1-Naphthyl butyrate

Base Information

• Chemical Name: 1-Naphthyl butyrate
• CAS No.: 3121-70-8
• Molecular Formula: C14H14O2
• Molecular Weight: 214.264
• Hs Code.: 29156000
• European Community (EC) Number: 221-500-7
• NSC Number: 97269
• UNII: 9UZL9U0CIK
• DSSTox Substance ID: DTXSID9062851
• Nikkaji Number: J208.090G
• Wikidata: Q27273258
• Mol file: 3121-70-8.mol

Synonyms:alpha-naphthyl butyrate

Chemical Property of 1-Naphthyl butyrate

Chemical Property:

• Appearance/Colour: clear yellow liquid
• Vapor Pressure: 0.000321mmHg at 25°C
• Melting Point: 95.5-96.5 °C
• Refractive Index: n20/D 1.571(lit.)
• Boiling Point: 320.3 °C at 760 mmHg
• Flash Point: 117.2 °C
• PSA: 26.30000
• Density: 1.103 g/cm³
• LogP: 3.54530
• Storage Temp.: −20°C
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 214.099379685
• Heavy Atom Count: 16
• Complexity: 237

Purity/Quality:

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

1-Naphthyl butyrate ^*data from reagent suppliers

Safty Information:

• Safety Statements: 23-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCCC(=O)OC1=CC=CC2=CC=CC=C21
• Uses: 1-Naphthyl butyrate has been used as a substrate for esterase activity in sheep body louse Bovicola ovis and in chromogenic staining of flounder fish samples.

Technology Process of 1-Naphthyl butyrate

There total 3 articles about 1-Naphthyl butyrate 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:

butyric acid (107-92-6) + 2-(trimethylsilyl)naphthalen-3-yl trifluoromethanesulfonate (780820-43-1) → β-naphthyl butyrate (5856-33-7) + α-Naphthyl butyrate (3121-70-8) + 2-Butyryl-naphthol-(3) (6176-65-4)

Guidance literature:

butyric acid; 2-(trimethylsilyl)naphthalen-3-yl trifluoromethanesulfonate; With sodium hydroxide; In acetonitrile; at 20 ℃; for 0.166667h; Inert atmosphere;

With cesium fluoride; In acetonitrile; at 80 ℃; for 4h; Overall yield = 72 %; chemoselective reaction; Inert atmosphere;

DOI:10.1016/j.tetlet.2015.08.019

Reference yield:

α-naphthol (90-15-3) + butyric acid (107-92-6) → α-Naphthyl butyrate (3121-70-8)

Guidance literature:

With zinc(II) chloride;

DOI:10.1021/ja01878a068

Reference yield:

α-naphthol (90-15-3) + butyryl chloride (141-75-3) → α-Naphthyl butyrate (3121-70-8)

Guidance literature:

DOI:10.1021/ja01304a056

upstream raw materials:

α-naphthol

butyryl chloride

butyric acid

2-(trimethylsilyl)naphthalen-3-yl trifluoromethanesulfonate

Downstream raw materials:

2-butyryl-1-naphthol

α-naphthol

Refernces

• 1、 Wen, Chunxiao,Chen, Qian,He, Zhenwen,Yan, Xinxing,Zhang, Changyuan,Du, Zhiyun,Zhang, Kun. "The insertion of arynes into the O-H bond of aliphatic carboxylic acids". supporting information. p. 5470 - 5473. Retrieved 2015/09/15.