2-Methylbicyclo[2.2.1]hept-2-ene

Base Information

• Chemical Name: 2-Methylbicyclo[2.2.1]hept-2-ene
• CAS No.: 694-92-8
• Molecular Formula: C8H12
• Molecular Weight: 108.183
• Hs Code.: 2902199090
• NSC Number: 135006
• DSSTox Substance ID: DTXSID70989217
• Nikkaji Number: J124.773E
• Mol file: 694-92-8.mol

Synonyms:2-Methylbicyclo[2.2.1]hept-2-ene;2-Methyl-2-norbornene;694-92-8;2-Norbornene, 2-methyl-;2-Methylnorbornene;Bicyclo[2.2.1]hept-2-ene, 2-methyl-;Bicyclo(2.2.1)hept-2-ene, 2-methyl-;2-Methylbicyclo(2.2.1)heptene;2-Methylbicyclo[2.2.1]heptene;NSC135006;2-Methylnorborn-2-ene;DTXSID70989217;MFCD00167675;NSC 135006;NSC-135006

Chemical Property of 2-Methylbicyclo[2.2.1]hept-2-ene

Chemical Property:

• Vapor Pressure: 11.4mmHg at 25°C
• Melting Point: 54.8-55.8 °C
• Refractive Index: 1.4280
• Boiling Point: 215℃
• Flash Point: 77℃
• PSA: 0.00000
• Density: 0.928
• LogP: 2.36260
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 108.093900383
• Heavy Atom Count: 8
• Complexity: 133

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC2CCC1C2

Technology Process of 2-Methylbicyclo[2.2.1]hept-2-ene

There total 32 articles about 2-Methylbicyclo[2.2.1]hept-2-ene 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: 37.0%

2-endo-(2',4'-Dinitrophenoxy)-2-exo-methyl-8,9,10-trinorbornan → 2-methylenebicyclo[2.2.1]heptane (497-35-8,139683-15-1) + 2-methylnorborn-2-ene (694-92-8) + 2-methyl-2-exo-norborneol (3212-15-5,3212-16-6,5240-73-3,124441-54-9,150521-72-5,150521-73-6)

Guidance literature:

With ethanol; triethylamine; at 89.7 - 109.7 ℃; Kinetics; Thermodynamic data; Product distribution; H(excit.), S(excit.), also in 70percent aq. dioxane;

DOI:10.1002/hlca.19830660813

Reference yield: 24.0%

2-exo-(2',4'-Dinitrophenoxy)-2-endo-methyl-8,9,10-trinorbornan → 2-methylenebicyclo[2.2.1]heptane (497-35-8,139683-15-1) + 2-methylnorborn-2-ene (694-92-8) + 2-methyl-2-exo-norborneol (3212-15-5,3212-16-6,5240-73-3,124441-54-9,150521-72-5,150521-73-6)

Guidance literature:

With ethanol; triethylamine; at 49.9 - 100 ℃; Kinetics; Thermodynamic data; Product distribution; H(excit.), S(excit.), also in 70percent aq. dioxane;

DOI:10.1002/hlca.19830660813

Reference yield: 13.0%

(1R,2S,4S)-2-Methyl-bicyclo[2.2.1]heptan-2-ol (3212-15-5,3212-16-6,5240-73-3,124441-54-9,150521-72-5,150521-73-6) → 2-methylenebicyclo[2.2.1]heptane (497-35-8,139683-15-1) + 2-methylnorborn-2-ene (694-92-8) + 1-methyltricyclo<2.2.1.02,6>heptane (4601-85-8)

Guidance literature:

With potassium hydrogensulfate;

DOI:10.1039/P29850001537

upstream raw materials:

phthalic anhydride

(1R,2S,4S)-2-Methyl-bicyclo[2.2.1]heptan-2-ol

2-methyl-2-exo-norborneol

toluene-4-sulfonic acid

Downstream raw materials:

2-methoxy-3-methylnorbornane

exo-3-(4-cyanophenyl)-exo-2-methoxy-endo-3-methylnorbornane

exo-3-(4-cyanophenyl)-endo-2-methoxy-endo-3-methylnorbornane

endo-3-(4-cyanophenyl)-exo-2-methoxy-exo-3-methylnorbornane

Refernces

• 1、 Rengaraju,S.,Berlin,K.D.. "". . p. 2399 - 2408. Retrieved 1971.
• 2、 Gasanov,Alieva,Musaev. "Bicyclo[2.2.1]heptane-2-methanol Transformations on oxide catalysts". . p. 272 - 274. Retrieved 2007/10/03.
• 3、 Creary, Xavier,Hatoum, Holia N.,Barton, Angela,Aldridge, Timothy E.. "Solvolytic Elimination Reactions of Tertiary α-CSNMe2-Substitutedd Systems". . p. 1887 - 1897. Retrieved 2007/10/02.