4-Ethoxyphenylacetylene

Base Information

• Chemical Name: 4-Ethoxyphenylacetylene
• CAS No.: 79887-14-2
• Molecular Formula: C10H10O
• Molecular Weight: 146.189
• Hs Code.: 29147090
• European Community (EC) Number: 641-151-8
• DSSTox Substance ID: DTXSID90379398
• Nikkaji Number: J911.089E
• Wikidata: Q72471904
• Mol file: 79887-14-2.mol

Synonyms:4-ethoxyphenylacetylene;79887-14-2;1-ethoxy-4-ethynylbenzene;1-ethoxy-4-ethynyl-benzene;1-ethoxy-4-eth-1-ynylbenzene;4'-Ethoxyphenyl acetylene;Benzene, 1-ethoxy-4-ethynyl-;MFCD00173880;1-ethynyl-4-ethoxybenzene;4-Ethynylphenetole;4'-Ethoxyphenylacetylene;p-ethoxyethynylbenzene;4-ethoxy phenyl acetylene;4-ethoxy-1-ethynyl-benzene;SCHEMBL163203;DTXSID90379398;FRGNOZUOTHMJSC-UHFFFAOYSA-N;4-ethoxyphenylacetylene, AldrichCPR;AMY24900;AKOS005146064;GS-3332;AC-19402;SY020512;A9934;CS-0130265;E1029;FT-0607729;A19190;EN300-102634;Q-102457;Z1080385490

Chemical Property of 4-Ethoxyphenylacetylene

Chemical Property:

• Vapor Pressure: 0.223mmHg at 25°C
• Melting Point: 76-78°C(lit.)
• Refractive Index: 1.523
• Boiling Point: 214.8 °C at 760 mmHg
• Flash Point: 76.2 °C
• PSA: 9.23000
• Density: 0.99 g/cm³
• LogP: 2.06660
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 146.073164938
• Heavy Atom Count: 11
• Complexity: 146

Purity/Quality:

99% ^*data from raw suppliers

4-Ethoxyphenylacetylene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC1=CC=C(C=C1)C#C
• Uses: Intermediates of Liquid Crystals

Technology Process of 4-Ethoxyphenylacetylene

There total 9 articles about 4-Ethoxyphenylacetylene 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: 96.0%

1-ethoxy-4-[2-(trimethylsilyl)ethynyl]benzene (196599-73-2) → 4-ethoxyphenylacetylene (79887-14-2)

Guidance literature:

With potassium trimethylsilonate; In dimethyl sulfoxide; at 70 ℃; for 6h; Sealed tube; Schlenk technique;

DOI:10.1021/acs.joc.7b03139

Reference yield:

1-ethoxy-4-iodobenzene (699-08-1) → 4-ethoxyphenylacetylene (79887-14-2)

Guidance literature:

Multi-step reaction with 2 steps

1: Pd(PPh₃)2Cl₂, CuI, piperidine / tetrahydrofuran / 0 - 20 °C

2: MnO₂, KOH / diethyl ether

With piperidine; manganese(IV) oxide; bis-triphenylphosphine-palladium(II) chloride; potassium hydroxide; copper(l) iodide; In tetrahydrofuran; diethyl ether;

DOI:10.1021/jo970549p

Reference yield:

3-(4-Ethoxy-phenyl)-prop-2-yn-1-ol (196599-71-0) → 4-ethoxyphenylacetylene (79887-14-2)

Guidance literature:

With manganese(IV) oxide; potassium hydroxide; In diethyl ether;

DOI:10.1021/jo970549p

upstream raw materials:

3-(4-Ethoxy-phenyl)-prop-2-yn-1-ol

1-ethoxy-4-[2-(trimethylsilyl)ethynyl]benzene

4-(4-ethoxy-phenyl)-2-methyl-but-3-yn-2-ol

4-bromo-phenol

Downstream raw materials:

2-methyl-4-(4-ethoxyphenylethynyl)bromobenzene

1,4-bis(4-ethoxyphenyl)buta-1,3-diyne

C₂₈H₂₈F₃NO₄S

C₁₉H₁₈O₃

Refernces

• 1、 Yao, Wubing,Li, Rongrong,Jiang, Huajiang,Han, Deman. "An Additive-Free, Base-Catalyzed Protodesilylation of Organosilanes". . p. 2250 - 2255. Retrieved 2018/02/23.
• 2、 Catanescu, Carmen Otilia,Chien,Wu, Shin-Tson. "High birefringence nematic liquid crystals for display and telecom applications". . p. 93/[1135]-102/[1144]. Retrieved 2007/10/03.