3-METHYL-4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)BENZALDEHYDE

Base Information

• Chemical Name: 3-METHYL-4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)BENZALDEHYDE
• CAS No.: 1073354-66-1
• Molecular Formula: C14H21BO4
• Molecular Weight: 246.114
• Hs Code.: 2934999090
• Mol file: 1073354-66-1.mol

Synonyms:3-METHYL-4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)BENZALDEHYDE;4-FORMYL-2-METHYLPHENYL BORONIC ACID PINACOL ESTER

Chemical Property of 3-METHYL-4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)BENZALDEHYDE

Chemical Property:

• Boiling Point: 358.7±35.0 °C(Predicted)
• PSA: 35.53000
• Density: 1.05±0.1 g/cm3(Predicted)
• LogP: 2.10670
• Storage Temp.: 2-8°C

Purity/Quality:

98%min ^*data from raw suppliers

4-Formyl-2-methylphenylboronicAcidPinacolEster ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 4-Formyl-2-methylphenylboronic acid pinacol ester

Technology Process of 3-METHYL-4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)BENZALDEHYDE

There total 2 articles about 3-METHYL-4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)BENZALDEHYDE 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: 63.0%

3-methyl-4-bromobenzaldehyde (78775-11-8) + bis(pinacol)diborane (73183-34-3) → 3-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde (1073354-66-1)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; potassium acetate; In 1,4-dioxane; at 100 ℃; for 8h; Inert atmosphere;

DOI:10.1021/jm901870q

Reference yield: 63.0%

4-Chloro-3-methylbenzaldehyde (101349-71-7) + bis(pinacol)diborane (73183-34-3) → 3-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde (1073354-66-1)

Guidance literature:

With caesium carbonate; cesium fluoride; (5-tert-butyl-2-hydroxyphenyl)diphenylphosphine; In dimethyl sulfoxide; at 20 ℃; for 22h; Irradiation;

DOI:10.1021/acscatal.1c05941

Reference yield: 70.0%

2-bromo-3,3,3-trifluoropropene (1514-82-5) + 3-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde (1073354-66-1) → 3-methyl-4-(3,3,3-trifluoroprop-1-en-2-yl)benzaldehyde

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; caesium carbonate; In 1,2-dimethoxyethane; water; at 80 ℃; for 24h; Inert atmosphere;

DOI:10.1002/anie.201709487

upstream raw materials:

3-methyl-4-bromobenzaldehyde

bis(pinacol)diborane

4-Chloro-3-methylbenzaldehyde

Downstream raw materials:

4-bromo-2-(4-formyl-6-methyl-phenyl)-1-phenylsulfonyl-1Hpyrrolo[2,3-b]pyridine

1-cyclopentyl-N-((4,6-dimethyl-2-oxo-1,2-dihydropyridin-3-yl)methyl)-6-(4-formyl-2-methylphenyl)-1H-indazole-4-carboxamide

Refernces

• 1、 Guan, Wei,Li, Runhan,Liu, Can,Shang, Rui,Shen, Ni,Shen, Xuzhong. "Photocatalytic Cross-Couplings of Aryl Halides Enabled by o-Phosphinophenolate and o-Phosphinothiophenolate". . p. 2788 - 2795. Retrieved 2022/02/25.