenyl-, Silane, tetraallyl-, tetraallyl silane, MFCD00048161, tetraallyl-silane, C12H20Si, Tetraallylsilane, >=97.0% (GC), AKOS015895111, SY078677, CS-0187686, I11491, Tetra(2-propenyl)silane, tetrakis(prop-2-en-1-yl)silane, tetraallyl sila, Si(allyl)4, FT-0633333, SCHEMBL235304, Tetra(prop-2-en-1-yl)silane, SCHEMBL2354536, AKRQMTFHUVDMIL-UHFFFAOYSA-N, BAA11266, FS-5741, s15190, DB-040961, Tetra(2-Propenyl)SilaneTetraprop-2-En-1-Ylsilane, Tetra(2-Propenyl)Silane, Tetraprop-2-En-1-Ylsilane, 1112-66-9, 1U2-SI-2U1&2U1&2U1, Silane, tetra-2-propen-1-yl-, Silane, tetra-2-propenyl-, Silane, tetraallyl-, Tetra(2-propenyl)silane, Tetraallylsilan, Tetraallylsilane, Tétraallylsilane, 95%, Si(allyl)4, Tetra-2-propenylsilane, Tetraallyl silane, tetraallylsilane, 97 percent, tetrakis(prop-2-en-1-yl)silane, Tetrakis(prop-2-enyl)silane

Tetraallylsilane is used in synthesis of dendrimers and as an intermediates.
Tetraallylsilane is a organosilicon reagent used in surface and hybrid material chemistry. 

Tetraallylsilane is an organosilicon compound containing a central silicon atom bonded to four allyl groups, giving it multiple carbon–carbon double bonds available for further chemical modification.
Tetraallylsilane is mainly used as a specialty intermediate in organosilicon synthesis, polymer chemistry, crosslinking reactions, and the preparation of functional silane or silicone-based materials.
Tetraallylsilane's highly unsaturated structure makes it useful in research and advanced material applications where controlled addition, hydrosilylation, or network-forming reactions are required.

Tetraallylsilane's formula is C12H20Si, molecular weight is 192.37g/mol and the purity is usually NLT 98%.
Tetraallylsilane is an organic compound whose chemical structure is not explicitly given, but based on its molecular formula, it is inferred to be a polycyclic aromatic hydrocarbon or a nitrogen-containing heterocyclic compound.

Tetraallylsilane exhibits a typical conjugated system, displaying a strong electron delocalization effect, and its energy level structure is conducive to carrier transport and migration.
In terms of thermodynamic stability, this compound typically has a high thermal decomposition temperature, making it suitable for high-temperature processing environments.

If it contains coordinating active sites, Tetraallylsilane may possess certain coordination properties and can be used to construct metal complexes.
The electron-withdrawing or electron-donating groups that may be present in its molecular structure will significantly affect its photoelectric properties and reactivity.

Tetraallylsilane has potential application value in the field of OLED optoelectronic materials, serving as a host material for hole transport layers or emissive layers to improve the luminous efficiency and lifetime of devices.
Moreover, Tetraallylsilane may be used in organic semiconductor devices as a functional additive to optimize charge injection and transport performance.
In the fine chemicals and specialty materials industries, Tetraallylsilane can serve as a synthetic intermediate in the preparation of various high-performance materials, possessing high industry added value and technological application potential.

Uses of Tetraallylsilane:
Tetraallylsilane is used as a specialty intermediate in organosilicon and silicone chemistry.
Tetraallylsilane can serve as a multifunctional building block in polymer synthesis and crosslinking reactions due to its four allyl groups.

Tetraallylsilane is also used in hydrosilylation and other addition reactions for the preparation of functional silanes, siloxanes, and silicon-containing polymers.
Tetraallylsilane may be applied in the development of advanced resins, coatings, elastomeric materials, and network-forming systems.

Tetraallylsilane is additionally used in laboratory research for studying organosilicon reaction mechanisms and producing customized silicon-based molecules.
Tetraallylsilane's multiple unsaturated groups make it valuable where high functionality and further chemical modification are required.
Tetraallylsilane is used in synthesis of dendrimers and as an intermediates.

Synthesis of Tetraallylsilane:

Method 1: 
At room temperature (235C), a THF solution of allyl MgBr (200 ml, 400 mmol, 2.0 M THF solution) was added dropwise to a THF solution of SiCl4 (11 ml, 16.18 g, 95 mmol).
The reaction mixture was stirred at room temperature for 2 hours and refluxed overnight for 12 hours.

Upon completion of the reaction, the reaction product was cooled to room temperature, poured into ice water and extracted with ether (Et2O).
The ethylene based extracts were combined, washed with water, dried with Na2SO4 and concentrated.
The residue was separated by suction distillation to obtain tetraallyl silane in colorless oil phase.

Method 2: 
The reaction device is a 500mL four-necked flask, equipped with a constant-pressure dropping funnel and a spherical condenser tube, purged and protected by dry nitrogen, loaded with an appropriate amount of magnesium powder, stirred for more than ten minutes, and activated with a small amount of iodine.
Mix 200 mL of toluene with an appropriate amount of tetrahydrofuran, and then mix 3-bromopropene with it; add 10 mL of tetrahydrofuran dissolved in 9.3 g of SiCl4 to the constant-pressure dropping funnel.

A small amount of 3-bromopropene solution was added dropwise at the beginning of the reaction, and the reaction was initiated by Grignard's reagent preparation under cooling in a water bath.
SiCl4 solution was added dropwise, and the reaction solution was kept refluxing at a certain rate of dropwise acceleration.

After the reaction was completed, the reaction was kept at 50C and refluxed for 60 hours.
After the reaction is cooled to room temperature, the pH is adjusted to neutral by adding an appropriate amount of saturated ammonium chloride solution dropwise to the reaction flask in an ice bath.
Add appropriate amount of hydrocarbon solvent to the reaction, collect the upper layer of oil, dry and distillate under reduced pressure, evaporate the solvent, collect 71-72 / 4mmHg fractions, colorless transparent tetraallyl silane liquid with a special odor.

Stability and Reactivity of Tetraallylsilane:

Chemical Stability: 
Stable under recommended storage and handling conditions.

Reactivity: 
Generally stable under normal conditions but may react with strong oxidizing agents.

Conditions to Avoid: 
Heat, sparks, open flames, static discharge, and other ignition sources.

Incompatible Materials: 
Strong oxidizing agents.

Handling and Storage of Tetraallylsilane:

Safe Handling: 
Avoid contact with skin and eyes and avoid breathing vapors, mist, or spray.
Keep away from flames, hot surfaces, and ignition sources.

Storage Conditions: 
Store tightly closed in a cool, dry, well-ventilated place away from heat, sparks, flames, and incompatible substances.

First Aid Measures of Tetraallylsilane:

Inhalation: 
Move the affected person to fresh air.
Obtain medical attention if breathing difficulty or other symptoms occur.

Skin Contact: 
Remove contaminated clothing and wash thoroughly with soap and plenty of water.

Eye Contact: 
Rinse immediately with plenty of water for at least 15 minutes and seek medical attention.

Ingestion: 
Rinse the mouth with water and obtain medical attention.

Firefighting Measures of Tetraallylsilane:

Suitable Extinguishing Media: 
Use water spray, carbon dioxide, dry chemical, chemical foam, or water mist.

Special Hazards: 
Combustible material; heated containers may rupture or explode.
Combustion can produce carbon monoxide, carbon dioxide, and silicon dioxide.

Protective Equipment: 
Firefighters should wear full protective equipment and self-contained breathing apparatus.

Accidental Release Measures of Tetraallylsilane:

Personal Precautions: 
Remove ignition sources, prevent static discharge, ensure adequate ventilation, and wear suitable protective equipment.

Cleanup Methods: 
Absorb spilled liquid with inert material such as sand or another suitable absorbent and place it in a closed container for disposal.

Environmental Precautions: 
Prevent uncontrolled release into drains, waterways, and the environment.

Exposure Controls/Personal Protective of Tetraallylsilane:

Engineering Controls: 
Provide adequate ventilation, particularly where vapors or aerosols may be generated.

Eye Protection: 
Wear suitable safety glasses or chemical-resistant goggles.

Hand Protection: 
Use appropriate chemical-resistant protective gloves.

Skin Protection: 
Wear suitable protective clothing to minimize direct contact.

Respiratory Protection: 
Use appropriate respiratory protection when ventilation is insufficient or vapor concentrations cannot be adequately controlled.

Identifiers of Tetraallylsilane:
Synonym(s): Tetra(2-propenyl)silane
Empirical Formula: C12H20Si
Linear Formula: (H2C=CHCH2)4Si
Formula Weight: 192.37
MDL Number: MFCD00048161
Purity: ≥97.0% (GC)
Boiling Point: 90 °C/3 mmHg(lit.)
Density: 0.831 g/mL at 25 °C(lit.)
Refractive Index: n20/D 1.485(lit.); n20/D 1.485
Beilstein Registry Number: 1750943

Product Name: Tetraallylsilane
CAS No.: 1112-66-9
Molecular Weight: 192.37
MDL No.: MFCD00048161
Purity/ Specification: 95%
Molecular Formula: C12H20Si
Storage: Inert atmosphere, 2-8°C
SMILES Code: : C=CC[Si](CC=C)(CC=C)CC=C

IUPAC Name: Tetrakis(prop-2-en-1-yl)silane
CAS Number: 1112-66-9
Molecular Formula: C12H20Si
Molecular Weight: 192.38 g/mol

CAS: 1112-66-9
Molecular Formula: C12H20Si
Molecular Weight: (g/mol) 192.377
MDL Number: MFCD00048161
InChI Key: AKRQMTFHUVDMIL-UHFFFAOYSA-N
PubChem CID: 565641
IUPAC Name: tetrakis(prop-2-enyl)silane
SMILES: C=CC[Si](CC=C)(CC=C)CC=C

Product Number: T4421
Purity / Analysis Method : >95.0%(GC)
Molecular Formula / Molecular Weight: C12H20Si = 192.38 
Physical State (20 deg.C): Liquid
Storage Temperature : Room Temperature (Recommended in a cool and dark place, <15°C)
Store Under Inert Gas: Store under inert gas
Condition to Avoid: Moisture Sensitive
CAS RN: 1112-66-9
Reaxys Registry Number: 1750943
MDL Number: 
MFCD00048161

CAS No.: 1112-66-9
Chemical Name: TETRAALLYLSILANE
CBNumber: CB1140558
Molecular Formula: C12H20Si
Molecular Weight: 192.37
MDL Number: MFCD00048161

CAS: 1112-66-9
IUPAC Name: tetrakis(prop-2-en-1-yl)silane
Molecular Formula: C12H20Si
InChI Key: AKRQMTFHUVDMIL-UHFFFAOYSA-N
SMILES: C=CC[Si](CC=C)(CC=C)CC=C
Molecular Weight (g/mol): 192.38
Synonym: tetrakis(prop-2-en-1-yl)silane

Linear Formula: (H2C=CHCH2)4Si
CAS Number: 1112-66-9
Molecular Weight: 192.37
UNSPSC Code: 12352103
NACRES: NA.22
PubChem Substance ID: 24888755
MDL number: MFCD00048161
Beilstein/REAXYS Number: 1750943

Properties of Tetraallylsilane:
Appearance: Colorless to pale yellow liquid
Odor: Characteristic
Molecular Formula: C12H20Si
Molecular Weight: 192.38 g/mol
Physical State: Liquid
Boiling Point: approx. 225–230°C
Density: approx. 0.84–0.87 g/cm³
Flash Point: approx. 80–90°C

assay: ≥97.0% (GC)
form: liquid
refractive index: n20/D 1.485
bp: 90 °C/3 mmHg (lit.)
density: 0.831 g/mL at 25 °C (lit.)
functional group: silyl
SMILES string: C=CC[Si](CC=C)(CC=C)CC=C
InChI: 1S/C12H20Si/c1-5-9-13(10-6-2,11-7-3)12-8-4/h5-8H,1-4,9-12H2
InChI key: AKRQMTFHUVDMIL-UHFFFAOYSA-N

Melting point: <0°C
Boiling point: 90 °C/3 mmHg (lit.)
Flash point: 171 °F
Water solubility: Insoluble in water.
Hydrolytic Sensitivity: no reaction with water under neutral conditions
BRN: 1750943
InChI: InChI=1S/C12H20Si/c1-5-9-13(10-6-2,11-7-3)12-8-4/h5-8H,1-4,9-12H2
InChIKey: AKRQMTFHUVDMIL-UHFFFAOYSA-N
SMILES: [Si](CC=C)(CC=C)(CC=C)(CC=C)CC=C

Melting point: <0°C
Boiling point: 90 °C/3 mmHg (lit.)
Density: 0.831 g/mL at 25 °C (lit.)
refractive index: n20/D 1.485(lit.)
Flash point: 171 °F
storage temp.: under inert gas (nitrogen or Argon) at 2-8°C
form: Liquid
Specific Gravity: 0.8345
Appearance: Colorless to light yellow Liquid
Water Solubility: Insoluble in water.
Hydrolytic Sensitivity: 4: no reaction with water under neutral conditions
BRN: 1750943
InChI: InChI=1S/C12H20Si/c1-5-9-13(10-6-2,11-7-3)12-8-4/h5-8H,1-4,9-12H2
InChIKey: AKRQMTFHUVDMIL-UHFFFAOYSA-N
SMILES: [Si](CC=C)(CC=C)(CC=C)CC=C

Molecular Weight: 192.37 g/mol
Hydrogen Bond Donor Count: 0
Hydrogen Bond Acceptor Count: 0
Rotatable Bond Count: 8
Exact Mass: 192.133427172 Da
Monoisotopic Mass: 192.133427172 Da
Topological Polar Surface Area: 0 Ų
Heavy Atom Count: 13
Complexity: 146
Isotope Atom Count: 0
Defined Atom Stereocenter Count: 0
Undefined Atom Stereocenter Count: 0
Defined Bond Stereocenter Count: 0
Undefined Bond Stereocenter Count: 0
Covalently-Bonded Unit Count: 1
Compound Is Canonicalized: Yes

Boiling Point: 91 °C/10 mmHg
Flash point: 77 °C
Specific Gravity (20/20): 0.85

Specifications of Tetraallylsilane:
Appearance: Colorless to Light yellow clear liquid
Purity(GC): min. 95.0 %
NMR: confirm to structure

Appearance (Color): Clear pale yellow to pale brown
Assay (unspecified): ≥96.0% (includes up to 10% isomers)
Form: Liquid