135159-25-0 | 2,4,6-Trimethoxyphenylboronic acid

Packsize	Purity	Availability	Price	Discounted Price
250mg	98%	in stock	$54.00	$38.00
1g	98%	in stock	$94.00	$66.00
5g	98%	in stock	$256.00	$179.00

Description

• Catalog Number: AB60056
• Chemical Name: 2,4,6-Trimethoxyphenylboronic acid
• CAS Number: 135159-25-0
• Molecular Formula: C9H13BO5
• Molecular Weight: 212.0075
• MDL Number: MFCD01114642
• SMILES: COc1cc(OC)cc(c1B(O)O)OC

Computed Properties

• Complexity: 175
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 15
• Hydrogen Bond Acceptor Count: 5
• Hydrogen Bond Donor Count: 2
• Rotatable Bond Count: 4

Upstream Synthesis Route

The upstream synthesis route of 2,4,6-Trimethoxyphenylboronic acid typically involves the following steps:

1. **Synthesis of 2,4,6-Trimethoxybromobenzene**: Begin with 1,3,5-trimethoxybenzene as the starting material. Perform a bromination reaction using N-bromosuccinimide (NBS) and a radical initiator such as AIBN (azobisisobutyronitrile) under conditions that favor the substitution of a hydrogen atom in the aromatic ring with a bromine atom to obtain 2,4,6-trimethoxybromobenzene.

2. **Conversion to 2,4,6-Trimethoxyphenylboronic acid**: Utilize a palladium-catalyzed cross-coupling reaction known as the Suzuki-Miyaura reaction. React the 2,4,6-trimethoxybromobenzene with an appropriate boronic acid, such as triisopropyl borate, in the presence of a base like potassium phosphate, using a palladium catalyst (e.g., Pd(PPh3)4) to facilitate the coupling to finally synthesize 2,4,6-Trimethoxyphenylboronic acid.

The selection of solvents, temperature control, and reaction times are essential to optimize yield and purity. After synthesis, purification methods such as recrystallization or column chromatography may be employed to obtain the compound in the desired quality for further applications.