2,3-Bis(bromomethyl)quinoxaline

Base Information

• Chemical Name: 2,3-Bis(bromomethyl)quinoxaline
• CAS No.: 3138-86-1
• Molecular Formula: C10H8 Br2 N2
• Molecular Weight: 315.995
• Hs Code.: 2933990090
• European Community (EC) Number: 221-538-4
• NSC Number: 38602
• UNII: MK7CU7QW5H
• DSSTox Substance ID: DTXSID3062861
• Nikkaji Number: J48.368K
• Wikidata: Q81990311
• Mol file: 3138-86-1.mol

Synonyms:2,3-Bis(bromomethyl)quinoxaline;3138-86-1;QUINOXALINE, 2,3-BIS(BROMOMETHYL)-;2,3-Bis(bromomethyl)-1,4-benzodiazine;EINECS 221-538-4;NSC 38602;MK7CU7QW5H;BRN 0137771;NSC-38602;5-23-07-00271 (Beilstein Handbook Reference);2,4-benzodiazine;NSC38602;2-hydroxybenzthiazole;UNII-MK7CU7QW5H;SCHEMBL1258591;3-Cyclopentyl-propionyl chloride;DTXSID3062861;Quinoxaline,3-bis(bromomethyl)-;C10-H8-Br2-N2;2,3-Bis-(bromomethyl)quinoxaline;MFCD00006729;WLN: T66 BN ENJ C1E D1E;AKOS015897202;2,3-Bis(bromomethyl)quinoxaline, 98%;AS-81270;LS-142969;FT-0609498;2,3-BIS-(BROMETHYL)-QUINOXALINE98%;J-640142;J-800146

Chemical Property of 2,3-Bis(bromomethyl)quinoxaline

Chemical Property:

• Vapor Pressure: 0.000121mmHg at 25°C
• Melting Point: 152-156 °C(lit.)
• Refractive Index: 1.7040 (estimate)
• Boiling Point: 345.7°Cat760mmHg
• PKA: -1.31±0.48(Predicted)
• Flash Point: 162.9°C
• PSA: 25.78000
• Density: 1.869g/cm³
• LogP: 3.41960
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 315.90337
• Heavy Atom Count: 14
• Complexity: 169

Purity/Quality:

98%,99%, ^*data from raw suppliers

2,3-Bis(bromomethyl)quinoxaline 98% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: C
• Statements: 34-36/37
• Safety Statements: 26-27-28-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)N=C(C(=N2)CBr)CBr

Technology Process of 2,3-Bis(bromomethyl)quinoxaline

There total 4 articles about 2,3-Bis(bromomethyl)quinoxaline 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: 97.0%

1,2-diamino-benzene (95-54-5) + 1,4-Dibromo-butane-2,3-dione (6305-43-7) → 2,3-bis(bromomethyl)quinoxaline (3138-86-1)

Guidance literature:

With ammonium chloride; In methanol; at 20 ℃; for 0.5h;

DOI:10.1002/ejic.202100653

Reference yield: 53.0%

2,3-dimethylquinoxaline (2379-55-7) → 2,3-bis(bromomethyl)quinoxaline (3138-86-1)

Guidance literature:

With N-Bromosuccinimide; dibenzoyl peroxide; In tetrachloromethane; for 18h; Reflux; Inert atmosphere;

DOI:10.1016/j.dyepig.2016.12.019

Reference yield:

2,3-dimethylquinoxaline (2379-55-7) + chloroform (67-66-3,8013-54-5) + bromine (7726-95-6) → 2,3-bis(bromomethyl)quinoxaline (3138-86-1) + 2,3-bis-dibromomethyl-quinoxaline (32602-06-5)

Guidance literature:

DOI:10.1039/jr9300001709 DOI:10.1002/hlca.19460290116

upstream raw materials:

2,3-dimethylquinoxaline

1,2-diamino-benzene

1,4-Dibromo-butane-2,3-dione

chloroform

Downstream raw materials:

2,3-bis(bromomethyl)quinoxaline 1,4-di-N-oxide

2,2'-(quinoxalin-2'',3''-diyl)methoxydibenzaldehyde

2,3-bis[(5-methoxy-2-formylphenoxy)methyl]quinoxaline

2,3-bis[(4-methoxy-2-formylphenoxy)methyl]quinoxaline

Refernces

• 1、 Xie, Ya-Bo,Li, Jian-Rong,Bu, Xian-He. "New coordination architectures of dithioether ligand with silver salts: Effect of anions on complex structures". . p. 34 - 39. Retrieved 2006.
• 2、 Liu, Qing-Xiang,Yao, Zhao-Quan,Zhao, Xiao-Jun,Zhao, Zhi-Xiang,Wang, Xiu-Guang. "NHC metal (silver, mercury, and nickel) complexes based on quinoxaline-dibenzimidazolium salts: Synthesis, structural studies, and fluorescent chemosensors for Cu2+ by charge transfer". . p. 3493 - 3501. Retrieved 2013.
• 3、 Upadhyay, Anjali,Karpagam. "Synthesis and photo physical properties of carbazole based quinoxaline conjugated polymer for fluorescent detection of Ni2+". . p. 50 - 64. Retrieved 2017.
• 4、 Maiti, Santanu,Roy, Nilmadhab,Babu, Lavanya Thilak,Moharana, Prithvi,Athira,Darsana Sreedhar,De, Sourav,Ashok Kumar,Paira, Priyankar. "Cu(ii), Ir(i) and CuO nanocatalyzed mild synthesis of luminescent symmetrical and unsymmetrical bis(triazolylmethyl)quinoxalines: Biocompatibility, cytotoxicity, live cell imaging and biomolecular interaction". . p. 920 - 931. Retrieved 2020.
• 5、 Roy, Nilmadhab,Sen, Utsav,Madaan, Yukti,Muthukumar, Venkatesan,Varddhan, Seshu,Sahoo, Suban K.,Panda, Debashis,Bose, Bipasha,Paira, Priyankar. "Mitochondria-Targeting Click-Derived Pyridinyltriazolylmethylquinoxaline-Based Y-Shaped Binuclear Luminescent Ruthenium(II) and Iridium(III) Complexes as Cancer Theranostic Agents". . p. 17689 - 17711. Retrieved 2020.
• 6、 Tamuli, Kashyap J.,Nath, Shyamalendu,Bordoloi, Manobjyoti. "In water organic synthesis: Introducing itaconic acid as a recyclable acidic promoter for efficient and scalable synthesis of quinoxaline derivatives at room temperature". supporting information. p. 983 - 1002. Retrieved 2021/02/27.