1-Bromo-3,5,7-trimethyladamantane

Base Information

• Chemical Name: 1-Bromo-3,5,7-trimethyladamantane
• CAS No.: 53398-55-3
• Molecular Formula: C13H21Br
• Molecular Weight: 257.214
• Hs Code.: 2903890090
• Mol file: 53398-55-3.mol

Synonyms:Adamantane,1-bromo-3,5,7-trimethyl- (7CI);NSC 251758;

Chemical Property of 1-Bromo-3,5,7-trimethyladamantane

Chemical Property:

• Vapor Pressure: 0.028mmHg at 25°C
• Melting Point: 101ºC
• Refractive Index: 1.575
• Boiling Point: 254.2 °C at 760 mmHg
• Flash Point: 118.9 °C
• PSA: 0.00000
• Density: 1.333 g/cm³
• LogP: 4.52040
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform (Slightly), Methanol (Slightly, Heated)

Purity/Quality:

99% ^*data from raw suppliers

1-Bromo-3,5,7-trimethyladamantane ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

Useful:

• Uses: 1-Bromo-3,5,7-trimethyladamantane is used as a reagent to synthesize Memantine (M218000) derivatives. Memantine is used as an antiparkinsonian and antispasmodic.

Technology Process of 1-Bromo-3,5,7-trimethyladamantane

There total 11 articles about 1-Bromo-3,5,7-trimethyladamantane 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: 92.0%

3,5,7-trimethyltricyclo[3.3.1.13,7]decan-1-ol (13987-76-3) → 1-bromo-3,5,7-trimethyladamantane (53398-55-3)

Guidance literature:

With sulfurous dibromide; In various solvent(s); for 3h; Heating;

DOI:10.1021/jo00166a008

Reference yield: 46.0%

methylmagnesium bromide (75-16-1) + dibromo-1,3 methyl-5 adamantane (111035-07-5) → 1,3,5-trimethyladamantane (707-35-7) + 1-bromo-3,5,7-trimethyladamantane (53398-55-3) + 1-methyl-adamantane (768-91-2)

Guidance literature:

In dibutyl ether; at 140 ℃;

Reference yield: 37.0%

1,3,5-trimethyladamantane → 1-bromo-3,5,7-trimethyladamantane (53398-55-3)

Guidance literature:

With sodium hydroxide; carbon tetrabromide; N-benzyl-N,N,N-triethylammonium chloride; In dichloromethane; water; at 40 ℃; for 64h;

DOI:10.1002/(SICI)1521-3773(19980803)37:13/14<1895::AID-ANIE1895>3.0.CO;2-A

upstream raw materials:

1,3,5-trimethyladamantane

3,5,7-trimethyltricyclo[3.3.1.13,7]decan-1-ol

methylmagnesium bromide

dibromo-1,3 methyl-5 adamantane

Downstream raw materials:

(4-Amino-butyl)-3,5,7-trimethyl-adamantyl-⁽¹⁾-ether

N-acetyl-3,5,7-trimethyl-1-aminoadamantane

1,3,5,7-tetramethyladamantane

1-ethoxycarbonylamino-3,5,7-trimethyladamantane

Refernces

• 1、 Schreiner, Peter R.,Lauenstein, Oliver,Kolomitsyn, Igor V.,Nadi, Suad,Fokin, Andrey A.. "Selective C-H activation of alipathic hydrocarbons under phase-transfer conditions". . p. 1895 - 1897. Retrieved 2007/10/03.
• 2、 Molle, G.,Dubois, J. E.,Bauer, P.. "Contribution a l'etude des reactions d'alkylation et de polyalkylation de l'adamantane et de ses homologues". . p. 2428 - 2433. Retrieved 2007/10/02.