Cyclohexanone-2,2,6,6-d4

Base Information

• Chemical Name: Cyclohexanone-2,2,6,6-d4
• CAS No.: 1006-03-7
• Molecular Formula: C6H6 D4 O
• Molecular Weight: 102.113
• European Community (EC) Number: 686-038-4
• DSSTox Substance ID: DTXSID20514639
• Wikidata: Q82375086
• Mol file: 1006-03-7.mol

Synonyms:Cyclohexanone-2,2,6,6-d4;1006-03-7;2,2,6,6-tetradeuteriocyclohexan-1-one;Cyclohexanone-2,2,6,6-d?;SCHEMBL1332104;DTXSID20514639;2,2,6,6-tetradeuterocyclohexanone;Cyclohexan-1-one-2,2,6,6-d4;(2,2,6,6-?H?)cyclohexan-1-one;AKOS015912833;(2,2,6,6-~2~H_4_)Cyclohexanone;Cyclohexanone-2,2,6,6-d4, 98 atom % D;D98108;A935350;J-000177

Chemical Property of Cyclohexanone-2,2,6,6-d4

Chemical Property:

• Vapor Pressure: 2.99mmHg at 25°C
• Melting Point: -47 °C(lit.)
• Refractive Index: n20/D 1.449(lit.)
• Boiling Point: 153 °C(lit.)
• Flash Point: 116 °F
• PSA: 17.07000
• Density: 0.986 g/mL at 25 °C
• LogP: 1.51960
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 102.098271922
• Heavy Atom Count: 7
• Complexity: 68.2

Purity/Quality:

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

Cyclohexanone(2,2,6,6-d4,98%) ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 10-20
• Safety Statements: 23-25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC(=O)CC1
• Isomeric SMILES: [2H]C1(CCCC(C1=O)([2H])[2H])[2H]
• Uses: CYCLOHEXANONE-2,2,6,6-D4 is used as an internal standard for the quantification of Cyclohexanone by GC- or LC-mass spectrometry.

Technology Process of Cyclohexanone-2,2,6,6-d4

There total 4 articles about Cyclohexanone-2,2,6,6-d4 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%

cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) → cyclohexanone-2,2,6,6-d4 (1006-03-7)

Guidance literature:

With water-d2; potassium carbonate; for 62h; Heating;

DOI:10.1021/ja950971s

Reference yield:

cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) → cyclohexanone-2,2,6,6-d4 (1006-03-7) + 2,2,6-trideuterocyclohexanone (98114-91-1)

Guidance literature:

With water-d2; trichlorophosphate; Yield given. Multistep reaction. Title compound not separated from byproducts; 20 grad C, 3 d;

DOI:10.1007/BF00506149

Reference yield:

1-(1-Cyclohexen-1-yl)pyrrolidine (1125-99-1) → pyrrolidine-1-d1 (694-00-8) + cyclohexanone-2,2,6,6-d4 (1006-03-7)

Guidance literature:

With water-d2; for 2h;

DOI:10.1002/jlcr.3210

upstream raw materials:

cyclohexanone

1-(1-Cyclohexen-1-yl)pyrrolidine

Downstream raw materials:

2,2,6,6-Tetradeuterio-1-methyl-cyclohexanol

C₁₇H₁₇⁽²⁾H₄NO

2,2,6,6-tetradeuterio-1-methylenecyclohexane

2,2,6,6-tetradeuterio-cyclohexanol

Refernces

• 1、 Diakiw et al.. "". . p. 462,463, 464, 468. Retrieved 1978.
• 2、 Premuzic,Reeves. "". . p. 1870,1871. Retrieved 1962.
• 3、 Montgomery et al.. "". . p. 3453,3454, 3456. Retrieved 1967.
• 4、 Fahey,Monahan. "". . p. 2816. Retrieved 1970.
• 5、 Peet. "A simple and efficient preparation of 2,2,6,6 tetradeuteriocyclohexanone". . p. 721 - 721. Retrieved 1973.
• 6、 Bandini, Marco,Battaglioli, Simone,Liu, Yang,Lombardi, Lorenzo,Menichetti, Arianna,Montalti, Marco,Valenti, Giovanni. "Visible-Light Photoredox Catalyzed Dehydrogenative Synthesis of Allylic Carboxylates from Styrenes". supporting information. p. 4441 - 4446. Retrieved 2021/06/28.