1-Bromo-4-isocyanobenzene

Base Information

• Chemical Name: 1-Bromo-4-isocyanobenzene
• CAS No.: 33554-73-3
• Molecular Formula: C7H4BrN
• Molecular Weight: 182.019
• Hs Code.: 2926909090
• European Community (EC) Number: 883-972-6
• DSSTox Substance ID: DTXSID00373741
• Nikkaji Number: J314.131D
• Wikidata: Q82162063
• Mol file: 33554-73-3.mol

Synonyms:1-bromo-4-isocyanobenzene;33554-73-3;4-Bromophenylisocyanide;4-bromophenyl-isocyanide;4-Bromophenyl isocyanide;SCHEMBL997985;Benzene, 1-bromo-4-isocyano-;LCZC3172;DTXSID00373741;BBL020634;MFCD04117594;STK893324;AKOS001476182;GS-0287;FT-0639111;E78470;EN300-1176974;A875254;p-bromophenyl isocyanide;TOS-BB-0773;para-bromophenyl isocyanate

Chemical Property of 1-Bromo-4-isocyanobenzene

Chemical Property:

• Melting Point: 98 °C(Solv: hexane (110-54-3))
• PSA: 0.00000
• LogP: 2.23060
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 180.95271
• Heavy Atom Count: 9
• Complexity: 127

Purity/Quality:

97% ^*data from raw suppliers

4-BromophenylIsocyanide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: [C-]#[N+]C1=CC=C(C=C1)Br
• Uses: 4-bromophenyl isocyanide is used in preparation of 4-Tetrazolyl substituted-Benzo[d][1,3]oxazine derivatives by Passerini multi-component reaction.

Technology Process of 1-Bromo-4-isocyanobenzene

There total 9 articles about 1-Bromo-4-isocyanobenzene 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: 95.0%

N-(4-bromophenyl)formamide (2617-78-9) → 1-bromo-4-isocyanobenzene (33554-73-3)

Guidance literature:

With diisopropylamine; trichlorophosphate; In dichloromethane; at 0 - 20 ℃; for 0.333333h; Inert atmosphere;

DOI:10.1016/j.tet.2012.09.068

Reference yield: 88.0%

N-dichloromethylene-4-bromoaniline (2666-65-1) → 1-bromo-4-isocyanobenzene (33554-73-3)

Guidance literature:

With lithium perchlorate; In N,N-dimethyl-formamide; at 15 ℃; Electrolysis;

DOI:10.1016/S0040-4020(99)00509-8

Reference yield:

N,N'-bis-(4-bromo-phenyl)-N-hydroxy-formamidine → bis(p-bromophenyl)carbodiimide (726-41-0) + N,N'-bis(p-bromophenyl)urea (6341-55-5) + 1-bromo-4-isocyanobenzene (33554-73-3) + 4-bromo-aniline (106-40-1)

Guidance literature:

bei der thermischen Zersetzung;

upstream raw materials:

4-bromo-aniline

N-dichloromethylene-4-bromoaniline

N-(4-bromophenyl)formamide

Downstream raw materials:

N-(4-bromophenyl)formamide

5-bromo-1-[3,3-dimethyl-2-oxo-1-(p-tolyl)azetidin-4-yl]-2-[(Z)-3,3-dimethyl-2-oxo-1-(p-tolyl)azetidin-4-ylidene]-3-(p-bromophenylimino)-2,3-dihydroindole

C₁₃H₁₅BrClNO₃