1-Naphthaldehyde

Base Information

• Chemical Name: 1-Naphthaldehyde
• CAS No.: 66-77-3
• Molecular Formula: C11H8O
• Molecular Weight: 156.184
• Hs Code.: 29122900
• European Community (EC) Number: 200-633-4
• NSC Number: 6106
• UNII: H3I0B5F8SX
• DSSTox Substance ID: DTXSID5058775
• Nikkaji Number: J4.846A
• Wikidata: Q21050985
• Metabolomics Workbench ID: 52572
• ChEMBL ID: CHEMBL3265260
• Mol file: 66-77-3.mol

Synonyms:1-naphthaldehyde

Chemical Property of 1-Naphthaldehyde

Chemical Property:

• Appearance/Colour: Yellow liquid
• Vapor Pressure: 0.00188mmHg at 25°C
• Melting Point: 1-2 °C(lit.)
• Refractive Index: n20/D 1.652(lit.)
• Boiling Point: 292 °C at 760 mmHg
• Flash Point: 179.5 °C
• PSA: 17.07000
• Density: 1.155 g/cm³
• LogP: 2.65230
• Storage Temp.: 2-8°C
• Sensitive.: Air Sensitive
• Solubility.: <1g/l
• Water Solubility.: Soluble in ethanol, ether, acetone, benzene. Insoluble in water.
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 156.057514874
• Heavy Atom Count: 12
• Complexity: 164

Purity/Quality:

98% ^*data from raw suppliers

1-Naphthaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, Xi
• Hazard Codes: Xn,Xi
• Statements: 22-36/37/38
• Safety Statements: 37/39-26-24/25-36/37-23-36-16

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Benzaldehydes
• Canonical SMILES: C1=CC=C2C(=C1)C=CC=C2C=O
• Uses: 1-Naphthaldehyde is used in the synthesis of single-crystalline homochiral porous metal-organic frameworks (MOFs). It is also a starting material for the Canizzaro reaction to produce 1-Naphthoic acid and 1-Naphthalenemethanol. 1-Naphthaldehyde can be used to synthesize:(S)-1-α-naphthyl-1-ethanolN-(4-aryl)-N-(α-naphthyliden)aminesN-aryl-N-[1-(1-naphthyl)but-3-enyl]aminesnaphthalene-1-carboxylic acid methyl ester

Technology Process of 1-Naphthaldehyde

There total 316 articles about 1-Naphthaldehyde 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: 85.0%

1-Chloromethylnaphthalene (86-52-2) → 1,2-di(1-naphthyl)ethane (15374-45-5) + 1-naphthalene methanol (4780-79-4) + 1-naphthaldehyde (66-77-3)

Guidance literature:

With N,N,N,N,N,N-hexamethylphosphoric triamide; iron(II) oxalate dihydrate; at 155 - 160 ℃; for 0.833333h; Further Variations:; Reagents; time; Product distribution;

DOI:10.1039/b211792d

Reference yield: 70.0%

2-(naphth-1-yl)-1,3-dioxolane (26963-79-1) → 1-naphthalene methanol (4780-79-4) + 1-naphthaldehyde (66-77-3)

Guidance literature:

With sodium tetrahydroborate; nickel(II) chloride hexahydrate; In methanol; for 8h; chemoselective reaction; Reflux;

DOI:10.1039/c4ra15404e

Reference yield: 65.0%

2-(bromomethyl)naphthalene (3163-27-7) → 1,2-di(1-naphthyl)ethane (15374-45-5) + 1-naphthalene methanol (4780-79-4) + 1-naphthaldehyde (66-77-3)

Guidance literature:

With N,N,N,N,N,N-hexamethylphosphoric triamide; iron(II) oxalate dihydrate; at 155 - 160 ℃; for 0.166667h; Further Variations:; Reagents; time; Product distribution;

DOI:10.1039/b211792d

upstream raw materials:

naphthalene

hydrogen cyanide

chloromethylene-formamidine

hexamethylenetetramine

Downstream raw materials:

3-[1]naphthylmethylene-dihydro-furan-2-one

1-(α-naphthyl)-2-nitro-1-propene

1-[(E)-2-nitroethenyl]naphthalene

1-ethynylnaphthalene

Refernces

• 1、 Shoesmith,Guthrie. "-". . p. 2332. Retrieved 1928.
• 2、 Bu, Hongzhong,Gu, Jiefan,Li, Yufeng,Ma, Hongfei,Wan, Yuting,Wu, Zheng-Guang,Zhang, Weijian,Zhou, Ying'ao,Zhu, Hongjun. "Ferric ion concentration-controlled aerobic photo-oxidation of benzylic C–H bond with high selectivity and conversion". . . Retrieved 2021/07/16.
• 3、 Li, Jianing,Zhao, Jingnan,Ma, Cunfei,Yu, Zongyi,Zhu, Hongfei,Yun, Lei,Meng, Qingwei. "Visible-Light-Driven Oxidative Cleavage of Alkenes Using Water-Soluble CdSe Quantum Dots". . p. 4985 - 4992. Retrieved 2021/10/16.