NortricyclylBromide

Base Information

• Chemical Name: NortricyclylBromide
• CAS No.: 695-02-3
• Molecular Formula: C7H9Br
• Molecular Weight: 173.052
• Mol file: 695-02-3.mol

Synonyms:3-bromotricyclo<2.2.1.01>heptane;Nortricyclyl bromide;3-Brom-2,6-cyclo-norbornan;3-bromo-2,6-cyclo-norbornane;Tricyclo[2.2.1.02,6]heptane, 3-bromo-;3-Bromonortricyclene;3-nortricyclyl bromide;7-bromonortricyclane;

Chemical Property of NortricyclylBromide

Chemical Property:

• Vapor Pressure: 1mmHg at 25°C
• Refractive Index: 1.4878 (estimate)
• Boiling Point: 184.5°C at 760 mmHg
• Flash Point: 57.2°C
• PSA: 0.00000
• Density: 1.72g/cm³
• LogP: 2.03570

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of NortricyclylBromide

There total 22 articles about NortricyclylBromide 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: 80.0%

norborn-2-ene (498-66-8) → 1R(S),2S(R),4S(R),7R(S)-2,7-dibromobicyclo[2.2.1]heptane (32346-69-3,32435-39-5,60154-54-3) + 2-bromonortricyclane (695-02-3) + 2-exo-7-anti-dibromobicyclo<2.2.1>heptane

Guidance literature:

With aluminum tri-bromide; N-chlorodiethylamine; In dichloromethane; at -70 - 0 ℃; other reagents: N-chlorodiethylamine/PBr₃, N-chlorodiethylamine/POBr₃, N-chlorodiethylamine/PBr₅;

DOI:10.1007/BF02494285

Reference yield: 63.0%

potassium 5-norbornen-2-ylpentafluorosilicate → Nortricyclylbromid (695-02-3)

Guidance literature:

With N-Bromosuccinimide; In methanol; for 2h; Ambient temperature;

DOI:10.1016/S0022-328X(00)86818-7

Reference yield: 57.0%

norborn-2-ene (498-66-8) → 1R(S),2S(R),4S(R),7R(S)-2,7-dibromobicyclo[2.2.1]heptane (32346-69-3,32435-39-5,60154-54-3) + 2-bromonortricyclane (695-02-3) + 2-endo-bromo-3-exo-chlorobicyclo<2.2.1>heptane

Guidance literature:

With N-chlorodiethylamine; phosphorus tribromide; In dichloromethane; at -70 - 0 ℃; Mechanism; Product distribution; other reagents: N-chlorodiethylamine/POBr₃, N-chlorodiethylamine/PBr₅, various reactants ratio;

DOI:10.1007/BF02494285

upstream raw materials:

norborn-2-ene

tetrachloromethane

N-Bromosuccinimide

bicyclo[2.2.1]hepta-2,5-diene

Downstream raw materials:

anti-7-bromo-exo-2-norbornyl acetate

norborn-2-ene

nortricyclane

3-nortricyclyltrimethyltin

Refernces

• 1、 Tamao, Kohei,Mishima, Masayuki,Yoshida, Jun-ichi,Takahashi, Masataka,Ishida, Neyoshi,Kumada, Makoto. "ORGANOFLUOROSILICATES IN ORGANIC SYNTHESIS. XV. REACTION OF exo- AND endo-5-NORBORNEN-2-YLSILYL DERIVATIVES WITH N-BROMOSUCCINIMIDE. DIFFERENCE IN REACTIVITY BETWEEN HEXACOORDINATE AND TETRACOORDINATE SILICON COMPOUNDS". . p. 151 - 162. Retrieved 1982.
• 2、 Walborsky, H. M.,Topolski, Marek. "The Surface Nature of Grignard Reagent Formation". . p. 3455 - 3459. Retrieved 2007/10/02.
• 3、 Flury, Peter,Grob, Cyril A.. "DIFFERENTIAL BRIDGING IN THE SOLVOLYSIS OF 6- AND 7-SUBSTITUTED 2-EXO- AND 2-ENDO-NORBORNYL p-TOLUENESULFONATES". . p. 3195 - 3198. Retrieved 2007/10/02.