2-Naphthalen-1-ylprop-2-enoic acid

Base Information

• Chemical Name: 2-Naphthalen-1-ylprop-2-enoic acid
• CAS No.: 6341-56-6
• Molecular Formula: C13H10 O2
• Molecular Weight: 198.2173
• NSC Number: 46721
• DSSTox Substance ID: DTXSID30286633
• Nikkaji Number: J1.500.737K
• Wikidata: Q82022406
• Mol file: 6341-56-6.mol

Synonyms:6341-56-6;NSC46721;2-naphthalen-1-ylprop-2-enoic acid;2-(1-naphthyl)acrylic acid;naphthylacrylic acid;1-Naphthyl acrylic acid;SCHEMBL35405;DTXSID30286633;SMFSDQSZGCZDAI-UHFFFAOYSA-N;NSC-46721;2-(1-naphthalenyl)-2-propenoic acid;FT-0640006;2-(NAPHTHALEN-1-YL)PROP-2-ENOIC ACID;EN300-1859324;A837449

Chemical Property of 2-Naphthalen-1-ylprop-2-enoic acid

Chemical Property:

• Boiling Point: 378.8°Cat760mmHg
• Flash Point: 278°C
• Density: 1.208g/cm³
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 198.068079557
• Heavy Atom Count: 15
• Complexity: 270

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=C(C1=CC=CC2=CC=CC=C21)C(=O)O

Technology Process of 2-Naphthalen-1-ylprop-2-enoic acid

There total 13 articles about 2-Naphthalen-1-ylprop-2-enoic 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: 100.0%

2-naphthalen-1-yl-acrylic acid methyl ester (335208-46-3) → 2-(naphthalen-1-yl)-acrylic acid (6341-56-6)

Guidance literature:

With lithium hydroxide monohydrate; In tetrahydrofuran; water; for 3h; Heating;

DOI:10.1002/anie.201710601

Reference yield: 62.0%

carbon dioxide (124-38-9,18923-20-1) + 1-ethynylnaphthalene (15727-65-8) → 2-(naphthalen-1-yl)-acrylic acid (6341-56-6)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; phenylsilane; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; triethylamine; In N,N-dimethyl-formamide; at 80 ℃; for 12h; under 15001.5 Torr; regioselective reaction;

DOI:10.1021/acscatal.0c01687

Reference yield: 58.0%

1-naphthaldehyde (66-77-3) → 2-(naphthalen-1-yl)-acrylic acid (6341-56-6)

Guidance literature:

With potassium acetate; acetic anhydride;

upstream raw materials:

2-naphthalen-1-yl-acrylic acid methyl ester

methyl 1-naphthylacetate

1-bromo-naphth-1-yl-acetic acid methyl ester

diethoxyphosphoryl-2-(naphth-1-yl)-acetic acid methyl ester

Downstream raw materials:

C₂₂H₁₉NO₃S

N-benzyl-2-(naphthalen-1-yl)acrylamide

Refernces

• 1、 Yu, Shuling,Hong, Chao,Liu, Zhanxiang,Zhang, Yuhong. "Synthesis of Cyclopentenones through Rhodium-Catalyzed C-H Annulation of Acrylic Acids with Formaldehyde and Malonates". supporting information. p. 5054 - 5059. Retrieved 2021/07/20.
• 2、 Coles, Simon J.,Hareram, Mishra Deepak,Harnedy, James,Morrill, Louis C.,Tizzard, Graham J.. "Electrochemical oxidative: Z -selective C(sp2)-H chlorination of acrylamides". supporting information. p. 12643 - 12646. Retrieved 2021/12/07.