4441-56-9

Basic information

• Product Name: Cyclohexylboronic acid
• Synonyms: Boronic acid, B-cyclohexyl-;RARECHEM AH PB 0238;cyclohexyl-boronicaci;CYCLOHEXYLBORONIC ACID;CYCLOHEXANEBORONIC ACID;Cyclohexylboronic Acid (contains varying amounts of Anhydride);Cyclohexylboranediol;Cyclohexyldihydroxyborane
• CAS NO: 4441-56-9
• Molecular Formula: C₆H₁₃BO₂
• Molecular Weight: 127.98
• EINECS: 1312995-182-4
• Product Categories: Boronic Acids & Esters;Heterocyclic Compounds;Boronic acid;Organoborons;B (Classes of Boron Compounds);Boronic Acids;Boronic Acids & Esters;Ring Systems;Alkyl;Boronic Acids;Boronic Acids and Derivatives;Alkyl Boronic Acids;Boronic Acids and Derivatives;Chemical Synthesis;Organometallic Reagents
• Mol File: 4441-56-9.mol
• Article Data: 10

Chemical Properties

• Melting Point: 122-123 °C
• Boiling Point: 252.4 °C at 760 mmHg
• Flash Point: 106.4 °C
• Appearance: White to light yellow crystal powder
• Density: 1 g/cm³
• Vapor Pressure: 0.00302mmHg at 25°C
• Refractive Index: 1.452
• Storage Temp.: Refrigerator (+4°C)
• Solubility: soluble in Methanol
• PKA: 10.47±0.20(Predicted)
• Water Solubility: 25 g/L
• CAS DataBase Reference: Cyclohexylboronic acid(CAS DataBase Reference)
• NIST Chemistry Reference: Cyclohexylboronic acid(4441-56-9)
• EPA Substance Registry System: Cyclohexylboronic acid(4441-56-9)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 37/39-26
• WGK Germany: 3
• RTECS: GU7171000
• HazardClass: IRRITANT
• Hazardous Substances Data: 4441-56-9(Hazardous Substances Data)

Usage

Description

Cyclohexylboronic acid is an organic compound with the chemical formula C6H11BO2H. It is a versatile reagent in organic synthesis, known for its ability to form stable boron-carbon bonds and participate in various chemical reactions.

Uses

Used in Chemical Synthesis:
Cyclohexylboronic acid is used as a reactant in the HF-free synthesis of tetrabutylammonium trifluoroborates. It serves as a key component in this process, enabling the formation of the desired product without the need for hazardous hydrofluoric acid.
Used in Pharmaceutical Industry:
Cyclohexylboronic acid is used as a reactant in cross-coupling with aromatic amines. This reaction is crucial for the synthesis of various pharmaceutical compounds, as it allows for the formation of new carbon-carbon bonds and the creation of complex molecular structures.
Used in Organic Chemistry:
Cyclohexylboronic acid is used as a reactant in Suzuki cross-coupling reactions. This palladium-catalyzed reaction is an essential method for forming carbon-carbon bonds, particularly in the synthesis of biaryl compounds, which are prevalent in pharmaceuticals, agrochemicals, and materials science.
Used in Advanced Material Synthesis:
Cyclohexylboronic acid is used as a reactant in the arylation and alkylation of diphenylisoxazole. This reaction is significant for the development of advanced materials with unique properties, such as improved stability, conductivity, or optical characteristics.

InChI:InChI=1/C6H13BO2/c8-7(9)6-4-2-1-3-5-6/h6,8-9H,1-5H2

Upstream product

• 28289-86-3 cyclohexylboroxine 
• 68498-84-0 methyl boric acid 
• 931-50-0 cyclohexylmagnesium bromide 
• 931-51-1 cyclohexylmagnesiumchloride 
• 110-83-8 cyclohexene 
• 91351-93-8 i-C₄H₉OBClC₆H₁₁ 
• 109259-44-1 bis(isobutyloxy)cyclohexylborane 
• 1088-01-3 tricyclohexylborane 
• 55549-68-3 4,5-Benzo-2-cyclo-C₆H₁₁-1,3,2-oxathiaborolan 
• 36140-19-9 dicyclohexylboron chloride 
• 7727-37-9 nitrogen 
• 19573-22-9 cyclohexyl azide 
• 308795-33-7 CH₂CHCH₂P(OCH₃)2OBCl₂C₆H₁₁ 
• 308795-30-4 CH₃P(OC₂H₅)2OBCl₂C₆H₁₁ 

Downstream Products

• 455-30-1 (cyclohexyl)difluoroborane 
• 101036-33-3 C₁₈H₃₃BO₂ 
• 6782-99-6 (cyclohexyl)bis(butyloxy)borane 
• 98438-09-6 C₁₈H₂₁BO₂ 
• 7570-92-5 cyclohexyl phenyl sulphide 
• 25712-66-7 Diheptyloxy-cyclohexyl-bor 
• 18594-05-3 4-cyclohexylacetophenone 
• 5458-48-0 4-cyclohexylnitrobenzene 
• 30169-75-6 2-cyclohexyl-1,3,2-dioxaborinane 
• 66217-60-5 2-cyclohexyl-1,3,2-dioxaborolane 
• 56506-61-7 4-chloro-N-cyclohexylaniline 
• 780-02-9 N-(4-methoxyphenyl)cyclohexylamine 
• 3116-98-1 bicyclohexyl-3,6-diene-2,5-dione 
• 1295575-85-7 C₂₅H₃₄N₄O₃ 

Relevant articles and documents

Electron donor compound and preparation method thereof, light emitting device and display device

The invention relates to an electron donor compound, a light-emitting device, a preparation method of the light-emitting device and a display device. The electron donor compound has the following structural groups: each R1 independently selected from hydrogen, a trimethylsilyl group, a cyclohexyl group, a 3-pentyl group, a 4-(9,9'-spirobifluorene) group, a 2-(9,9'-diphenyl fluorene) group or a tetraphenyl vinyl group, wherein each R1 is not hydrogen at the same time. When the electron donor compound provided by the invention is used as an electron donor material to be applied to an interface heterojunction exciplex system, the original contact point of an electron donor and an electron acceptor is isolated by a non-hydrogen substituent, so that electrons and holes are separated in space, according to the invention, electrons of the electron acceptor layer can be prevented or hindered from easily moving into the electron donor layer, so that the electrification problem of quantum dots is avoided or relieved, and the efficiency and the service life of the light-emitting device are improved.

Hydrogenation of Borylated Arenes

A cis-selective hydrogenation of abundant aryl boronic acids and their derivatives catalyzed by rhodium cyclic (alkyl)(amino)carbene (Rh–CAAC) is reported. The reaction tolerates a variety of boron-protecting groups and provides direct access to a broad s

SYNTHESIS OF BORONIC ESTERS AND BORONIC ACIDS USING GRIGNARD REAGENTS

Boronic esters and boronic acids are synthesized at ambient temperature in an ethereal solvent by the reaction of Grignard reagents with a boron-containing substrate. The boron-containing substrate may be a boronic ester such as pinacolborane, neopentylglycolborane, or a dialkylaminoborane compound such as diisopropylaminoborane. The Grignard reagents may be preformed or generated from an alkyl, alkenyl, aryl, arylalkyl, heteroaryl, vinyl, or allyl halide compound and Mg°. When the boron-containing substrate is a boronic ester, the reactions generally proceed at room temperature without added base in about 1 to 3 hours to form a boronic ester compound. When the boron-containing substrate is a dialkylaminoborane compound, the reactions generally proceed to completion at 0°C in about 1 hour to form a boronic acid compound.