4-Bromobenzenediazonium

Base Information

• Chemical Name: 4-Bromobenzenediazonium
• CAS No.: 673-40-5
• Molecular Formula: C6H4BBrF4N2
• Molecular Weight: 270.82
• Hs Code.: 29270000
• DSSTox Substance ID: DTXSID70986564
• Nikkaji Number: J499.487F
• Wikidata: Q82974519
• Mol file: 673-40-5.mol

Synonyms:4-bromobenzenediazonium;4-bromanylbenzenediazonium;4-Bromobenzene-1-diazonium;SCHEMBL112852;UPQQTAIBAVTEGV-UHFFFAOYSA-;DTXSID70986564;A835715;InChI=1/C6H4BrN2/c7-5-1-3-6(9-8)4-2-5/h1-4H/q+1

Chemical Property of 4-Bromobenzenediazonium

Chemical Property:

• Melting Point: 135-140 °C (dec.)(lit.)
• PSA: 28.15000
• LogP: 4.23368
• Storage Temp.: 2-8°C
• Sensitive.: Moisture Sensitive
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 182.95579
• Heavy Atom Count: 9
• Complexity: 129

Purity/Quality:

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

4-Bromobenzenediazonium tetrafluoroborate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=CC=C1[N+]#N)Br
• Uses: 4-Bromobenzenediazonium tetrafluoroborate was used in preparation of surface modified Au(111) electrode, 1-(4?-bromophenyl)-3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluorodec-1-ene.

Technology Process of 4-Bromobenzenediazonium

There total 11 articles about 4-Bromobenzenediazonium 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: 98.0%

nitrosonium tetrafluoroborate + 4-bromo-aniline (106-40-1) → 4-bromobenzenediazonium tetrafluoroborate (673-40-5)

Guidance literature:

In ethyl acetate; at 0 ℃; Inert atmosphere;

DOI:10.1021/jacs.1c06014

Reference yield: 94.0%

tetrafluoroboric acid + 4-bromo-aniline (106-40-1) + sodium nitrite (7632-00-0) → 4-bromobenzenediazonium tetrafluoroborate (673-40-5)

Guidance literature:

In water; at 0 - 5 ℃; for 0.5h;

DOI:10.1002/ejoc.201601493

Reference yield: 89.0%

tetrafluoroboric acid + 4-bromo-aniline (106-40-1) → 4-bromobenzenediazonium tetrafluoroborate (673-40-5)

Guidance literature:

tetrafluoroboric acid; 4-bromo-aniline; In water; at 0 ℃; for 0.166667h;

With sodium nitrite; In water; at 0 ℃; for 0.283333h;

DOI:10.3762/bjoc.14.201

upstream raw materials:

4-bromo-aniline

sodium nitrite

sodium tetrafluoroborate

boron trifluoride diethyl etherate

Downstream raw materials:

6,7-dimethyl-benzo[4,5]imidazo[2,1-b]thiazole-2,3-dione 2-[(4-bromo-phenyl)-hydrazone]

1-(4-bromo-phenyl)-3-(4-bromo-phenylazo)-5-tert-butyl-1H-7λ⁴-[1,2]dithiolo[5,1-e][1,2,3]thiadiazole

naphtho[1',2':4,5]imidazo[2,1-b]thiazole-8,9-dione 9-[(4-bromo-phenyl)-hydrazone]

2-(4-bromophenyl)succinic acid

Refernces

• 1、 Abrams. "Alternative method for the synthesis of triazenes from aryl diazonium salts". supporting information. . Retrieved 2021/05/10.
• 2、 Schotten, Christiane,Leprevost, Samy K.,Yong, Low Ming,Hughes, Colan E.,Harris, Kenneth D. M.,Browne, Duncan L.. "Comparison of the Thermal Stabilities of Diazonium Salts and Their Corresponding Triazenes". supporting information. p. 2336 - 2341. Retrieved 2020/06/05.