1-Naphthalenebutyric acid

Base Information

• Chemical Name: 1-Naphthalenebutyric acid
• CAS No.: 781-74-8
• Molecular Formula: C14H14O2
• Molecular Weight: 214.2598
• NSC Number: 3046
• DSSTox Substance ID: DTXSID70228734
• Nikkaji Number: J1.558.831D
• Wikidata: Q83108780
• Mol file: 781-74-8.mol

Synonyms:781-74-8;1-Naphthalenebutanoic acid;GAMMA-(1-NAPHTHYL)BUTYRIC ACID;4-(naphthalen-1-yl)butanoic acid;1-Naphthalenebutyric acid;4-Naphthalen-1-yl-butyric acid;4-(1-naphthyl)butanoic acid;4-(1-naphthyl) butyric acid;SCHEMBL2314388;DTXSID70228734;NSC3046;NSC 3046;NSC-3046;AKOS013528140;CS-0270334;EN300-1839958

Chemical Property of 1-Naphthalenebutyric acid

Chemical Property:

• Vapor Pressure: 5.71E-07mmHg at 25°C
• Boiling Point: 395.6°Cat760mmHg
• Flash Point: 292.5°C
• Density: 1.164g/cm³
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 214.099379685
• Heavy Atom Count: 16
• Complexity: 237

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=CC=C2CCCC(=O)O

Technology Process of 1-Naphthalenebutyric acid

There total 33 articles about 1-Naphthalenebutyric acid 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: 98.0%

but-3-enoic acid (625-38-7) + 1-Naphthylboronic acid (13922-41-3) → 4-(1-naphthyl)butanoic acid (781-74-8)

Guidance literature:

With propan-1-ol; bis(1,5-cyclooctadiene)nickel ⁽⁰⁾; potassium tert-butylate; 4,4-dibenzyl-2-(pyridin-2-yl)-4,5-dihydrooxazole; at 60 ℃; regioselective reaction; Sealed tube;

DOI:10.1002/anie.202010840

Reference yield: 96.0%

4-(1-naphthyl)-4-oxobutanoic acid (4653-13-8) → 4-(1-naphthyl)butanoic acid (781-74-8)

Guidance literature:

With potassium hydroxide; hydrazine hydrate; In diethylene glycol; 1.) reflux, 1 h 40 min, 2.) 200 deg C, 5 h;

Reference yield: 95.0%

2-(3-naphthalen-1-yl-propyl)-[1,3]dioxolane (313058-70-7) → 4-(1-naphthyl)butanoic acid (781-74-8)

Guidance literature:

With Oxone; water; In tetrahydrofuran; at 0 - 20 ℃; for 12h;

DOI:10.1002/(SICI)1521-3773(19990802)38:15<2267::AID-ANIE2267>3.0.CO;2-3

upstream raw materials:

4-(1-naphthyl)-4-oxobutanoic acid

1-(2-bromo)ethylnaphthalene

ethyl acetoacetate

(2-[1]naphthyl-ethyl)-malonic acid diethyl ester

Downstream raw materials:

C₁₄H₁₅NO₂

(S)-2-Amino-4-naphthalen-1-yl-butyric acid

(+/-)-1-Hydroxy-1-phenyl-1.2.3.4-tetrahydro-phenanthren

1-phenyl-3,4-dihydro-phenanthrene

Refernces

• 1、 Deng, Ruohan,Engle, Keary M.,Fu, Yue,Gao, Yang,Li, Zi-Qi,Liu, Peng,Tran, Van T.. "Ligand-Controlled Regiodivergence in Nickel-Catalyzed Hydroarylation and Hydroalkenylation of Alkenyl Carboxylic Acids**". supporting information. p. 23306 - 23312. Retrieved 2020/10/19.
• 2、 -. "Synthetic method of terminal carboxylic acid". Paragraph 0047-0050. . Retrieved 2019/11/21.