1-Naphthaleneacetaldehyde

Base Information

• Chemical Name: 1-Naphthaleneacetaldehyde
• CAS No.: 43017-75-0
• Molecular Formula: C12H10O
• Molecular Weight: 170.211
• Hs Code.: 2912299000
• European Community (EC) Number: 865-434-2
• DSSTox Substance ID: DTXSID50502943
• Nikkaji Number: J784.666E
• Mol file: 43017-75-0.mol

Synonyms:43017-75-0;1-Naphthaleneacetaldehyde;2-(NAPHTHALEN-1-YL)ACETALDEHYDE;Naphthalen-1-ylacetaldehyde;2-naphthalen-1-ylacetaldehyde;25735-31-3;Naphthalen-1-yl-acetaldehyde;1-naphthylacetaldehyde;2-naphthalen-1-ylethanal;2-(1-Naphthyl)-ethanal;(Naphthalen-1-yl)acetaldehyde;SCHEMBL720557;DTXSID50502943;CCHAJZURXPPHJU-UHFFFAOYSA-N;MFCD11553615;AKOS012095617;CS-0237370;FT-0748585;EN300-1827770;A1-15256;Z1020779918

Chemical Property of 1-Naphthaleneacetaldehyde

Chemical Property:

• Melting Point: 33.5 °C
• Boiling Point: 163-166 °C(Press: 13 Torr)
• PSA: 17.07000
• Density: 1.107±0.06 g/cm3(Predicted)
• LogP: 2.58120
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 170.073164938
• Heavy Atom Count: 13
• Complexity: 176

Purity/Quality:

99% ^*data from raw suppliers

1-Naphthaleneacetaldehyde 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=CC=C2CC=O

Technology Process of 1-Naphthaleneacetaldehyde

There total 3 articles about 1-Naphthaleneacetaldehyde 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: 24.0%

2-(naphthalen-1-yl)acetyl fluoride → 1-naphthylacetaldehyde (43017-75-0) + 1-Methylnaphthalene (90-12-0,34475-76-8)

Guidance literature:

With triethylsilane; palladium diacetate; tricyclohexylphosphine; In toluene; at 100 ℃; for 20h; Inert atmosphere; Sealed tube;

DOI:10.1021/acs.orglett.8b01582

Reference yield:

naphth-1-yl acetic acid (86-87-3) → 2-naphthaleneethanol (773-99-9) + 1-naphthylacetaldehyde (43017-75-0)

Guidance literature:

With (2-methyl-4-phenyl-1-oxabuta-1,3-diene)tricarbonyliron⁽⁰⁾; 1,1,3,3-tetramethyldisilazane; In toluene; at 50 ℃; for 24h; Overall yield = 45 %; chemoselective reaction; Inert atmosphere;

DOI:10.1039/c2cc35727e

Reference yield:

1-vinylnaphthalene (826-74-4,29793-40-6) → 1-naphthylacetaldehyde (43017-75-0) + 2-Naphthalen-1-yl-oxirane (62222-40-6,86457-72-9) + (-)-1-vinylnaphthalene oxide (86457-72-9)

Guidance literature:

With chloro<5,10,15,20-tetra(α,β,α,β-o-<(S)-2'-carboxymethyl-1,1'-binaphthyl-2-carboxamido>phenyl)porphinato>iron(III); 1-iodosyl-2,4,6-trimethylbenzene; In toluene; at 0 ℃; for 12h; Product distribution; stereoselectivity, various olefins;

DOI:10.1021/ja00356a016

upstream raw materials:

1-vinylnaphthalene

naphth-1-yl acetic acid

Downstream raw materials:

1-(1-naphthyl)-4-phenylbut-3-yn-2-ol

naphth-1-yl acetic acid

1-naphthaldehyde

Refernces

• 1、 Misal Castro, Luis C.,Li, Haoquan,Sortais, Jean-Baptiste,Darcel, Christophe. "Selective switchable iron-catalyzed hydrosilylation of carboxylic acids". supporting information. p. 10514 - 10516,3. Retrieved 2020/09/02.