(2E)-3-(Naphth-1-yl)prop-2-enoic acid, trans-3-(Naphth-1-yl)acrylic acid

Base Information

• Chemical Name: (2E)-3-(Naphth-1-yl)prop-2-enoic acid, trans-3-(Naphth-1-yl)acrylic acid
• CAS No.: 2006-14-6
• Molecular Formula: C₁₃H₁₀O₂
• Molecular Weight: 198.221
• Hs Code.: 2916399090
• Mol file: 2006-14-6.mol

Synonyms:3-methylpenta-2(E),4-dien-1-ol;(2E)-3-(1-naphthyl)propenoic acid;trans-3-(naphthalene-1-yl)acrylic acid;2,4-Pentadien-1-ol,3-methyl-,(2E);(E)-3-naphthalen-1-ylprop-2-enoic acid;(2Z)-3-methylpenta-2,4-dien-1-ol;3-(naphthalen-1-yl)acrylic acid;(E)-3-(naphth-1-yl)-2-propenoic acid;3-methyl-penta-2,4-dienol;2-Propenoic acid, 3-(1-naphthalenyl)-, (E)-;(E)-3-methyl-2,4-pentadien-1-ol;2,4-Pentadien-1-ol,3-methyl-,(2Z);(E)-3-(naphthalen-1-yl)acrylic acid;(E)-3-methyl-penta-2,4-dien-1-ol;

Chemical Property of (2E)-3-(Naphth-1-yl)prop-2-enoic acid, trans-3-(Naphth-1-yl)acrylic acid

Chemical Property:

• Melting Point: 211.5°C
• Refractive Index: 1.5954 (estimate)
• Boiling Point: 295.53°C (rough estimate)
• PKA: 4.46±0.30(Predicted)
• PSA: 37.30000
• Density: 1.1184 (rough estimate)
• LogP: 2.93760

Purity/Quality:

95% ^*data from raw suppliers

(E)?-?3-?(Naphthalen-?1-?yl)?acrylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: (E)?-?3-?(Naphthalen-?1-?yl)?acrylic Acid is a useful synthetic intermediate in the synthesis of C-seco-TRAs, which are anti-tuberculosis drugs.

Technology Process of (2E)-3-(Naphth-1-yl)prop-2-enoic acid, trans-3-(Naphth-1-yl)acrylic acid

There total 32 articles about (2E)-3-(Naphth-1-yl)prop-2-enoic acid, trans-3-(Naphth-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:

piperidine

malonic acid

1-naphthaldehyde

pyridine

Downstream raw materials:

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

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

1-chloronaphtho<2,1-b>thiophene-2-carboxoyl chloride

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

Refernces

• 1、 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.
• 2、 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.