4-Chloro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline

Base Information

• Chemical Name: 4-Chloro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline
• CAS No.: 1073371-77-3
• Molecular Formula: C12H17BClNO2
• Molecular Weight: 253.536
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID90590349
• Wikidata: Q82484066
• Mol file: 1073371-77-3.mol

Synonyms:1073371-77-3;4-Chloro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline;2-AMINO-5-CHLOROPHENYLBORONIC ACID, PINACOL ESTER;2-Amino-5-chlorophenyl boronic acid pinacol ester;2-Amino-5-chlorophenylboronic acid pinacol ester;MFCD06795672;4-chloro-2-(tetramethyl-1,3,2-dioxaborolan-2-yl)aniline;SCHEMBL44671;DTXSID90590349;GVJZHGCVSYBPIM-UHFFFAOYSA-N;4-chloro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzenamine;AKOS015960137;AB29221;AS-55561;DA-23126;SY211544;CS-0044874;2-Amino-5-chlorophenylboronicacid,pinacolester;4-Chloroaniline-2-boronic Acid Pinacol Ester;EN300-335908;J-001878;Z2044763725;2-Amino-5-chlorophenylboronic acid pinacol ester, AldrichCPR

Chemical Property of 4-Chloro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline

Chemical Property:

• Boiling Point: 371.2±32.0 °C(Predicted)
• PKA: 3.26±0.10(Predicted)
• PSA: 44.48000
• Density: 1.15±0.1 g/cm3(Predicted)
• LogP: 2.80260
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 253.1040866
• Heavy Atom Count: 17
• Complexity: 282

Purity/Quality:

95% ^*data from raw suppliers

2-Amino-5-chlorophenylboronic acid pinacol ester ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B1(OC(C(O1)(C)C)(C)C)C2=C(C=CC(=C2)Cl)N
• Uses: 2-Amino-5-chlorophenylboronic acid, pinacol ester

Technology Process of 4-Chloro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline

There total 6 articles about 4-Chloro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline 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: 86.0%

4-chloro-2-bromoaniline (873-38-1) + 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane (25015-63-8) → 4-chloro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzenamine (1073371-77-3)

Guidance literature:

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; In dimethyl sulfoxide; at 80 ℃; for 22h; Inert atmosphere;

Reference yield: 86.0%

4-chloro-2-bromoaniline (873-38-1) + bis(pinacol)diborane (73183-34-3) → 4-chloro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzenamine (1073371-77-3)

Guidance literature:

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; In dimethyl sulfoxide; at 80 ℃; for 22h; Inert atmosphere;

Reference yield: 65.0%

→ 4-chloro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzenamine (1073371-77-3)

Guidance literature:

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; In 1,4-dioxane; at 90 ℃; for 6h; Inert atmosphere;

upstream raw materials:

4-chloro-2-bromoaniline

4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane

4-chloro-aniline

bis(pinacol)diborane

Downstream raw materials:

4-chloro-2-pyridin-2-yl-phenylamine

ethyl (3S)-7-(2-amino-5-chlorophenyl)-5-oxo-1,2,3,5-tetrahydroindolizine-3-carboxylate

2-azido-5-chlorophenylboronic acid pinacolate ester