1-Adamantyl bromomethyl ketone

Base Information

• Chemical Name: 1-Adamantyl bromomethyl ketone
• CAS No.: 5122-82-7
• Molecular Formula: C12H17 Br O
• Molecular Weight: 257.17
• Hs Code.: 2914700090
• European Community (EC) Number: 225-860-6
• DSSTox Substance ID: DTXSID80199229
• Nikkaji Number: J203.317H
• Wikidata: Q72436637
• Mol file: 5122-82-7.mol

Synonyms:1-Adamantyl bromomethyl ketone;5122-82-7;1-(adamantan-1-yl)-2-bromoethanone;1-(1-Adamantyl)-2-bromoethanone;1-(Bromoacetyl)adamantane;Bromomethyl adamantyl ketone;Bromomethyl 1-adamantyl ketone;C12H17BrO;EINECS 225-860-6;1-(adamantan-1-yl)-2-bromoethan-1-one;Ethanone, 2-bromo-1-tricyclo[3.3.1.13,7]dec-1-yl-;Ethanone, 2-bromo-1-tricyclo(3.3.1.1(sup 3,7))dec-1-yl-;MFCD00074740;2-Bromo-1-tricyclo(3.3.1.1(sup 3,7))dec-1-ylethanone;Bromomethyl tricyclo(3.3.1.13,7)dec-1-yl ketone;Bromomethyl tricyclo[3.3.1.13,7]dec-1-yl ketone;Ethanone, 2-bromo-1-tricyclo(3.3.1.1(3,7)-)dec-1-yl-;Ethanone, 2-bromo-1-tricyclo[3.3.1.1(3,7)-]dec-1-yl-;Enamine_005805;adamantyl bromomethyl ketone;1-admantyl bromomethyl ketone;SCHEMBL354359;Ketone, 1-adamantyl bromomethyl;adamantan-1-yl bromomethyl ketone;DTXSID80199229;HMS1410H19;1-adamantan-1-yl-2-bromo-ethanone;STL353322;1-(1-Adamantyl)-2-bromoethanone #;1-Adamantyl bromomethyl ketone, 97%;AKOS000271155;CS-W016759;IDI1_008040;AS-61751;LS-67227;FT-0605462;EN300-01848;(+/-)-1,2,2,2-Tetrachloroethylchloroformate;1-((3r,5r,7r)-adamantan-1-yl)-2-bromoethanone;Ketone, 1-adamantyl bromomethyl (6CI,7CI,8CI);Z56757311;F1928-0001;2-bromo-1-(tricyclo[3.3.1.1~3,7~]dec-1-yl)ethanone

Chemical Property of 1-Adamantyl bromomethyl ketone

Chemical Property:

• Appearance/Colour: White crystalline powder
• Vapor Pressure: 0.00032mmHg at 25°C
• Melting Point: 76-79 °C(lit.)
• Boiling Point: 320.3ºC at 760 mmHg
• Flash Point: 61.1ºC
• PSA: 17.07000
• Density: 1.439g/cm3
• LogP: 3.16680
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 256.04628
• Heavy Atom Count: 14
• Complexity: 230

Purity/Quality:

99% ^*data from raw suppliers

1-Adamantyl bromomethyl ketone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39-36/37/39-27

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C2CC3CC1CC(C2)(C3)C(=O)CBr
• Uses: 1-Adamantyl bromomethyl ketone may be used in chemical synthesis studies.

Technology Process of 1-Adamantyl bromomethyl ketone

There total 3 articles about 1-Adamantyl bromomethyl ketone 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: 85.0%

1-acetyladamantane (1660-04-4) → 1-adamantyl bromomethyl ketone (5122-82-7)

Guidance literature:

With N-Bromosuccinimide; In methanol; Petroleum ether; at 59.84 ℃; for 2h;

DOI:10.3390/molecules201018827

Reference yield:

diazomethane (186581-53-3,908094-01-9,334-88-3) + 1-Adamantanecarbonyl chloride (2094-72-6) → 1-adamantyl bromomethyl ketone (5122-82-7)

Guidance literature:

With hydrogen bromide; Yield given. Multistep reaction;

Reference yield:

→ 1-adamantyl bromomethyl ketone (5122-82-7)

Guidance literature:

upstream raw materials:

diazomethane

1-Adamantanecarbonyl chloride

1-acetyladamantane

Downstream raw materials:

4-[(3r,5r,7r-) adamantan-1-yl]thiazol-2-amine

2-[4-(2-adamantan-1-yl-2-oxo-ethyl)-piperazin-1-yl]-5-phenyl-oxazol-4-one

1-acetyladamantane

Refernces

• 1、 -. "FUSED-RING COMPOUNDS, PHARMACEUTICAL COMPOSITION AND USES THEREOF". Paragraph 358; 359. . Retrieved 2016/09/15.
• 2、 Khusnutdinov,Shchadneva,Khisamova. "Bromination of adamantane and its derivatives with tetrabromomethane catalyzed by iron compounds". . p. 184 - 187. Retrieved 2015/04/14.