5-Bromoacenaphthene

Base Information

• Chemical Name: 5-Bromoacenaphthene
• CAS No.: 2051-98-1
• Molecular Formula: C12H9Br
• Molecular Weight: 233.107
• Hs Code.: 29039990
• European Community (EC) Number: 218-138-7
• NSC Number: 59823
• UNII: 46D4BK9PRB
• DSSTox Substance ID: DTXSID40174512
• Nikkaji Number: J21.019F
• Wikidata: Q72451199
• Mol file: 2051-98-1.mol

Synonyms:5-Bromoacenaphthene;2051-98-1;5-Bromo-1,2-dihydroacenaphthylene;Acenaphthene, 5-bromo-;ACENAPHTHYLENE, 5-BROMO-1,2-DIHYDRO-;46D4BK9PRB;EINECS 218-138-7;MFCD00003809;NSC 59823;NSC-59823;5-Bromoacenaphtene;5-bromo-acenaphthene;5-bromo acenaphthene;Maybridge1_006415;UNII-46D4BK9PRB;SCHEMBL2198474;HMS559L13;QALKJGMGKYKMKE-UHFFFAOYSA-;DTXSID40174512;NSC59823;BBL034629;STL419942;5-Bromo-1,2-dihydroacenaphthylene #;AKOS000278205;AC-4958;AS-9403;SB66574;SY036867;B1283;CS-0171499;FT-0620154;EN300-154070;A814640;J-516777;Z203054958;2-methylsulfanyl-4,5-dihydro-1H-imidazole

Chemical Property of 5-Bromoacenaphthene

Chemical Property:

• Appearance/Colour: Yellow powder
• Vapor Pressure: 0.00024mmHg at 25°C
• Melting Point: 54-56 °C(lit.)
• Refractive Index: 1.714
• Boiling Point: 335 °C at 760 mmHg
• Flash Point: 162.3 °C
• PSA: 0.00000
• Density: 1.542 g/cm³
• LogP: 3.70090
• Storage Temp.: Refrigerator
• Solubility.: Chloroform, Methanol (Slightly)
• XLogP3: 4.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 231.98876
• Heavy Atom Count: 13
• Complexity: 201

Purity/Quality:

99% ^*data from raw suppliers

5-Bromoacenaphthene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2=CC=C(C3=CC=CC1=C23)Br

Technology Process of 5-Bromoacenaphthene

There total 16 articles about 5-Bromoacenaphthene 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: 97.5%

acenaphthene (83-32-9) → 5-bromoacenaphthene (2051-98-1)

Guidance literature:

With cerium(III) chloride heptahydrate; dihydrogen peroxide; acetic acid; sodium bromide; In water; at 20 ℃; for 3h; Reagent/catalyst; Temperature;

Reference yield: 93.6%

N-Bromosuccinimide (128-08-5) + acenaphthene (83-32-9) → 5-bromoacenaphthene (2051-98-1)

Guidance literature:

In N,N-dimethyl-formamide; at 20 ℃; for 3h;

DOI:10.1039/c4dt01732c

Reference yield:

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

Guidance literature:

Multi-step reaction with 4 steps

1: Hydrolysis_.anschliessend Umsetzen mit Diazomethan

2: benzene; diethyl ether; LiAlH₄

3: benzene; diethyl ether; PBr₃

4: benzene

With lithium aluminium tetrahydride; diethyl ether; phosphorus tribromide; benzene;

DOI:10.1021/ja01107a501

upstream raw materials:

1,2-propylene cyclic carbonate

N-Bromosuccinimide

acenaphthene

N,N-dimethyl-formamide

Downstream raw materials:

1,1',2,2'-tetrahydro-5,5'-biacenaphthylene

acenaphthene

4-bromo-1,8-naphthalenedicarboxylic anhydride

4‐bromo‐5‐nitroacenaphthene

Refernces

• 1、 Rani, Sudesh,Luxami, Vijay,Paul, Kamaldeep. "Synthesis of Triphenylethylene-Naphthalimide Conjugates as topoisomerase-IIα inhibitor and HSA binder". . p. 1821 - 1831. Retrieved 2021.
• 2、 Ulla, Hidayath,Kiran, M. Raveendra,Garudachari,Ahipa,Tarafder, Kartick,Adhikari, Airody Vasudeva,Umesh,Satyanarayan. "Blue emitting 1,8-naphthalimides with electron transport properties for organic light emitting diode applications". . p. 344 - 354. Retrieved 2017.
• 3、 Zhang, Changli,Liu, Zhipeng,Li, Yunling,He, Weijiang,Gao, Xiang,Guo, Zijian. "In vitro and in vivo imaging application of a 1,8-naphthalimide-derived Zn2+ fluorescent sensor with nuclear envelope penetrability". . p. 11430 - 11432. Retrieved 2013.
• 4、 Qin, Jing-can,Fu, Zhen-hai,Tian, Li-mei,Yang, Zheng-yin. "Study on synthesis and fluorescence property of rhodamine–naphthalene conjugate". . . Retrieved 2020.
• 5、 Rouhani, Shohre,Seraj, Sanaz. "Synthesis and fluorescence quenching mechanism of novel naphthalimide derivative by nanographene oxide". . . Retrieved 2021/07/30.