66423-62-9

Basic information

• Product Name: 1,3,2-Dioxaborinane, 2,5,5-trimethyl-
• Synonyms: 2,5,5-trimethyl-[1,3,2]dioxaborinane
• CAS NO: 66423-62-9
• Molecular Formula: C6H13BO2
• Molecular Weight: 127.979
• Mol File: 66423-62-9.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 124.5±9.0 °C(Predicted)
• Density: 0.88±0.1 g/cm3(Predicted)
• CAS DataBase Reference: 1,3,2-Dioxaborinane, 2,5,5-trimethyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3,2-Dioxaborinane, 2,5,5-trimethyl-(66423-62-9)
• EPA Substance Registry System: 1,3,2-Dioxaborinane, 2,5,5-trimethyl-(66423-62-9)

Safety Data

• Hazardous Substances Data: 66423-62-9(Hazardous Substances Data)

Usage

Molecular weight

115.96 g/mol

Structure

A boron-containing cyclic ether and a derivative of boronic acid

Appearance

Unknown, but likely a colorless to pale-colored liquid or solid

Stability

Known for its stability

Solubility

Soluble in organic solvents, such as diethyl ether, tetrahydrofuran, and dimethyl sulfoxide

Reactivity

Reactive towards various organic chemistry reactions, acting as a synthetic intermediate

Applications

Building block in the synthesis of various organic molecules
Used in the production of pharmaceuticals, agrochemicals, and materials
Research applications in chemistry and materials science

Safety

Handle with care, as it is a reactive chemical compound

Storage

Store in a cool, dry, and well-ventilated area, away from incompatible substances

Environmental impact

Potentially hazardous to the environment, so proper disposal and handling procedures should be followed

Regulatory status

May be subject to specific regulations depending on the region and its intended use

Synonyms

2,5,5-Trimethyl-1,3,2-dioxaborolane, 2,5,5-Trimethyl-1,3,2-dioxaborinane

Upstream product

• 1055315-90-6 [Rh(CH₃)(triethylphosphine)₃] 
• 201733-56-4 2-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)-5,5-dimethyl-1,3,2-dioxaborinane 
• 13061-96-6 dihydroxy-methyl-borane 
• 126-30-7 2,2-Dimethyl-1,3-propanediol 

Downstream Products

• 10228-78-1 <2,6-Dimethyl-benzyliden>-anilin 
• 1313442-57-7 C₁₈H₂₅NO₂ 
• 1269230-70-7 C₁₇H₂₉BO₄Si 
• 2550-26-7 4-Phenyl-2-butanone 
• 1269230-71-8 (C₆H₅CH₂CH₂)(CH₃)C(OSi(CH₃)3)BO₂C₃H₄(CH₃)2 
• 1517-68-6 (S)-1-phenylpropan-2-ol 
• 2041-37-4 2,2-dimethyl-1-(o-tolyl)propan-1-one 

Relevant articles and documents

Synthesis of rhodium(I) boryl complexes: Catalytic N-H activation of anilines and ammonia

The treatment of the rhodium methyl complex [Rh(Me)(PEt3) 3] (1) with diboranes B2[(OR)2]2 gave the 16-valence-electron rhodium(I) boryl complexes [Rh{B(OR) 2}(PEt3)3] [2: (OR)2 = pin = pinacolato, O2C2Me4; 3: (OR)2 = cat = catecholato, O2C6H4; 4: (OR)2 = O2C5H10]. The reactions of 2 and 4 with anilines yielded the amidoboranes HN[B(OR)2](R′) [6: B(OR) 2 = Bpin, R′ = C6F5; 7: B(OR)2 = Bpin, R′ = Ph; 8: B(OR)2 = BO2C5H 10, R′ = Ph] and the rhodium hydrido complex [Rh(H)(PEt 3)3] (5) by N-H activation. The addition of ammonia to 2 resulted in the generation of the amine HN(Bpin)2 (9) as well as 5. The amidoboranes 6, 7, and 9 can also be synthesized catalytically with turnover numbers of 10 for 9 and 8 for 6 and 7. Sixteen-electron RhI boryl complexes are synthesized and used for N-H bond activation reactions of anilines. The treatment of [Rh(Bpin)(PEt3)3] (HBpin = pinacolborane) with NH3 yields the diborylamine HN(Bpin)2. The stoichiometric conversion led to the development of a new catalytic process, and [Rh(Bpin)(PEt3)3] is used as a catalyst to convert NH3 and B2pin2 into HN(Bpin) 2 at room temperature. Copyright

Reagent-controlled asymmetric homologation of boronic esters by enantioenriched main-group chiral carbenoids

Putative enantioenriched carbenoid species, (R)-1-chloro-2- phenylethylmagnesium chloride (9) and (S)-1-chloro-2-phenylethyllithium (26), generated in situ by sulfoxide ligand exchange from (-)-(Rs,R)-1- chloro-2-phenylethyl p-tolyl sulfoxide (8), effected the stereocontrolled homologation of boronic esters. sec-Alcohols derived from the product boronates by oxidation with basic hydrogen peroxide exhibited % ee closely approaching that of sulfoxide 8 in examples employing Li-carbenoid 26.