4-Methoxybenzenediazonium tetrafluoroborate

Base Information

• Chemical Name: 4-Methoxybenzenediazonium tetrafluoroborate
• CAS No.: 459-64-3
• Molecular Formula: C7H7N2O.BF4
• Molecular Weight: 221.95
• Hs Code.: 29270000
• European Community (EC) Number: 207-296-2
• DSSTox Substance ID: DTXSID70196646
• Mol file: 459-64-3.mol

Synonyms:4-methoxybenzenediazoniumfluoroborate;p-methoxybenzenediazoniumfluoroborate

Chemical Property of 4-Methoxybenzenediazonium tetrafluoroborate

Chemical Property:

• Melting Point: 142-144 °C(lit.)
• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 37.38000
• Density: g/cm³
• LogP: 3.47978
• Storage Temp.: Refrigerator (+4°C)
• Water Solubility.: Decompose in water
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 1
• Exact Mass: 222.0587557
• Heavy Atom Count: 15
• Complexity: 160

Purity/Quality:

98%, ^*data from raw suppliers

4-Methoxybenzenediazonium Tetrafluoroborate >98.0%(HPLC) ^*data from reagent suppliers

Safty Information:

• 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: [B-](F)(F)(F)F.COC1=CC=C(C=C1)[N+]#N
• Uses: 4-Methoxybenzenediazonium tetrafluoroborate has been used in the preparation of azo coupled cyclic β-enaminones.

Technology Process of 4-Methoxybenzenediazonium tetrafluoroborate

There total 23 articles about 4-Methoxybenzenediazonium tetrafluoroborate 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: 96.0%

2-methoxy-phenylamine (90-04-0) → 4-methoxybenzenediazonium tetrafluoroborate (459-64-3)

Guidance literature:

With tetrafluoroboric acid; sodium nitrite; In water; for 0.166667h; Cooling with ice;

DOI:10.1039/c9cc09710d

Reference yield: 92.0%

boron trifluoride-tetrahydrofuran complex (462-34-0) + 4-methoxy-aniline (104-94-9) + isopentyl nitrite (110-46-3) → 4-methoxybenzenediazonium tetrafluoroborate (459-64-3)

Guidance literature:

boron trifluoride-tetrahydrofuran complex; 4-methoxy-aniline; In tetrahydrofuran; at 0 ℃; for 0.0833333h;

isopentyl nitrite; In tetrahydrofuran; at 0 ℃; for 0.25h;

DOI:10.1002/anie.201511807

Reference yield: 88.0%

tetrafluoroboric acid + 4-methoxy-aniline (104-94-9) + sodium nitrite (7632-00-0) → 4-methoxybenzenediazonium tetrafluoroborate (459-64-3)

Guidance literature:

In water; at 0 ℃; for 0.75h;

DOI:10.1002/chem.202001148

upstream raw materials:

4-methoxy-aniline

18-crown-6/p-methoxybenzenediazonium tetrafluoroborate complex

aminosulfonic acid

4-methoxyacetanilide

Downstream raw materials:

1-fluoro-4-methoxybenzene

2,3-bis-(4-methoxy-phenyl)-3,5,6,7-tetrahydro-2H-2aλ⁴-thia-1,2,3,4-tetraaza-cyclopenta[cd]indene

N',N'''-bis-(4-methoxy-phenyl)-N,N''-(4-tert-butyl-1-methoxy-1-phenyl-1λ⁵-phosphinine-2,6-diyl)-bis-diazene

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

Refernces

• 1、 Ngoc, Hoa Nguyen,Cougnon, Charles,Gohier, Frederic. "Deprotection of arenediazonium tetrafluoroborate ethers with BBr 3". . p. 3955 - 3957. Retrieved 2009.
• 2、 Liu, An-Di,Wang, Zhao-Li,Liu, Li,Cheng, Liang. "Aqueous and Visible-Light-Promoted C-H (Hetero)arylation of Uracil Derivatives with Diazoniums". . p. 16434 - 16447. Retrieved 2021/11/16.
• 3、 Anderl, Felix,Balkenhohl, Moritz,Carreira, Erick M.,Fink, Moritz,Pfaff, Patrick. "Azoacetylenes for the Synthesis of Arylazotriazole Photoswitches". supporting information. p. 14495 - 14501. Retrieved 2021/09/18.