5-Bromobenzo[de]isochromene-1,3-dione

Base Information

• Chemical Name: 5-Bromobenzo[de]isochromene-1,3-dione
• CAS No.: 24050-49-5
• Molecular Formula: C12H5BrO3
• Molecular Weight: 277.074
• Hs Code.: 2932999099
• DSSTox Substance ID: DTXSID20397888
• Wikidata: Q72448314
• Mol file: 24050-49-5.mol

Synonyms:24050-49-5;5-Bromobenzo[de]isochromene-1,3-dione;3-Bromo-1,8-naphthalic anhydride;5-bromo-1H,3H-benzo[de]isochromene-1,3-dione;7-bromo-3-oxatricyclo[7.3.1.05,13]trideca-1(12),5(13),6,8,10-pentaene-2,4-dione;5-BROMO-BENZO(DE)ISOCHROMENE-1,3-DIONE;SCHEMBL1890003;3-Bromo-1,8-naphthalicanhydride;DTXSID20397888;LYXFXCSFCWZGNZ-UHFFFAOYSA-N;ZAA05049;MFCD00228162;STK696312;AKOS005528273;CS-W012311;SB36017;AS-60795;FT-0615122;EN300-118621;5-bromo-1H,3H-Naphtho[1,8-cd]pyran-1,3-dione;A878033;F1113-0420;11-bromo-3-oxatricyclo[7.3.1.0,5,13]trideca-1(13),5,7,9,11-pentaene-2,4-dione;7-bromo-3-oxatricyclo[7.3.1.0?,(1)(3)]trideca-1(13),5,7,9,11-pentaene-2,4-dione;7-bromo-3-oxatricyclo[7.3.1.0^{5,13]trideca-1(12),5(13),6,8,10-pentaene-2,4-dione

Chemical Property of 5-Bromobenzo[de]isochromene-1,3-dione

Chemical Property:

• Vapor Pressure: 5.78E-09mmHg at 25°C
• Melting Point: 244-246°C
• Refractive Index: 1.733
• Boiling Point: 468.9 °C at 760 mmHg
• Flash Point: 237.4 °C
• PSA: 43.37000
• Density: 1.812 g/cm³
• LogP: 2.91290
• Sensitive.: Moisture Sensitive
• 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

3-Bromo-1,8-naphthalicAnhydride ^*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

Useful:

• Canonical SMILES: C1=CC2=CC(=CC3=C2C(=C1)C(=O)OC3=O)Br
• Uses: 3-Bromo-1,8-naphthalic Anhydride is used in the preparation of novel NK1/NK2 antagonists. Also used in the synthesis of antitumor active a;lanediamines.

Technology Process of 5-Bromobenzo[de]isochromene-1,3-dione

There total 3 articles about 5-Bromobenzo[de]isochromene-1,3-dione 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: 100.0%

1,8-Naphthalic anhydride (81-84-5) → 3-bromonaphthalic-1,8-anhydride (24050-49-5)

Guidance literature:

With sulfuric acid; bromine; silver sulfate; at 65 ℃; for 6h;

DOI:10.1016/j.bmcl.2007.10.079

Reference yield:

1,8-Naphthalic anhydride (81-84-5) → 3-bromonaphthalic-1,8-anhydride (24050-49-5) + C12H4Br2O3 (1190615-88-3)

Guidance literature:

1,8-Naphthalic anhydride; With sulfuric acid; at 20 - 25 ℃; for 0.5h; Inert atmosphere;

With 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione; at -10 - 20 ℃; for 1h; Inert atmosphere;

DOI:10.1021/op800176e

Reference yield:

→ 3-bromonaphthalic-1,8-anhydride (24050-49-5)

Guidance literature:

Naphthalsaeureanhydrid, H2SO4, Ag2SO4, Br2, 6 h;

upstream raw materials:

1,8-Naphthalic anhydride

Downstream raw materials:

3-bromo-1-naphthoic acid

Refernces

• 1、 Kim, Kyung-Won,Kim, Geun-Hyeong,Kwon, Su-Hyeon,Yoon, Hyo-In,Son, Jung-Eek,Choi, Jae-Hong. "Synthesis and photophysical properties of blue-emitting fluorescence dyes derived from naphthalimide derivatives containing a diacetylene linkage group". . p. 353 - 361. Retrieved 2018.
• 2、 Xie, Lijuan,Xu, Yufang,Wang, Fang,Liu, Jianwen,Qian, Xuhong,Cui, Jingnan. "Synthesis of new amonafide analogues via coupling reaction and their cytotoxic evaluation and DNA-binding studies". . p. 804 - 810. Retrieved 2009.
• 3、 Ahn, Sung-Ok,Choi, Jae-Hong,Kim, Kyung-Won,Kwon, Su-Hyeon,Lee, Byung-Jun,Lee, Ju-Hong. "Synthesis and photophysical properties of fluorescent dyes based on triphenylamine, diphenylamine, diphenyl sulfone or triphenyltriazine derivatives containing an acetylene linkage group". . . Retrieved 2020/06/22.