1-Ethynylnaphthalene

Base Information

• Chemical Name: 1-Ethynylnaphthalene
• CAS No.: 15727-65-8
• Molecular Formula: C12H8
• Molecular Weight: 152.196
• Hs Code.: 2902909090
• European Community (EC) Number: 627-307-8
• DSSTox Substance ID: DTXSID90935650
• Nikkaji Number: J283.931H
• Wikidata: Q82911724
• Mol file: 15727-65-8.mol

Synonyms:1-Ethynylnaphthalene;15727-65-8;Naphthalene, 1-ethynyl-;alpha-Naphthylacetylene;MFCD02093737;304905-17-7;naphthylacetylene;1-naphthylethyne;ethynylnaphthalene;1-naphthylacetylene;1-ethynyl-naphthalene;I+/--ethynylnaphthalene;1-Ethynylnaphthalene, 97%;DTXSID90935650;AMY19110;BBL102318;STL556117;AKOS005257076;MS-20422;SY058294;HY-111430;CS-0040672;FT-0723095;F21368;EN300-1254862;J-009399

Chemical Property of 1-Ethynylnaphthalene

Chemical Property:

• Appearance/Colour: Yellow to Brown Liquid
• Vapor Pressure: 0.0114mmHg at 25°C
• Melting Point: 1°C
• Refractive Index: n20/D 1.6500(lit.)
• Boiling Point: 270.4 °C at 760 mmHg
• Flash Point: 106.3 °C
• PSA: 0.00000
• Density: 1.07 g/cm³
• LogP: 2.82110
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 152.062600255
• Heavy Atom Count: 12
• Complexity: 195

Purity/Quality:

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

1-Ethynylnaphthalene 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R10:
• Hazard Codes: R10:
• Statements: 10
• Safety Statements: 16

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C#CC1=CC=CC2=CC=CC=C21
• Uses: 1-Ethynylnaphthalene may be used to synthesize bis-6,6′-(ethynyl-1-naphthalene)-2,2′-bipyridine.

Technology Process of 1-Ethynylnaphthalene

There total 57 articles about 1-Ethynylnaphthalene 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-(trimethylsilyl)ethynylnaphthalene (104784-51-2) → 1-ethynylnaphthalene (15727-65-8)

Guidance literature:

With potassium carbonate; In methanol; water; at 20 ℃;

DOI:10.1039/c5ob01290b

Reference yield: 95.0%

1-naphthaldehyde (66-77-3) + dimethyl 1-(1-diazo-2-oxopropyl)phosphonate (90965-06-3) → 1-ethynylnaphthalene (15727-65-8)

Guidance literature:

With potassium carbonate; In methanol; for 18h; Inert atmosphere;

DOI:10.1055/s-0031-1289554

Reference yield: 93.0%

1-(2,2-dibromovinyl)naphthalene (77295-63-7) → 1-ethynylnaphthalene (15727-65-8)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In acetonitrile; at 25 - 30 ℃; for 16h;

DOI:10.1021/acs.orglett.5b02398

upstream raw materials:

(Z)-1-(β-bromovinyl)naphthalene

phenyllithium

1-(1-chloro-vinyl)-naphthalene

1-(2,2-Dichloro-1-fluoro-vinyl)-naphthalene

Downstream raw materials:

2,5-dichloro-3,6-diethoxy-4-hydroxy-4-(1-naphthylethynyl)-2,5-cyclohexadienone

1'-naphthacetophenone

2-(4-methylphenyl)ethynylnaphthalene

5-(naphthalen-1-yl)-1-phenyl-1H-1,2,3-triazole

Refernces

• 1、 Connor, Kieran P. E.,Horvath, Kelsey L.,Magann, Nicholas L.,Sherburn, Michael S.,Sowden, Madison J.,Westley, Erin. "Substituted Tetraethynylethylene–Tetravinylethylene Hybrids". supporting information. p. 977 - 986. Retrieved 2022/02/03.
• 2、 Dengiz, ?a?atay. "Polycyclic aromatic hydrocarbon-substituted push-pull chromophores: An investigation of optoelectronic and nonlinear optical properties using experimental and theoretical approaches". . p. 1375 - 1390. Retrieved 2021/10/26.