Cyclooct-2-en-1-ol

Base Information

• Chemical Name: Cyclooct-2-en-1-ol
• CAS No.: 3212-75-7
• Molecular Formula: C8H14 O
• Molecular Weight: 126.199
• Hs Code.: 2906199090
• European Community (EC) Number: 221-726-6
• NSC Number: 105771
• DSSTox Substance ID: DTXSID201316278
• Nikkaji Number: J81.760K,J80.662E,J3.589.194C
• Mol file: 3212-75-7.mol

Synonyms:Cyclooct-2-en-1-ol;3212-75-7;(2Z)-cyclooct-2-en-1-ol;2-cycloocten-1-ol;(E)-cyclooct-2-enol;(Z)-cyclooct-2-enol;EINECS 221-726-6;1414375-00-0;Cyclooct-2-enol;(2E)-TCO-OH;equatorial (E)-Cyclooct-2-enol;3-hydroxycyclooctene;NSC105771;trans-cycloocten-3-ol;starbld0011908;(E)-Cyclooctene-3-ol;(Z)-2-Cycloocten-1-ol;axial (E)-Cyclooct-2-enol;14390-23-9;SCHEMBL1072262;UJZBDMYKNUWDPM-XQRVVYSFSA-N;DTXSID201316278;MFCD00128153;AKOS024436646;NSC 105771;NSC-105771;J3.589.194C;EN300-109122;EN300-6763399

Chemical Property of Cyclooct-2-en-1-ol

Chemical Property:

• Vapor Pressure: 0.0538mmHg at 25°C
• Refractive Index: 1.4959
• Boiling Point: 207.1°Cat760mmHg
• PKA: 14.77±0.20(Predicted)
• Flash Point: 77°C
• PSA: 20.23000
• Density: 0.954g/cm³
• LogP: 1.86760
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 126.104465066
• Heavy Atom Count: 9
• Complexity: 96.7

Purity/Quality:

99% ^*data from raw suppliers

Cyclooct-2-en-1-ol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC=CC(CC1)O
• Isomeric SMILES: C1CC/C=C\C(CC1)O
• Uses: (Z)-Cyclooct-2-enol is a useful intermediate in the synthesis of commonly used trans-?cyclooctene derivatives using the simplified flow setup for photoisomerization.

Technology Process of Cyclooct-2-en-1-ol

There total 33 articles about Cyclooct-2-en-1-ol 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: 73.0%

Cyclooctene oxide (286-62-4) → 2-cycloocten-1-ol (3212-75-7)

Guidance literature:

Cyclooctene oxide; With bis(cyclopentadienyl)titanium dichloride; manganese; In tetrahydrofuran; at 20 ℃; Inert atmosphere;

With potassium hydrogensulfate; In tetrahydrofuran;

DOI:10.1016/j.tet.2009.10.038

Reference yield: 68.0%

1,2-cyclooctene (931-88-4,22770-27-0,3958-30-3,25267-51-0) → Cyclooctene oxide (286-62-4) + 2-cycloocten-1-ol (3212-75-7) + 2-cycloocten-1-one (1728-25-2)

Guidance literature:

With tert.-butylhydroperoxide; {μ-[2,2′-{ethane-1,2-diylbis[(azanylylidene)methanylylidene]}bis(phenolato)]}-{μ-[2,2′-{ethane-1,2-diylbis[(azanylylidene)methanylylidene]}bis(phenolato)]}-dicopper(II); In acetonitrile; at 70 ℃; for 24h; Solvent; Temperature; Reagent/catalyst; Catalytic behavior;

DOI:10.14233/ajchem.2021.23168

Reference yield: 50.0%

1,2-cyclooctene (931-88-4,22770-27-0,3958-30-3,25267-51-0) → 2-cycloocten-1-ol (3212-75-7) + 2-cycloocten-1-one (1728-25-2) + cis-1,2-epoxycyclooctane (4925-71-7)

Guidance literature:

With oxygen; 5,15,10,20-tetraphenylporphyrin; In dichloromethane; acetonitrile; at 40 ℃; for 72h; Irradiation;

DOI:10.1142/S1088424610002446

upstream raw materials:

(Z)-2-cycloocten-1-ol

Cyclooctene oxide

8,8-dibromobicyclo[5.1.0]octane

2-bromocyclooct-2-en-1-ol

Downstream raw materials:

bicyclo<6.1.0>nonan-2-one

(2E)-cyclooct-2’-en-1’-yl 4-nitrophenyl carbonate

C₁₅H₁₇NO₅

(2-cycloocten-1-yloxy)benzene

Refernces

• 1、 Whitham,Wright. "". . p. 294. Retrieved 1967.
• 2、 CHOWDHURY, HABIBAR,BERA, RAJESH,ADHIKARY, CHANDAN. "Synthesis, structure, magnetic and catalytic competency of a tetradentate (nnoo) schiff base mediated dimeric copper(ii) complex". . p. 1280 - 1286. Retrieved 2021/06/09.
• 3、 Algera, Russell F.,Collum, David B.,Ma, Yun,Woltornist, Ryan A.. "Reactions of Sodium Diisopropylamide: Liquid-Phase and Solid-Liquid Phase-Transfer Catalysis by N, N, N′, N″, N″-Pentamethyldiethylenetriamine". supporting information. p. 13370 - 13381. Retrieved 2021/09/03.