Cyclohepten-1-ylboronic acid

Base Information

• Chemical Name: Cyclohepten-1-ylboronic acid
• CAS No.: 835882-35-4
• Molecular Formula: C7H13BO2
• Molecular Weight: 139.99
• Hs Code.: 2931900090
• DSSTox Substance ID: DTXSID90392446
• Mol file: 835882-35-4.mol

Synonyms:835882-35-4;Cyclohepten-1-ylboronic acid;cyclohept-1-en-1-ylboronic acid;1-CYCLOHEPTEN-1-YLBORONIC ACID;(Z)-cycloheptenylboronic acid;C7H13BO2;Boronic acid, 1-cyclohepten-1-yl-;cyclohept-1-enylboronic acid;cyclohepten-1-yl boronic acid;cycloheptene-1-yl boronic acid;cyclohept-1-en-1-ylboronicacid;SCHEMBL1854104;(Cyclohepten-1-yl)boronic acid;DTXSID90392446;MMOVERLKAAQVGD-UHFFFAOYSA-N;CORTEXALDEHYDE50BENZYLALCOHOL;MFCD04115655;AKOS006227627;AB20339;AT23172;BS-23507;1-cyclohepten-1-ylboronic acid, AldrichCPR;CS-0175021;FT-0644892;A840604

Chemical Property of Cyclohepten-1-ylboronic acid

Chemical Property:

• Vapor Pressure: 0.000532mmHg at 25°C
• Melting Point: 110-116 ºC
• Refractive Index: 1.479
• Boiling Point: 278.1 °C at 760 mmHg
• PKA: 9.43±0.20(Predicted)
• Flash Point: 122 °C
• PSA: 40.46000
• Density: 1.02 g/cm³
• LogP: 0.88890
• Storage Temp.: 2-8°C
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 140.1008598
• Heavy Atom Count: 10
• Complexity: 132

Purity/Quality:

97% ^*data from raw suppliers

Cyclohepten-1-ylboronicAcid ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=CCCCCC1)(O)O
• Uses: Cyclohepten-1-ylboronic Acid is a useful reagent in preparation of substituted quinoline derivatives using cyclocondenstaino of acylaryl amines with heteroarylacetic acids as key steps.

Technology Process of Cyclohepten-1-ylboronic acid

There total 3 articles about Cyclohepten-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:

2-(cyclohept-1-en-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (287944-13-2) → (Z)-cyclohept-1-en-1-ylboronic acid (835882-35-4)

Guidance literature:

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

DOI:10.1021/ol401416r

Reference yield:

cycloheptanone p-tolylsulfonylhydrazone (56382-69-5) → (Z)-cyclohept-1-en-1-ylboronic acid (835882-35-4)

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:

cycloheptanone (502-42-1) → (Z)-cyclohept-1-en-1-ylboronic acid (835882-35-4)

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-(cyclohept-1-en-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

cycloheptanone p-tolylsulfonylhydrazone

cycloheptanone

Downstream raw materials:

5-(4-amino-3-cyclohept-1-enyl-phenyl)-1,3-dimethyl-tetrahydro-pyrimidin-2-one

C₂₀H₂₁NO₂

7,8,9,10-tetrahydrocyclohepta[b]indol-6(5H)-one