3-[4-(Acetylamino)phenyl]acrylic acid

Base Information

• Chemical Name: 3-[4-(Acetylamino)phenyl]acrylic acid
• CAS No.: 7152-04-7
• Molecular Formula: C₁₁H₁₁NO₃
• Molecular Weight: 205.213
• Hs Code.: 2924299090
• European Community (EC) Number: 654-137-1
• NSC Number: 71985
• Nikkaji Number: J81.340K
• Mol file: 7152-04-7.mol

Synonyms:7152-04-7;3-[4-(acetylamino)phenyl]acrylic acid;3-(4-acetamidophenyl)acrylic acid;4-ACETAMIDOCINNAMIC ACID;4-acetylaminocinnamic acid;67249-02-9;(2E)-3-[4-(Acetylamino)phenyl]-2-propenoic acid;(E)-3-(4-acetamidophenyl)prop-2-enoic acid;(E)-3-(4-acetamidophenyl)acrylic acid;(2E)-3-(4-acetamidophenyl)prop-2-enoic acid;3-(4-acetamidophenyl)prop-2-enoic acid;(2E)-3-[4-(Acetylamino)phenyl]acrylic acid;4-Acetamidocinnamic acid;NSC 71985;NSC71985;SCHEMBL1881515;SCHEMBL2134110;3-(4-acetamidophenyl)acrylicacid;WGMFHSADKZJPGR-QPJJXVBHSA-N;trans-4-(Acetylamino)cinnamic acid;MFCD00016846;NSC-71985;AKOS000263333;3-[4-(Acetylamino)phenyl]propenoic acid;(E)-3-(4-acetylaminophenyl)acrylic acid;4-Acetamidocinnamic acid, predominantly trans;CS-0033825;EN300-27205;D72582;EN300-833020;8T-0336;A837222;J-501906;Z2670716107

Chemical Property of 3-[4-(Acetylamino)phenyl]acrylic acid

Chemical Property:

• Vapor Pressure: 1.13E-09mmHg at 25°C
• Melting Point: 269-271oC
• Boiling Point: 470.9°C at 760 mmHg
• Flash Point: 238.6°C
• PSA: 66.40000
• Density: 1.297g/cm³
• LogP: 1.81580
• XLogP3: 1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 205.07389321
• Heavy Atom Count: 15
• Complexity: 265

Purity/Quality:

99% ^*data from raw suppliers

3-[4-(Acetylamino)phenyl]acrylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R36/37/38:Irritating to eyes, respiratory system and skin.
• Hazard Codes: R36/37/38:Irritating to eyes, respiratory system and skin.
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(=O)NC1=CC=C(C=C1)C=CC(=O)O
• Isomeric SMILES: CC(=O)NC1=CC=C(C=C1)/C=C/C(=O)O

Technology Process of 3-[4-(Acetylamino)phenyl]acrylic acid

There total 2 articles about 3-[4-(Acetylamino)phenyl]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: 81.7%

p-aminocinnamic acid (2393-18-2) + acetic anhydride (108-24-7) → 4-acetoaminocinnamic acid (67249-02-9,7152-04-7)

Guidance literature:

In methanol; at 20 ℃; for 24h;

Reference yield:

malonic acid (141-82-2) + para-acetamidobenzaldehyde (122-85-0) → 4-acetoaminocinnamic acid (67249-02-9,7152-04-7)

Guidance literature:

With morpholine; In toluene; at 110 ℃; for 3h; Dean-Stark;

DOI:10.1021/acs.oprd.0c00216

Reference yield: 99.0%

N-2'-hydroxyethyl-5-(α-hydroxy-α-2-pyridylbenzyl)-7-(α-2-pyridylbenzylidene)-5-norbornene-2,3-dicarboximide + 4-acetoaminocinnamic acid (67249-02-9,7152-04-7) → N-[2'-(4''-acetamidocinnamoyloxy)ethyl]-5-(α-hydroxy-α-2-pyridylbenzyl)-7-(α-2-pyridyl benzylidene)-5-norbornene-2,3-dicarboximide

Guidance literature:

With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In dichloromethane; at 20 ℃; for 72h;

DOI:10.1016/j.bmc.2013.06.071

upstream raw materials:

p-aminocinnamic acid

acetic anhydride

malonic acid

para-acetamidobenzaldehyde

Downstream raw materials:

4-Acetamido-3-nitrocinnamic acid

1-[3-(4-acetylamino-phenyl)-acryloyl]-4-(4-oxo-5-phenyl-4,5-dihydro-oxazol-2-yl)-piperazine

3,4-diamino-cinnamic acid

4-amino-3-nitro-cinnamic acid

Refernces

• 1、 Tateyama, Seiji,Masuo, Shunsuke,Suvannasara, Phruetchika,Oka, Yuuki,Miyazato, Akio,Yasaki, Katsuaki,Teerawatananond, Thapong,Muangsin, Nongnuj,Zhou, Shengmin,Kawasaki, Yukie,Zhu, Longbao,Zhou, Zhemin,Takaya, Naoki,Kaneko, Tatsuo. "Ultrastrong, Transparent Polytruxillamides Derived from Microbial Photodimers". . p. 3336 - 3342. Retrieved 2016/06/01.