(Z)-3-(Naphthalen-1-yl)acrylic acid

Base Information

• Chemical Name: (Z)-3-(Naphthalen-1-yl)acrylic acid
• CAS No.: 13026-12-5
• Molecular Formula: C13H10O2
• Molecular Weight: 198.221
• Hs Code.: 2916399090
• European Community (EC) Number: 235-887-5
• Nikkaji Number: J2.169.325A
• Mol file: 13026-12-5.mol

Synonyms:(Z)-3-(Naphthalen-1-yl)acrylic acid;(Z)-3-naphthalen-1-ylprop-2-enoic acid;3-(Naphthalen-1-yl)acrylic acid;13026-12-5;116659-84-8;SCHEMBL2903467;WPXMLUUYWNHQOR-HJWRWDBZSA-N;(z)-3-naphthalen-1-yl-acrylic acid;AKOS003725896;AE-641/02486005

Chemical Property of (Z)-3-(Naphthalen-1-yl)acrylic acid

Chemical Property:

• Appearance/Colour: Light White crystalline powder
• Vapor Pressure: 6.95E-07mmHg at 25°C
• Melting Point: 210-212ºC
• Boiling Point: 393.1ºCat 760 mmHg
• PKA: 4.46±0.30(Predicted)
• Flash Point: 290.7ºC
• PSA: 37.30000
• Density: 1.245 g/cm³
• LogP: 2.93760
• Storage Temp.: Inert atmosphere,Room Temperature
• Water Solubility.: Slightly soluble in water.
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 198.068079557
• Heavy Atom Count: 15
• Complexity: 257

Purity/Quality:

99% ^*data from raw suppliers

3-(1-Naphthyl)acrylic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39-37

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=CC=C2C=CC(=O)O
• Isomeric SMILES: C1=CC=C2C(=C1)C=CC=C2/C=C\C(=O)O
• Uses: 3-(1-Naphthyl)acrylic acid is used as a pharmaceutical intermediate.

Technology Process of (Z)-3-(Naphthalen-1-yl)acrylic acid

There total 45 articles about (Z)-3-(Naphthalen-1-yl)acrylic 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%

1-Iodonaphthalene (90-14-2) + acrylic acid methyl ester (292638-85-8,9003-21-8,96-33-3) → (E)-3-(naphthalen-1-yl)acrylic acid (13026-12-5,116659-84-8,2006-14-6)

Guidance literature:

With triethylamine; di-(3-methylphenyl)phosphinopolystyrene palladium catalyst; In acetonitrile; at 80 ℃; for 20h;

DOI:10.1002/adsc.200600503

Reference yield: 96.0%

2-chloro-3-(1-naphthyl)propionic acid methyl ester (139387-23-8) → (E)-3-(naphthalen-1-yl)acrylic acid (13026-12-5,116659-84-8,2006-14-6)

Guidance literature:

With potassium hydroxide; In ethanol; for 3h; Heating;

DOI:10.1023/A:1026190103546

Reference yield: 95.0%

malonic acid (141-82-2) + 1-naphthaldehyde (66-77-3) → (E)-3-(naphthalen-1-yl)acrylic acid (13026-12-5,116659-84-8,2006-14-6)

Guidance literature:

With piperidine; pyridine; at 120 - 130 ℃;

DOI:10.1016/j.bmc.2005.04.075

upstream raw materials:

malonic acid

1-naphthaldehyde

sodium acetate

2-chloro-3-(1-naphthyl)propionic acid methyl ester

Downstream raw materials:

3-(Naphth-1-yl)propan-1-ol

(E)‐3‐(naphthalen‐1‐yl)acryloyl chloride

4,5-Dimethyl-2--1,2,3,6-tetrahydrobenzoesaeure

1-vinylnaphthalene

Refernces

• 1、 Ohtaka, Atsushi,Yamaguchi, Tomohiro,Teratani, Takuto,Shimomura, Osamu,Nomura, Ryoki. "Linear polystyrene-stabilized PdO nanoparticle-catalyzed mizoroki-heck reactions in water". . p. 9067 - 9076. Retrieved 2011.
• 2、 Tanaka et al.. "". . p. 801,805. Retrieved 1979.
• 3、 Mayer, Joao C. P.,Acunha, Thiago V.,Rodrigues, Oscar E. D.,Back, Davi F.,Chaves, Otavio A.,Dornelles, Luciano,Iglesias, Bernardo A.. "Synthesis, spectroscopic characterization and DNA/HSA binding studies of (phenyl/naphthyl)ethenyl-substituted 1,3,4-oxadiazolyl-1,2,4-oxadiazoles". . p. 471 - 484. Retrieved 2021/01/11.
• 4、 Das, Aniruddha,Anbu, Nagaraj,Gogoi, Chiranjib,Dhakshinamoorthy, Amarajothi,Biswas, Shyam. "Amino Group Functionalized Hf-Based Metal-Organic Framework for Knoevenagel-Doebner Condensation". . p. 3396 - 3403. Retrieved 2021/08/20.