3-Chloro-4-isopropoxyphenylboronic acid
3-Chloro-4-isopropoxyphenylboronic acid (CAS: 480438-56-0) is an organoboron compound with the linear formula ClC<sub>6</sub>HOCH(CH<sub>3</sub>)CH<sub>3</sub> and a molecular weight of 214.45 g/mol. This disubstituted aryl boronic acid serves as a valuable reactant in organic synthesis. It is employed in coupling reactions with quinones, asymmetric arylation of heterocycles, and stereoselective carbometalation of ynamides, facilitating the construction of complex molecular architectures.
- IUPAC
- 3-Chloro-4-(1-methylethyl)oxyphenylboronic acid,3-Chloro-4-isopropoxybenzeneboronic acid
Preparation of Alkyl- and Aryl Quinones
This boronic acid acts as a reactant in the preparation of alkyl- and aryl quinones through silver nitrate-catalyzed coupling reactions with quinones. This application is crucial for synthesizing various substituted quinone derivatives.
Asymmetric Arylation of Alkenylheterocycles
It is utilised in rhodium-catalyzed asymmetric arylation reactions of alkenylheterocycles. This process enables the enantioselective introduction of aryl groups, leading to chiral heterocyclic compounds.
Carbometalation of Ynamides
The compound is employed in stereoselective and regioselective rhodium-catalyzed carbometalation of ynamides. This methodology is effective for the synthesis of complex carbon frameworks with controlled stereochemistry.
| Molecular weight | 214.45 |
|---|---|
| Linear formula | ClC6HOCH(CH3)CH3 |
| Application | Reactant for:• Preparation of alkyl- and aryl quinones via silver nitrate-catalyzed coupling with quinones1• Rhodium-catalyzed asymmetric arylation of alkenylheterocycles2• Stereoselective and regioselective rhodium-catalyzed carbometalation of ynamides3 |
| Melting point | 140-145 °C(lit.) |
| Protective equipment | Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter |
|---|---|
| Water hazard class (WGK, DE) | 3 |
Hazard information is provided for guidance. Always consult the product Safety Data Sheet (SDS), available on request, before handling.
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.
What are the primary applications of 3-Chloro-4-isopropoxyphenylboronic acid?
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3-Chloro-4-isopropoxyphenylboronic acid is used as a reactant in the preparation of alkyl- and aryl quinones via coupling with quinones, in rhodium-catalyzed asymmetric arylation of alkenylheterocycles, and in stereoselective rhodium-catalyzed carbometalation of ynamides.
What is the CAS number and molecular formula for this compound?
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The CAS number is 480438-56-0, and the linear formula is ClC<sub>6</sub>HOCH(CH<sub>3</sub>)CH<sub>3</sub>.
What grade and purity does Tech Serve Solutions supply for 3-Chloro-4-isopropoxyphenylboronic acid?
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Tech Serve Solutions supplies this compound as a research/technical grade material. We do not represent it as USP, BP, or EP grade unless explicitly stated in the product specifications.
What are the safety and handling recommendations for 3-Chloro-4-isopropoxyphenylboronic acid?
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When handling this compound, it is recommended to use eyeshields and gloves. A type N95 (US) or type P1 (EN143) respirator filter should be used. It is classified under WGK Germany 3, indicating a high hazard level.
How is 3-Chloro-4-isopropoxyphenylboronic acid typically packed and shipped?
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Tech Serve Solutions packs and ships fine chemicals, pharmaceutical intermediates, and laboratory reagents globally, adhering to all necessary regulations for safe transport.
How can I request a quote or sample of 3-Chloro-4-isopropoxyphenylboronic acid?
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To request a quote or a sample, please contact the Tech Serve Solutions sales team through our website or by phone, providing the product name and CAS number.
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