4-(Dimethylamino)phenylboronic acid

CAS 28611-39-4(CH3)2NC6H4B(OH)2Chemical Synthesis

4-(Dimethylamino)phenylboronic acid (CAS 28611-39-4), a white to off-white solid, presents the molecular formula (CH3)2NC6H4B(OH)2 and a molecular weight of 165.00 g/mol. This organoboron compound is a valuable reagent in organic synthesis. It is predominantly employed in palladium-catalyzed cross-coupling reactions, such as the Suzuki-Miyaura coupling, and in the preparation of various organic molecules and advanced materials, including chromophores and polymers.

IUPAC: 4-(N,N-Dimethylamino)phenylboronic acid,4-N,N-Dimethylaminobenzeneboronic acid,4-N,N-Dimethylphenylboronic acid,4-Dimethylaminobenzeneboronic acid,p-(Dimethylamino)-benzeneboronic acid,[4-(Dimethylamino)phenyl-1-yl]boronic acid,[4-(Dimethylamino)phenyl]boric acid
Synonyms: [4-(Dimethylamino)phenyl-1-yl]boronic acid[4-(Dimethylamino)phenyl]boric acid4-(N,N-Dimethylamino)phenylboronic acid4-Dimethylaminobenzeneboronic acid4-N,N-Dimethylaminobenzeneboronic acid4-N,N-Dimethylphenylboronic acidp-(Dimethylamino)-benzeneboronic acid

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4-(Dimethylamino)phenylboronic acid ((CH3)2NC6H4B(OH)2) — chemical structure, CAS 28611-39-4; Chemistry, fine chemical supplied by Tech Serve Solutions

Aryl Boronic AcidsBoronic AcidsChemical Synthesis

01 /Applications

Suzuki-Miyaura Cross-Coupling

This compound serves as a key building block in Suzuki-Miyaura cross-coupling reactions, a fundamental method for forming carbon-carbon bonds. It is particularly effective in palladium-catalyzed transformations.

Nickel-Catalyzed Coupling

It is also utilized in nickel-catalyzed Suzuki-Miyaura cross-coupling reactions, offering an alternative catalytic system for C-C bond formation.

Rhodium-Catalyzed Additions

The boronic acid is employed in rhodium-catalyzed asymmetric addition reactions, contributing to stereoselective synthesis of complex molecules.

Palladium-Catalyzed C-OH Activation

This reagent participates in palladium-catalyzed C-OH bond activation processes, facilitating synthetic routes involving the functionalization of hydroxyl groups.

Synthesis of Organic Materials

It is used in the preparation of push-pull arylvinyldiazine chromophores and helical ortho-phenylene oligomers, contributing to the development of novel organic dyes and materials.

02 /Properties

Molecular weight	165.00
Linear formula	(CH3)2NC6H4B(OH)2
Assay	≥95.0%
Application	Reagent used for• Suzuki-Miyaura cross-coupling reaction1 • Nickel (Ni)-catalyzed Suzuki-Miyaura cross-coupling2 • Rhodium (Rh)-catalyzed asymmetric addition reactions3 • Palladium (Pd)-catalyzed C-OH bond activation4 Reagent used in Preparation of• Push-pull arylvinyldiazine chromophores5 • Helical ortho-phenylene oligomers with terminal push-pull substitution6 • Alginate-supported cation-Pd nanoparticle gels as catalysts for the Suzuki-Miyaura cross-coupling reaction7 • Organic dyes for dye-sensitized solar cells1
Melting point	227 °C(lit.)

03 /Safety & handling

GHS hazard pictogram: Harmful / irritant (GHS07) — Harmful / irritant

Warning

Hazard statements

H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust, fume, gas or vapours
P305IF IN EYES

Protective equipment	Eyeshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
Water hazard class (WGK, DE)	3
Hazard codes (EU)	Xi
Risk statements (R)	36/37/38
Safety statements (S)	26-36

Hazard information is provided for guidance. Always consult the product Safety Data Sheet (SDS), available on request, before handling.

04 /Identifiers & registry

CAS number

28611-39-4

MDL number

MFCD01074642

PubChem substance

24871900

05 /Quality & supply

Documentation

Every batch ships with a Certificate of Analysis covering assay, identity and purity; the grade is confirmed against your enquiry. Safety Data Sheets and technical data sheets are available on request.

Supply & logistics

Samples for technical evaluation; bulk MOQ by grade and packaging. In-stock material ships in 7–10 working days, worldwide, with full export documentation.

06 /Frequently asked questions

What is 4-(Dimethylamino)phenylboronic acid used for?

4-(Dimethylamino)phenylboronic acid is primarily used as a reagent in organic synthesis, notably in Suzuki-Miyaura cross-coupling reactions, nickel-catalyzed coupling, rhodium-catalyzed asymmetric additions, and palladium-catalyzed C-OH bond activation. It is also employed in the preparation of organic dyes and advanced materials.

What are the CAS number and molecular formula for this compound?

The CAS number for 4-(Dimethylamino)phenylboronic acid is 28611-39-4. The molecular formula is (CH3)2NC6H4B(OH)2.

What grade and purity does Tech Serve Solutions supply?

Tech Serve Solutions supplies 4-(Dimethylamino)phenylboronic acid with a purity of ≥95.0%. This product is intended for research and laboratory use; TSS does not represent it as USP, BP, EP, or other pharmacopoeia grades.

What are the safety considerations when handling this chemical?

This compound is classified with a GHS07 symbol and a Warning signal word, with hazard statements H315 (Causes skin irritation), H319 (Causes serious eye irritation), and H335 (May cause respiratory irritation). Appropriate personal protective equipment, including eyeshields and gloves, should be worn, and handling should occur in a well-ventilated area or fume hood.

How is 4-(Dimethylamino)phenylboronic acid shipped and exported?

Tech Serve Solutions is a specialist global supplier and exporter of fine chemicals, pharmaceutical intermediates, and laboratory reagents. We can accommodate requests for international shipping and export, adhering to all relevant regulations for the transport of chemical goods.

How can I request a sample or quote for this product?

To request a sample or a quotation for 4-(Dimethylamino)phenylboronic acid, please contact our sales department via the website or direct email, providing your specific requirements and delivery details.