5-Bromo-2-adamantanone

Base Information

• Chemical Name: 5-Bromo-2-adamantanone
• CAS No.: 20098-20-8
• Molecular Formula: C10H13BrO
• Molecular Weight: 229.117
• Hs Code.: 2914700090
• DSSTox Substance ID: DTXSID80343609
• Mol file: 20098-20-8.mol

Synonyms:5-Bromo-2-adamantanone;5-Bromoadamantan-2-one;20098-20-8;1-Bromoadamantan-4-one;5-bromo-2-oxoadamantane;5-bromanyladamantan-2-one;5-Bromo-2-adamantanone #;SCHEMBL4368426;4-(3-Chlorophenoxy)butyricacid;DTXSID80343609;AKOS004120777;AS-64977;B3154;CS-0449415;FT-0715864;Tricyclo[3.3.1.13,7]decan-2-one, 5-bromo-;A814240;J-013007

Chemical Property of 5-Bromo-2-adamantanone

Chemical Property:

• Vapor Pressure: 0.00154mmHg at 25°C
• Melting Point: 153 °C
• Refractive Index: 1.606
• Boiling Point: 295.3 °C at 760 mmHg
• Flash Point: 88.4 °C
• PSA: 17.07000
• Density: 1.579 g/cm³
• LogP: 2.52910
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 228.01498
• Heavy Atom Count: 12
• Complexity: 230

Purity/Quality:

98% ^*data from raw suppliers

5-Bromo-2-adamantanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C2CC3CC(C2)(CC1C3=O)Br

Technology Process of 5-Bromo-2-adamantanone

There total 4 articles about 5-Bromo-2-adamantanone 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: 68.0%

2-Adamantanone (700-58-3) → 5-bromoadamantan-2-one (20098-20-8)

Guidance literature:

With iron(III)-acetylacetonate; carbon tetrabromide; at 170 ℃; for 5h; Sealed tube; Inert atmosphere;

DOI:10.1134/S1070428015020074

Reference yield: 61.0%

chemantane (20098-14-0) → 5-bromoadamantan-2-one (20098-20-8)

Guidance literature:

With hydrogen bromide; In water; at 100 ℃; for 48h;

Reference yield:

1-adamantanol (700-57-2) → 5-bromoadamantan-2-one (20098-20-8)

Guidance literature:

Multi-step reaction with 2 steps

1: (i) aq. H₂SO₄, (ii) CrO₃, acetone

2: aq. HBr

With hydrogen bromide;

DOI:10.1016/S0040-4020(01)96330-6

upstream raw materials:

chemantane

2-Adamantanone

1-adamantanol

Downstream raw materials:

chemantane

5-fluoroadamantan-2-one

2-fluoroadamantane

Refernces

• 1、 Khusnutdinov,Shchadneva,Khisamova. "Bromination of adamantane and its derivatives with tetrabromomethane catalyzed by iron compounds". . p. 184 - 187. Retrieved 2015/04/14.
• 2、 -. "INHIBITORS OF THE 11-BETA-HYDROXYSTEROID DEHYDROGENASE TYPE 1 ENZYME". Page/Page column 87. . Retrieved 2008/06/13.