1-(Bromomethyl)adamantane

Base Information

• Chemical Name: 1-(Bromomethyl)adamantane
• CAS No.: 14651-42-4
• Molecular Formula: C11H17Br
• Molecular Weight: 229.16
• Hs Code.: 2903890090
• European Community (EC) Number: 690-668-5
• DSSTox Substance ID: DTXSID50362862
• Wikidata: Q72446539
• Mol file: 14651-42-4.mol

Synonyms:1-(bromomethyl)adamantane;14651-42-4;1-bromomethyladamantane;Tricyclo[3.3.1.13,7]decane, 1-(bromomethyl)-;MFCD00185303;C11H17Br;IFLab1_005279;1-adamantylmethylbromide;1-Adamantylmethyl bromide;1-adamantyl methyl bromide;1-(bromomethyl)tricyclo[3.3.1.1~3,7~]decane;Adamantane, 1-(bromomethyl)-;SCHEMBL1889741;DTXSID50362862;HMS1426P21;STK501257;AKOS000115678;AKOS023552939;AKOS037643702;PS-9960;AS-31440;SY081316;Isoxazole, 3-(3-fluorophenyl)-5-phenyl-;BB 0254386;CS-0044357;FT-0605816;EN300-01882;(3R,5S,7S)-1-(BROMOMETHYL)ADAMANTANE;W-205639;Z56899178

Chemical Property of 1-(Bromomethyl)adamantane

Chemical Property:

• Vapor Pressure: 0.123mmHg at 25°C
• Melting Point: 30 °C
• Refractive Index: 1.56
• Boiling Point: 226.5 °C at 760 mmHg
• Flash Point: 88.1 °C
• PSA: 0.00000
• Density: 1.36 g/cm³
• LogP: 3.59770
• Storage Temp.: 2-8°C
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 228.05136
• Heavy Atom Count: 12
• Complexity: 156

Purity/Quality:

98% ^*data from raw suppliers

1-(Bromomethyl)adamantane ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C,Xn
• Statements: 36/37/38-22
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C2CC3CC1CC(C2)(C3)CBr

Technology Process of 1-(Bromomethyl)adamantane

There total 15 articles about 1-(Bromomethyl)adamantane 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%

1-adamantanemethanol (770-71-8) → 1-(bromomethyl)adamantane (14651-42-4)

Guidance literature:

With zinc dibromide; In hydrogen bromide; for 0.75h; Heating;

DOI:10.1039/DT9800001879

Reference yield: 86.0%

→ 1-(bromomethyl)adamantane (14651-42-4)

Guidance literature:

With tetra-N-butylammonium tribromide; dibromoisocyanuric acid; In dichloromethane; at 20 ℃; for 4h; UV-irradiation;

Reference yield: 85.0%

1-adamantanemethanol (770-71-8) + zinc dibromide (7699-45-8) → 1-(bromomethyl)adamantane (14651-42-4)

Guidance literature:

With hydrogen bromide; In neat (no solvent); Reflux;

DOI:10.1002/ejic.201200966

upstream raw materials:

3-Hydroxyhomoadamantan

1-adamantanemethanol

homoadamantane

3-bromohomoadamantane

Downstream raw materials:

N-[2-(1-Adamantan-1-ylmethyl-piperidin-4-yl)-ethyl]-N-methyl-benzamide

1-Brom-3-brommethyl-adamantan

(adamant-1-yl)-acetic acid

1-benzyl(adamantane)

Refernces

• 1、 Gravel, Julien,Schmitzer, Andreea R.. "Transmembrane anion transport mediated by adamantyl-functionalised imidazolium salts". . p. 364 - 371. Retrieved 2015.
• 2、 -. "PROCESS FOR THE PREPARATION OF ORGANIC BROMIDES". Paragraph 00169; 00171; 00200. . Retrieved 2017/07/28.