2-Bromocyclododecanone

Base Information

• Chemical Name: 2-Bromocyclododecanone
• CAS No.: 31236-94-9
• Molecular Formula: C12H21 Br O
• Molecular Weight: 261.202
• Hs Code.: 2914700090
• European Community (EC) Number: 250-524-0
• NSC Number: 93955
• Nikkaji Number: J48.592F
• Mol file: 31236-94-9.mol

Synonyms:2-Bromocyclododecanone;31236-94-9;2-bromocyclododecan-1-one;alpha-Bromocyclododecanone;Cyclododecanone,2-bromo-;CYCLODODECANONE, 2-BROMO-;EINECS 250-524-0;NSC 93955;C12H21BrO;BRN 2250185;4-07-00-00100 (Beilstein Handbook Reference);NSC93955;.alpha.-Bromocyclododecanone;2-bromo-cyclododecan-1-one;1-Cyclododecanone, 2-bromo-;WLN: L-12-VTJ BE;SCHEMBL7530097;C12-H21-Br-O;NSC-93955;AKOS024332469;LS-55962

Chemical Property of 2-Bromocyclododecanone

Chemical Property:

• Vapor Pressure: 0.000221mmHg at 25°C
• Boiling Point: 326.1°Cat760mmHg
• Flash Point: 30.4°C
• PSA: 17.07000
• Density: 1.167g/cm³
• LogP: 4.23360
• XLogP3: 4.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 260.07758
• Heavy Atom Count: 14
• Complexity: 168

Purity/Quality:

99% ^*data from raw suppliers

2-Bromocyclododecan-1-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2-Bromocyclododecanone

There total 16 articles about 2-Bromocyclododecanone 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: 95.0%

(phenylmethoxy)cyclododecane (121758-10-9) → 2-bromocyclododecan-1-one (31236-94-9)

Guidance literature:

With p-nitrobenzenesulfonamide; hydrogen bromide; oxygen; sodium nitrite; In water; acetonitrile; at 0 - 60 ℃; for 18.5h; under 760.051 Torr;

DOI:10.1039/c7cc02166f

Reference yield: 95.0%

1-Acetoxy-cis-cyclododecen (71365-98-5) → 2-bromocyclododecan-1-one (31236-94-9)

Guidance literature:

With ammonium bromide; In water; acetonitrile; at 20 - 25 ℃; for 0.4h; electrolysis (Pt electrodes);

DOI:10.1021/jo01301a044

Reference yield: 94.0%

Cyclododecyl methyl ether (2986-54-1) → 2-bromocyclododecan-1-one (31236-94-9)

Guidance literature:

With hydrogen bromide; oxygen; sodium nitrite; In water; acetonitrile; at 0 - 50 ℃; for 18.5h; under 760.051 Torr;

DOI:10.1039/c7cc02166f

upstream raw materials:

cyclododecyl acetate

Essigsaeure-(1-cyclododecenyl)ester

cyclododecanone

1-Acetoxy-cis-cyclododecen

Downstream raw materials:

2-Bromcyclododecanonbenzolsulfonylhydrazon

2-methylcyclododecanone

2-benzenesulfonylcyclododecanone

cyclododecanone

Refernces

• 1、 Moriyama, Katsuhiko,Hamada, Tsukasa,Nakamura, Yu,Togo, Hideo. "Catalytic dehydrogenative dual functionalization of ethers: Dealkylation-oxidation-bromination accompanied by C-O bond cleavage: Via aerobic oxidation of bromide". supporting information. p. 6565 - 6568. Retrieved 2017/07/10.
• 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.