4-(Trimethylsilylethynyl)benzyl alcohol

Base Information

• Chemical Name: 4-(Trimethylsilylethynyl)benzyl alcohol
• CAS No.: 275386-60-2
• Molecular Formula: C12H16 O Si
• Molecular Weight: 204.344
• Hs Code.: 2931900090
• DSSTox Substance ID: DTXSID50459786
• Nikkaji Number: J3.525.975I
• Wikidata: Q72514466
• Mol file: 275386-60-2.mol

Synonyms:275386-60-2;4-(Trimethylsilylethynyl)benzyl alcohol;(4-((Trimethylsilyl)ethynyl)phenyl)methanol;[4-(2-trimethylsilylethynyl)phenyl]methanol;Benzenemethanol, 4-[2-(trimethylsilyl)ethynyl]-;MFCD08457640;4-[2-(Trimethylsilyl)ethynyl]benzenemethanol;[4-[(Trimethylsilyl)ethynyl]phenyl]methanol;Benzenemethanol, 4-[(trimethylsilyl)ethynyl]-;(4-Trimethylsilanylethynyl-phenyl)-methanol;C12H16OSi;SCHEMBL1710488;DTXSID50459786;WBNXRSFSSANBSA-UHFFFAOYSA-N;(4-trimethylsilylethynylphenyl)methanol;4-(Trimethylsilylethynyl)Benzylalcohol;AKOS015890028;AC-7565;DS-5380;SY120733;CS-0158146;FT-0655923;(4-((trimethylsilyl)ethynyl)phenyl) methanol;4-(Trimethylsilylethynyl)benzyl alcohol, 97%;C74431;A819110;J-016808

Chemical Property of 4-(Trimethylsilylethynyl)benzyl alcohol

Chemical Property:

• Vapor Pressure: 0.0026mmHg at 25°C
• Melting Point: 68-72 °C
• Boiling Point: 274.6°C at 760 mmHg
• PKA: 14.46±0.10(Predicted)
• Flash Point: 119.9°C
• PSA: 20.23000
• Density: 0.99g/cm³
• LogP: 2.40780
• Storage Temp.: 2-8°C
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 204.097041664
• Heavy Atom Count: 14
• Complexity: 232

Purity/Quality:

99% ^*data from raw suppliers

(4-((Trimethylsilyl)ethynyl)phenyl)methanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C[Si](C)(C)C#CC1=CC=C(C=C1)CO

Technology Process of 4-(Trimethylsilylethynyl)benzyl alcohol

There total 17 articles about 4-(Trimethylsilylethynyl)benzyl alcohol 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-iodo-benzyl alcohol (18282-51-4) + trimethylsilylacetylene (1066-54-2) → 4-(hydroxymethyl)-1-(trimethylsilylethynyl)benzene (275386-60-2)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; In tetrahydrofuran; at 20 ℃;

Reference yield: 99.0%

4-bromobenzenemethanol (873-75-6) + trimethylsilylacetylene (1066-54-2) → 4-(hydroxymethyl)-1-(trimethylsilylethynyl)benzene (275386-60-2)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; at 70 ℃; for 23h; Inert atmosphere;

DOI:10.1002/chem.201701096

Reference yield: 99.0%

acetic acid 4-trimetylsilanylethynyl-benzyl ester (1041297-60-2) → 4-(hydroxymethyl)-1-(trimethylsilylethynyl)benzene (275386-60-2)

Guidance literature:

With zirconocene dichloride; diisobutylaluminium hydride; In tetrahydrofuran; at -20 ℃; regioselective reaction; Inert atmosphere;

DOI:10.1021/acs.orglett.8b03947

upstream raw materials:

ethyl 4-(trimethylsilylethynyl)benzoate

4-trimethylsilanylethynyl-benzoic acid methyl ester

4-bromobenzenemethanol

trimethylsilylacetylene

Downstream raw materials:

(4-ethynylphenyl)methanol

(4-thiazol-2-ylethynyl-phenyl)-methanol

acetic acid 4-thiazol-2-ylethynyl-benzyl ester

4-ethynylbenzyl 3,5-bis[3',4'-di(octan-1-yloxy)benzyloxy]benzoate