cis-1,5-Cyclooctanediol

Base Information

• Chemical Name: cis-1,5-Cyclooctanediol
• CAS No.: 23418-82-8
• Molecular Formula: C8H16 O2
• Molecular Weight: 144.214
• Hs Code.: 2906199090
• European Community (EC) Number: 245-649-2
• DSSTox Substance ID: DTXSID30177971
• Nikkaji Number: J228.957A,J260.333K
• Mol file: 23418-82-8.mol

Synonyms:cyclooctane-1,5-diol;cis-1,5-Cyclooctanediol;23418-82-8;1,5-Cyclooctanediol;cis-Cyclooctane-1,5-diol;55343-44-7;1,5-Cyclooctanediol, cis-;EINECS 245-649-2;(1S,5S)-CYCLOOCTANE-1,5-DIOL;starbld0000359;1,5-Cyclooctanediol #;Trans-cyclooctane-1,5-diol;SCHEMBL328907;cis-1,5-Cyclooctanediol,98%;SCHEMBL1821097;SCHEMBL9225512;DTXSID30177971;AMY15512;AKOS015916199;CIS-1,5-CYCLOOCTANEDIOL, 98%;876604-77-2;CS-0149512;EN300-42016;E89244;J-015103;Z425448828

Chemical Property of cis-1,5-Cyclooctanediol

Chemical Property:

• Vapor Pressure: 1.52E-05mmHg at 25°C
• Melting Point: 73-75 °C(lit.)
• Refractive Index: 1.5100 (estimate)
• Boiling Point: 105-107 °C0.05 mm Hg(lit.)
• PKA: 14.85±0.40(Predicted)
• Flash Point: 133.9°C
• PSA: 40.46000
• Density: 1.061g/cm³
• LogP: 1.06240
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 144.115029749
• Heavy Atom Count: 10
• Complexity: 73.3

Purity/Quality:

98%,99%, ^*data from raw suppliers

cyclooctane-1,5-diol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1CC(CCCC(C1)O)O
• Uses: cis-1,5-Cyclooctanediol was used in the synthesis of cis-1,5-diaminocyclooctane.

Technology Process of cis-1,5-Cyclooctanediol

There total 20 articles about cis-1,5-Cyclooctanediol 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: 100.0%

B-<2-(trimethylsilyl)ethyl>9-borabicyclo<3.3.1>nonane (72610-05-0) → 2-(Trimethylsilyl)ethanol (2916-68-9) + cis-1,5-cyclooctanediol (23418-82-8)

Guidance literature:

With sodium hydroxide; dihydrogen peroxide; In water; for 1h; Heating;

DOI:10.1021/jo01306a006

Reference yield: 100.0%

B-<1-(trimethylsilyl)ethyl>-9-borabicyclo<3.3.1>nonane (72610-06-1) → (+-)-1-(trimethylsilyl)ethanol (13246-39-4) + cis-1,5-cyclooctanediol (23418-82-8)

Guidance literature:

With sodium hydroxide; dihydrogen peroxide; In water; for 1h; Heating;

DOI:10.1021/jo01306a006

Reference yield:

1,6-heptadiene (3070-53-9) → 1,7-heptandiol (629-30-1) + heptane-1,5-diol (60096-09-5) + cis-1,5-cyclooctanediol (23418-82-8)

Guidance literature:

With 9-borabicyclo[3.3.1]nonane dimer; dimethylsulfide borane complex; Product distribution;

DOI:10.1021/jo00180a023

upstream raw materials:

1,5-cis,cis-cyclooctadiene

9-hexyl-9-borabicyclo[3.3.1]nonane

1,6-heptadiene

triethyl(propyn-1-yl)silane

Downstream raw materials:

6-Butyl-tetrahydro-pyran-2-one

N-methylanatoxin

9-methyl-9-azabicyclo[4.2.1]nonan-2-one

5-Benzyloxy-1-(6-benzyloxy-hexyl)-cyclooctanol

Refernces

• 1、 Soderquist, John A.,Colberg, Juan C.,Valle, Luis Del. "The Hydroboration of Silylacetylenes. The "Silyl-Markovnikov" Hydroboration Route to Pure (Z)-1-(2-Borylvinyl)silanes and β-Keto Silanes". . p. 4873 - 4878. Retrieved 1989.
• 2、 Rainka, Matthew P.,Dowling, Matthew S.,King, Chi-Hsin R.,Meckler, Harold,Herr, R. Jason. "Efficient preparation of the 18-methoxycoronaridine side-chain precursor". . p. 2743 - 2747. Retrieved 2008/02/05.
• 3、 Brown, Herbert C.,Rathke, Michael W.,Rogic, Milorad M.,de Lue, Norman R.. "ORGANOBORANES FOR SYNTHESIS.9. RAPID REACTION OF ORGANOBORANES WITH IODINE UNDER THE INFLUENCE OF BASE. A CONVENIENT PROCEDURE FOR THE CONVERSION OF ALKENES INTO IODIDES VIA HYDROBORATION". . p. 2751 - 2762. Retrieved 2007/10/02.