2-Bromoadamantane

Base Information

• Chemical Name: 2-Bromoadamantane
• CAS No.: 7314-85-4
• Molecular Formula: C10H15Br
• Molecular Weight: 215.133
• Hs Code.: 29038900
• European Community (EC) Number: 230-777-3
• DSSTox Substance ID: DTXSID801316276
• Nikkaji Number: J147.980F,J903.563J
• Wikidata: Q72451359
• ChEMBL ID: CHEMBL313726
• Mol file: 7314-85-4.mol

Synonyms:Adamantane,2-bromo- (7CI,8CI);2-Adamantyl bromide;

Chemical Property of 2-Bromoadamantane

Chemical Property:

• Appearance/Colour: white adhering crystalline mass, chunks or powder
• Vapor Pressure: 0.0379mmHg at 25°C
• Melting Point: 138-140 °C(lit.)
• Refractive Index: 1.563
• Boiling Point: 248.6 °C at 760 mmHg
• Flash Point: 98.9 °C
• PSA: 0.00000
• Density: 1.398 g/cm³
• LogP: 3.20600
• Storage Temp.: 2-8°C
• Solubility.: soluble in Methanol
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 214.03571
• Heavy Atom Count: 11
• Complexity: 148

Purity/Quality:

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

2-Bromoadamantane ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 24/25-36-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C2CC3CC1CC(C2)C3Br
• Uses: 2-Bromoadamantane was used to study the c-alkylation of phenol.

Technology Process of 2-Bromoadamantane

There total 25 articles about 2-Bromoadamantane 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: 99.0%

2-adamantyl methanesulphonate (31616-68-9) → 2-adamantyl bromide (7314-85-4)

Guidance literature:

With ferric(III) bromide; In dichloromethane; at 20 ℃; for 0.75h; Inert atmosphere;

DOI:10.1002/adsc.201000740

Reference yield: 98.0%

2-adamantyl 2-(methoxyethoxyethylcarboxy)-1-benzosulfonate (866942-25-8) → 2-adamantyl bromide (7314-85-4)

Guidance literature:

With lithium bromide; In acetone; for 16h; Heating;

DOI:10.1021/jo051241y

Reference yield: 92.0%

2-adamantyl tosylate (25139-43-9) → 2-adamantyl bromide (7314-85-4)

Guidance literature:

With 1-n-butyl-3-methylimidazolim bromide; at 90 ℃; for 24h; Inert atmosphere; Green chemistry;

DOI:10.1055/s-0032-1317473 DOI:10.1055/s-0032-1317473

upstream raw materials:

2-Adamantanone

1-adamantanol

1-chloroadamantane

adamantane-2-carboxylic acid

Downstream raw materials:

adamantane-2-carboxylic acid

2-adamantyldiphenylphosphine oxide

2-methyladamantane

adamantane

Refernces

• 1、 Minisci,Minisci, Francesco,Fontana,Fontana, Francesca,Zhao,Zhao, Lihua,Banfi,Banfi, Stefane,Quici,Quici, Silvio. "Regio- and chemo-selectivity of adamantane halogenation by Gif-Barton and metalloporphyrin catalysis and by classical free-radical reactions". . p. 8033 - 8036. Retrieved 1994.
• 2、 Mohite, Amar R.,Phatake, Ravindra S.,Dubey, Pooja,Agbaria, Mohamed,Shames, Alexander I.,Lemcoff, N. Gabriel,Reany, Ofer. "Thiourea-Mediated Halogenation of Alcohols". supporting information. p. 12901 - 12911. Retrieved 2020/11/26.
• 3、 Emery, Katie J.,Young, Allan,Arokianathar, J. Norman,Tuttle, Tell,Murphy, John A.. "KOtBu as a single electron donor? Revisiting the halogenation of alkanes with CBr4 and CCl4". supporting information. . Retrieved 2018/05/22.