4-(1-Naphthalenylamino)-4-oxo-2-butenoic acid

Base Information

• Chemical Name: 4-(1-Naphthalenylamino)-4-oxo-2-butenoic acid
• CAS No.: 306935-75-1
• Molecular Formula: C₁₄H₁₁NO₃
• Molecular Weight: 241.246
• Hs Code.: 2924299090
• DSSTox Substance ID: DTXSID501253059
• Mol file: 306935-75-1.mol

Synonyms:119206-63-2;4-(naphthalen-1-ylamino)-4-oxobut-2-enoic acid;CBDivE_002818;DTXSID501253059;FT-0616487;FT-0629073;4-(1-Naphthalenylamino)-4-oxo-2-butenoic acid

Chemical Property of 4-(1-Naphthalenylamino)-4-oxo-2-butenoic acid

Chemical Property:

• Vapor Pressure: 3.15E-12mmHg at 25°C
• Melting Point: 150 °C
• Boiling Point: 533.9°Cat760mmHg
• PKA: 3.47±0.10(Predicted)
• Flash Point: 276.7°C
• PSA: 66.40000
• Density: 1.356g/cm³
• LogP: 2.49210
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 241.07389321
• Heavy Atom Count: 18
• Complexity: 351

Purity/Quality:

98%min ^*data from raw suppliers

(2Z)-4-(1-Naphthylamino)-4-oxobut-2-enoic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R36/37/38:Irritating to eyes, respiratory system and skin.
• Hazard Codes: Xi:Irritant
• Statements: R36/37/38:Irritating to eyes, respiratory system and skin.
• Safety Statements: S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.; S37/39:Wear suitable g

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=CC=C2NC(=O)C=CC(=O)O

Technology Process of 4-(1-Naphthalenylamino)-4-oxo-2-butenoic acid

There total 1 articles about 4-(1-Naphthalenylamino)-4-oxo-2-butenoic 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:

maleic anhydride (108-31-6) + 1-amino-naphthalene (134-32-7) → 4-(1-naphthylamino)-4-oxobut-2-enoic acid (306935-75-1)

Guidance literature:

In diethyl ether; for 2h;

DOI:10.1002/asia.201701072

Reference yield: 73.0%

[tris(triphenylphosphine) ruthenium(III) trichloride] (30050-39-6,23311-38-8) + 4-(1-naphthylamino)-4-oxobut-2-enoic acid (306935-75-1) → RuCl2(PPh3)2(4-(1-naphthylamino)-4-oxobut-2-enoic acid(1-)) (1122445-10-6)

Guidance literature:

In acetone; soln. of ligand in acetone added to acetone soln. of RuCl3(P(C6H5)3)3, stirred for 3 h; concd. under reduced pressure, Et2O added, filtered, washed with Et2O, dried in vac., recrystd. from CH2Cl2 and Et2O; elem. anal.;

DOI:10.1016/j.saa.2008.07.035

Reference yield:

4-(1-naphthylamino)-4-oxobut-2-enoic acid (306935-75-1) → N-(1-naphthalenyl)maleimide (3369-39-9)

Guidance literature:

With sodium acetate; acetic anhydride; Reflux;

DOI:10.1002/asia.201701072

upstream raw materials:

maleic anhydride

1-amino-naphthalene

Downstream raw materials:

RuCl₂(PPh₃)2(4-(1-naphthylamino)-4-oxobut-2-enoic acid^(1-))

N-(1-naphthalenyl)maleimide

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