2-Chlorocyclododecanone

Base Information

• Chemical Name: 2-Chlorocyclododecanone
• CAS No.: 35951-28-1
• Molecular Formula: C12H21 Cl O
• Molecular Weight: 216.751
• Hs Code.: 2914700090
• European Community (EC) Number: 679-917-9
• DSSTox Substance ID: DTXSID80340678
• Nikkaji Number: J31.680F
• Mol file: 35951-28-1.mol

Synonyms:2-Chlorocyclododecanone;35951-28-1;2-chlorocyclododecan-1-one;a-chlorocyclododecanone;2-Chlorocyclododecanone #;Cyclododecanone, 2-chloro-;2-chloro-cyclododecan-1-one;SCHEMBL5163241;DTXSID80340678;MFCD04117912;C1650;CS-0365252;T70825

Chemical Property of 2-Chlorocyclododecanone

Chemical Property:

• Vapor Pressure: 0.000206mmHg at 25°C
• Melting Point: 59-60 °C
• Refractive Index: 1.468
• Boiling Point: 327.1°C at 760 mmHg
• Flash Point: 189.4°C
• PSA: 17.07000
• Density: 0.99g/cm³
• LogP: 4.07750
• Storage Temp.: Refrigerator
• Solubility.: soluble in Methanol
• XLogP3: 4.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 216.1280930
• Heavy Atom Count: 14
• Complexity: 168

Purity/Quality:

99.9% ^*data from raw suppliers

2-Chlorocyclododecanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCCCCC(=O)C(CCCC1)Cl

Technology Process of 2-Chlorocyclododecanone

There total 13 articles about 2-Chlorocyclododecanone 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%

cyclododecanone (830-13-7) → 2-chlorocyclododecanone (35951-28-1)

Guidance literature:

cyclododecanone; With n-butyllithium; diisopropylamine; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h; Inert atmosphere;

With methyl chlorosulfate; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h; Inert atmosphere;

DOI:10.1016/j.tetlet.2018.02.036

Reference yield: 95.0%

1-Acetoxy-cis-cyclododecen (71365-98-5) → 2-chlorocyclododecanone (35951-28-1)

Guidance literature:

With ammonium chloride; In water; acetonitrile; at 20 - 25 ℃; for 0.5h; electrolysis (Pt electrodes);

DOI:10.1021/jo01301a044

Reference yield: 90.6%

2-methanesulfonatecyclododecanone (3667-85-4) → 2-chlorocyclododecanone (35951-28-1)

Guidance literature:

With lithium chloride; In N,N-dimethyl-formamide; at 85 - 90 ℃;

DOI:10.1016/S0040-4039(01)90425-3

upstream raw materials:

cis-cyclododecene

cyclododecene

1-Acetoxy-cis-cyclododecen

[((E)-Cyclododec-1-enyl)oxy]-trimethyl-silane

Downstream raw materials:

3-methyl-7,8,9,10,11,12,13,14,15,15a-decahydro-6H-cyclododeca[e][1,2,4]triazolo[3,4-b][1,3,4]thiadiazine

methyl 2-chloro-trans-1-cycloundecene-1-carboxylate

methyl 2-bromo-trans-1-cycloundecene-1-carboxylate

methyl (E)-2-chlorocycloundec-1-ene-1-carboxylate

Refernces

• 1、 Silva, Saúl,Maycock, Christopher D.. "Efficient α-chlorination of carbonyl containing compounds under basic conditions using methyl chlorosulfate". supporting information. p. 1233 - 1238. Retrieved 2018/02/27.
• 2、 Moriyama, Katsuhiko,Nakamura, Yu,Togo, Hideo. "Oxidative debenzylation of N-benzyl amides and O-benzyl ethers using alkali metal bromide". supporting information. p. 3812 - 3815. Retrieved 2014/08/05.