((4-Iodophenyl)ethynyl)trimethylsilane

Base Information

• Chemical Name: ((4-Iodophenyl)ethynyl)trimethylsilane
• CAS No.: 134856-58-9
• Molecular Formula: C11H13ISi
• Molecular Weight: 300.214
• Hs Code.: 2931900090
• European Community (EC) Number: 627-211-6
• DSSTox Substance ID: DTXSID40473274
• Nikkaji Number: J1.544.033C
• Mol file: 134856-58-9.mol

Synonyms:((4-Iodophenyl)ethynyl)trimethylsilane;134856-58-9;(4-Iodophenylethynyl)trimethylsilane;2-(4-iodophenyl)ethynyl-trimethylsilane;1-Iodo-4-[2-(trimethylsilyl)ethynyl]-benzene;MFCD04974026;1-Iodo-4-(trimethylsilylethynyl)benzene;[(4-Iodophenyl)ethynyl]trimethylsilane;C11H13ISi;(4-IODO-PHENYLETHYNYL)-TRIMETHYL-SILANE;SCHEMBL672198;DTXSID40473274;4-iodophenyltrimethylsilylacetylene;WOOFAKCCTQIPLK-UHFFFAOYSA-N;4-iodophenytrimethyl silylacetylene;4-trimethylsilylethynyl iodobenzene;4-iodophenyl-trimethylsilylacetylene;AKOS015913619;AB91860;[(4-Iodophenyl)ethynyl](trimethyl)silane;DS-16122;SY239967;(4-Iodophenylethynyl)trimethylsilane, 97%;FT-0699311;1-Iodo-4-[2-(trimethylsilyl)ethynyl]benzene;A887803;J-006613

Chemical Property of ((4-Iodophenyl)ethynyl)trimethylsilane

Chemical Property:

• Vapor Pressure: 0.0151mmHg at 25°C
• Melting Point: 66-70 °C(lit.)
• Refractive Index: 1.574
• Boiling Point: 265.4°C at 760 mmHg
• Flash Point: 114.3°C
• PSA: 0.00000
• Density: 1.42g/cm³
• LogP: 3.52010
• Storage Temp.: 2-8°C(protect from light)
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 299.98312
• Heavy Atom Count: 13
• Complexity: 220

Purity/Quality:

98%,99%, ^*data from raw suppliers

((4-Iodophenyl)ethynyl)trimethylsilane 95+% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C[Si](C)(C)C#CC1=CC=C(C=C1)I
• Use Description: (4-Iodophenylethynyl)trimethylsilane is a versatile chemical compound with various applications in different fields. In the field of organic synthesis and materials science, it serves as a valuable reagent and building block for the creation of complex organic molecules and polymers, enabling the development of innovative materials with unique properties. Its role is pivotal in the production of specialty chemicals and advanced materials, contributing to advancements in materials technology. Additionally, in the realm of chemical research and analytical chemistry, this compound can be employed as a reference compound for the study of silanes and their reactivity, aiding in the advancement of synthetic methodologies and chemical understanding. Furthermore, in the electronics and semiconductor industry, it is used as a precursor in the fabrication of organic electronic devices and thin films, playing a crucial role in the development of cutting-edge technology. Its multifaceted utility underscores its significance in materials science, chemical research, and electronics, where it plays a crucial role in material innovation, chemical synthesis, and technological advancement.

Technology Process of ((4-Iodophenyl)ethynyl)trimethylsilane

There total 23 articles about ((4-Iodophenyl)ethynyl)trimethylsilane 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%

(4-bromophenyl)(trimethylsilyl)acetylene (16116-78-2) → 1-iodo-4-(trimethylsilylethynyl)benzene (134856-58-9)

Guidance literature:

With iodine; tert.-butyl lithium; at -78 ℃;

DOI:10.1039/b605844b

Reference yield: 97.0%

1-[4-[2-(trimethylsilyl)ethynyl]phenyl]-3,3-diethyltriazene (134856-57-8) → 1-iodo-4-(trimethylsilylethynyl)benzene (134856-58-9)

Guidance literature:

With methyl iodide; at 115 ℃; for 24h;

DOI:10.1021/jo034723n

Reference yield: 96.0%

1-[4-[2-(trimethylsilyl)ethynyl]phenyl]-3,3-diethyltriazene (134856-57-8) + methyl iodide (74-88-4) → 1-iodo-4-(trimethylsilylethynyl)benzene (134856-58-9)

Guidance literature:

at 110 - 120 ℃; for 6h;

DOI:10.1016/S0040-4039(00)74354-1

upstream raw materials:

1-[4-[2-(trimethylsilyl)ethynyl]phenyl]-3,3-diethyltriazene

methyl iodide

4-trimethylsilylethynyl aniline

para-diiodobenzene

Downstream raw materials:

{[4-({4-[(triisopropylsilyl)ethynyl]phenyl}ethynyl)phenyl]ethynyl}trimethylsilane

C₃₈H₄₂Si₂

trimethyl[4-(4-(phenylethynyl)phenylethynyl)phenylethynyl]silane

1-ethynyl-4-iodobenzene

Refernces

• 1、 Moore, Jeffrey S.,Weinstein, Edward J.,Wu, Ziyan. "A CONVENIENT MASKING GROUP FOR ARYL IODIDES". . p. 2465 - 2466. Retrieved 1991.
• 2、 Lavastre, Olivier,Ollivier, Laurence,Dixneuf, Pierre H.,Sibandhit, Sourisak. "Sequential catalytic synthesis of rod-like conjugated poly-ynes". . p. 5495 - 5504. Retrieved 1996.
• 3、 Li, Kun,Wang, Qing. "Synthesis and Solution Aggregation of Polystyrene-Oligo(p-phenyleneethynylene)-Polystyrene Triblock Copolymer". . p. 1172 - 1174. Retrieved 2004.
• 4、 Kumaki, Wataru,Kinoshita, Hidenori,Miura, Katsukiyo. "Regio- and stereoselective synthesis of bromoalkenes by homolytic hydrobromination of alkynes with hydrogen bromide". supporting information. . Retrieved 2022/03/07.
• 5、 Antonov, Dmitrii Yu.,Krasnova, Irina Yu.,Shapovalov, Alexey V.,Shifrina, Zinaida B.. "Dendritic polyphenylene framework as a light-harvesting shell for highly emissive [2.2]Paracyclophane core". . . Retrieved 2021/10/07.