1H,3H-Naphtho[1,8-cd]pyran-1,3-dione, 6-bromo-

Base Information

• Chemical Name: 1H,3H-Naphtho[1,8-cd]pyran-1,3-dione, 6-bromo-
• CAS No.: 81-86-7
• Molecular Formula: C12H5BrO3
• Molecular Weight: 277.074
• Hs Code.: 29173990
• European Community (EC) Number: 201-382-3
• DSSTox Substance ID: DTXSID0058857
• Nikkaji Number: J25.130E
• Wikidata: Q72448311
• ChEMBL ID: CHEMBL2234776
• Mol file: 81-86-7.mol

Synonyms:4-Bromo-1,8-naphthalic anhydride;81-86-7;6-Bromobenzo[de]isochromene-1,3-dione;1H,3H-Naphtho[1,8-cd]pyran-1,3-dione, 6-bromo-;4-Bromo-1,8-naphthalenedicarboxylic Anhydride;4-Bromo-1,8-naphthalicanhydride;C12H5BrO3;6-bromo-1h,3h-naphtho[1,8-cd]pyran-1,3-dione;6-Bromo-1H,3H-benzo[de]isochromene-1,3-dione;EINECS 201-382-3;8-bromo-3-oxatricyclo[7.3.1.05,13]trideca-1(12),5(13),6,8,10-pentaene-2,4-dione;1H,3H-Naphtho(1,8-cd)pyran-1,3-dione, 6-bromo-;6-Bromo-1H,3H-naphtho(1,8-cd)pyran-1,3-dione;BrNpA;2-bromonaphthalic anhydride;SCHEMBL320954;C12-H5-Br-O3;CHEMBL2234776;DTXSID0058857;4-Bromo 1,8 naphthalic anhydride;4-Bromo-1,8-Naphthaltc anhydride;BBL022751;MFCD00006927;STL224022;AKOS000436701;PS-7243;4-Bromo-1,8-naphthalic anhydride, 95%;AC-10946;B0858;CS-0015910;FT-0600735;FT-0617701;4-bromonaphthalene-1,8-dicarboxylic anhydride;VU0489338-1;EN300-113508;6-Bromo-1H,3H-benzo[de]isochromene-1,3-dione #;6-bromo-1H,3H-naphtho[l,8-cd]pyran-1,3-dione;A864489;AQ-390/40838877;J-514536;F0020-1844;F1565-0135;10-bromo-3-oxatricyclo[7.3.1.0,5,13]trideca-1(13),5,7,9,11-pentaene-2,4-dione;8-Bromo-3-oxatricyclo[7.3.1.0 5,13]trideca-1(13),5,7,9,11-pentaene-2,4-dione;8-bromo-3-oxatricyclo[7.3.1.0^{5,13}]trideca-1(12),5,7,9(13),10-pentaene-2,4-dione

Chemical Property of 1H,3H-Naphtho[1,8-cd]pyran-1,3-dione, 6-bromo-

Chemical Property:

• Appearance/Colour: White to yellow solid
• Vapor Pressure: 6.66E-09mmHg at 25°C
• Melting Point: 217-219 °C(lit.)
• Refractive Index: 1.733
• Boiling Point: 467.2 °C at 760 mmHg
• Flash Point: 236.3 °C
• PSA: 43.37000
• Density: 1.812 g/cm³
• LogP: 2.91290
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 275.94221
• Heavy Atom Count: 16
• Complexity: 341

Purity/Quality:

99% ^*data from raw suppliers

4-Bromo-1,8-naphthalic Anhydride ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC2=C(C=CC3=C2C(=C1)C(=O)OC3=O)Br
• Uses: 4-Bromo-1,8-naphthalic Anhydride is used as a starting material in the synthesis of a fluorescent probe for the detection of copper ions in living human LO-2 cell lines.

Technology Process of 1H,3H-Naphtho[1,8-cd]pyran-1,3-dione, 6-bromo-

There total 18 articles about 1H,3H-Naphtho[1,8-cd]pyran-1,3-dione, 6-bromo- 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: 94.0%

1,8-Naphthalic anhydride (81-84-5) → 4-bromo-1,8-naphthalenedicarboxylic anhydride (81-86-7)

Guidance literature:

1,8-Naphthalic anhydride; With bromine; potassium hydroxide; In water; at 0 - 60 ℃; for 18h;

With sulfuric acid; In water; at 20 ℃; Reflux;

DOI:10.1002/chem.201102096

Reference yield: 80.0%

5-bromoacenaphthene (2051-98-1) → 4-bromo-1,8-naphthalenedicarboxylic anhydride (81-86-7)

Guidance literature:

With sodium dichromate; In water; acetic acid; for 12h; Heating;

DOI:10.1016/S0040-4039(00)00288-4

Reference yield: 13.0%

7-bromophenalenone (75839-72-4) → 4-bromo-1,8-naphthalenedicarboxylic anhydride (81-86-7)

Guidance literature:

With chromium(VI) oxide; In acetic acid; at 80 ℃; for 1h;

upstream raw materials:

1,8-Naphthalic anhydride

5-bromoacenaphthene

4-sulfo-naphthalene-1,8-dicarboxylic acid

7-bromophenalenone

Downstream raw materials:

4-(1-phenylethynyl)-1,8-naphthalic anhydride

5-(2-methoxyphenyl)-1,8-naphthalic anhydride

4-bromo-naphthalene-1,8-dicarboxylic acid

3-bromo-7H-benzo[de]benzo[4,5]imidazo[2,1-a]isoquinolin-7-one

Refernces

• 1、 Maji, Siddhartha,Chowdhury, Bijit,Pal, Sanchari,Ghosh, Pradyut. "An indolium ion functionalized naphtha imide chemodosimeter for detection of cyanide in aqueous medium". . p. 321 - 328. Retrieved 2018.
• 2、 Rouhani, Shohre,Seraj, Sanaz. "Synthesis and fluorescence quenching mechanism of novel naphthalimide derivative by nanographene oxide". . . Retrieved 2021/07/30.
• 3、 Luxami, Vijay,Paul, Kamaldeep,Singh, Iqubal. "Synthesis of naphthalimide-phenanthro[9,10-d]imidazole derivatives: In vitro evaluation, binding interaction with DNA and topoisomerase inhibition". . . Retrieved 2020/02/11.