4,4-DIMETHYLCYCLOHEXEN-1-YLBORONIC ACID

Base Information

• Chemical Name: 4,4-DIMETHYLCYCLOHEXEN-1-YLBORONIC ACID
• CAS No.: 865869-28-9
• Molecular Formula: C8H15BO2
• Molecular Weight: 154.017
• Hs Code.: 2931900090
• Mol file: 865869-28-9.mol

Synonyms:Boronicacid, (4,4-dimethyl-1-cyclohexen-1-yl)- (9CI);(4,4-Dimethylcyclohexen-1-yl)boronic acid;

Chemical Property of 4,4-DIMETHYLCYCLOHEXEN-1-YLBORONIC ACID

Chemical Property:

• Vapor Pressure: 0.00138mmHg at 25°C
• Melting Point: 152-154°C
• Refractive Index: 1.477
• Boiling Point: 264.1 °C at 760 mmHg
• PKA: 9.43±0.40(Predicted)
• Flash Point: 113.5 °C
• PSA: 40.46000
• Density: 1g/cm³
• LogP: 1.13490
• Storage Temp.: Store below -20C

Purity/Quality:

98%min ^*data from raw suppliers

4,4-Dimethylcyclohexen-1-ylboronicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4,4-DIMETHYLCYCLOHEXEN-1-YLBORONIC ACID

There total 4 articles about 4,4-DIMETHYLCYCLOHEXEN-1-YLBORONIC ACID which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

N'-(4,4-dimethylcyclohexylidene)-4-methylbenzene-1-sulfonohydrazide (64692-81-5) → (4,4-dimethylcyclohex-1-en-1-yl)boronic acid (865869-28-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: N,N,N,N,-tetramethylethylenediamine; n-butyllithium / hexane / 3 h / -78 - 25 °C / Inert atmosphere

1.2: 2 h / -78 °C / Inert atmosphere

2.1: sodium periodate; ammonium acetate / water; acetone

With sodium periodate; n-butyllithium; N,N,N,N,-tetramethylethylenediamine; ammonium acetate; In hexane; water; acetone;

DOI:10.1021/ol401416r

Reference yield:

2-(4,4-dimethylcyclohex-1-ene-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (859217-67-7) → (4,4-dimethylcyclohex-1-en-1-yl)boronic acid (865869-28-9)

Guidance literature:

With sodium periodate; ammonium acetate; In water; acetone;

DOI:10.1021/ol401416r

Reference yield:

4,4-dimethylcyclohexane-1-one (4255-62-3) → (4,4-dimethylcyclohex-1-en-1-yl)boronic acid (865869-28-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: methanol / 2 h / 70 °C / Reflux

2.1: N,N,N,N,-tetramethylethylenediamine; n-butyllithium / hexane / 3 h / -78 - 25 °C

2.2: -78 °C

3.1: water; sodium periodate; ammonium acetate / acetone

With sodium periodate; n-butyllithium; N,N,N,N,-tetramethylethylenediamine; ammonium acetate; water; In methanol; hexane; acetone;

DOI:10.1039/d0gc01514h

upstream raw materials:

2-(4,4-dimethylcyclohex-1-ene-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

N'-(4,4-dimethylcyclohexylidene)-4-methylbenzene-1-sulfonohydrazide

4,4-dimethylcyclohexane-1-one

Downstream raw materials:

4-(2-amino-4-(4,4-dimethylcyclohex-1-en-1-yl)pyrimidin-5-yl)pyridin-3-yl trifluoromethanesulfonate

4-(4,4-dimethylcyclohex-1-en-1-yl)-5-(3-methoxy-pyridin-4-yl)-pyrimidin-2-amine

5-(3-chloro-pyridin-4-yl)-4-(4,4-dimethylcyclohex-1-en-1-yl)-pyrimidin-2-amine

4-(2-amino-4-(4,4-dimethylcyclohex-1-en-1-yl)pyrimidin-5-yl)pyridin-3-ol

Refernces

• 1、 Wang, Heng-Yen,Anderson, Laura L.. "Interrupted fischer-indole intermediates via oxyarylation of alkenyl boronic acids". supporting information. p. 3362 - 3365. Retrieved 2013/07/26.