2-METHYLBICYCLO[2.2.1]-5-HEPTENE-2-CARBOXYLIC ACID

Base Information

• Chemical Name: 2-METHYLBICYCLO[2.2.1]-5-HEPTENE-2-CARBOXYLIC ACID
• CAS No.: 825-03-6
• Molecular Formula: C₉H₁₂O₂
• Molecular Weight: 152.193
• Hs Code.: 2916209090
• Mol file: 825-03-6.mol

Synonyms:5-Norbornene-2-carboxylicacid, 2-methyl- (6CI,7CI,8CI); 2-Methyl-5-bicyclo[2.2.1]hepten-2-carboxylicacid; 2-Methyl-5-norbornene-2-carboxylic acid;3-Methylbicyclo[2.2.1]hept-5-ene-3-carboxylic acid

Chemical Property of 2-METHYLBICYCLO[2.2.1]-5-HEPTENE-2-CARBOXYLIC ACID

Chemical Property:

• Vapor Pressure: 0.003mmHg at 25°C
• Melting Point: 80 °C
• Boiling Point: 261.352°C at 760 mmHg
• Flash Point: 121.096°C
• PSA: 37.30000
• LogP: 1.67330

Purity/Quality:

98%min ^*data from raw suppliers

2-Methylbicyclo[2.2.1]-5-heptene-2-carboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R36/37/38:Irritating to eyes, respiratory system and skin.
• Hazard Codes: Xi:Irritant
• Statements: R36/37/38:Irritating to eyes, respiratory system and skin.
• Safety Statements: S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.; S37/39:Wear suitable g

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-METHYLBICYCLO[2.2.1]-5-HEPTENE-2-CARBOXYLIC ACID

There total 8 articles about 2-METHYLBICYCLO[2.2.1]-5-HEPTENE-2-CARBOXYLIC ACID 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%

5-formyl-5-methylbicyclo[2.2.1]hept-2-ene (40441-67-6) → 2-exo-Methyl-5-norbornen-2-endo-carbonsaeure (825-03-6)

Guidance literature:

5-formyl-5-methylbicyclo[2.2.1]hept-2-ene; With sodium hydroxide; silver(l) oxide; In water; at 90 ℃; for 12h;

With hydrogenchloride; In water; at 20 ℃; pH=2;

DOI:10.1002/anie.201106497

Reference yield: 95.0%

poly(methacrylic acid) (79-41-4,25087-26-7,50867-57-7) + cyclopenta-1,3-diene (542-92-7,25568-84-7,7313-32-8) → 2-exo-Methyl-5-norbornen-2-endo-carbonsaeure (825-03-6)

Guidance literature:

chiral (acyloxy)borane (CAB) 2; at -78 ℃; for 5h;

DOI:10.1021/jo00033a005

Reference yield: 79.0%

poly(methacrylic acid) (79-41-4,25087-26-7,50867-57-7) + bi(cyclopentadiene) (77-73-6,933-60-8,1755-01-7,25038-78-2) → 2-exo-Methyl-5-norbornen-2-endo-carbonsaeure (825-03-6)

Guidance literature:

With 2-methylbenzene-1,4-diol; at 150 ℃; for 10h;

upstream raw materials:

poly(methacrylic acid)

cyclopenta-1,3-diene

5-formyl-5-methylbicyclo[2.2.1]hept-2-ene

bi(cyclopentadiene)

Downstream raw materials:

((1S,4S)-2-Methyl-bicyclo[2.2.1]hept-5-en-2-yl)-methanol

Toluene-4-sulfonic acid (1S,4S)-2-methyl-bicyclo[2.2.1]hept-5-en-2-ylmethyl ester

(+/-)-5,6,7,8-tetrachloro-2-methyl-(4at,8at)-1,2,3,4,4a,5,8,8a-octahydro-1r,4c;5t,8t-dimethano-naphthalene-2ξ-carboxylic acid

Refernces

• 1、 Hatano, Manabu,Mizuno, Tomokazu,Izumiseki, Atsuto,Usami, Ryota,Asai, Takafumi,Akakura, Matsujiro,Ishihara, Kazuaki. "Enantioselective diels-alder reactions with anomalous endo/exo selectivities using conformationally flexible chiral supramolecular catalysts". supporting information; experimental part. p. 12189 - 12192. Retrieved 2012/02/01.
• 2、 Gao, Qingzhi,Maruyama, Tohru,Mouri, Makoto,Yamamoto, Hisashi. "Asymmetric Hetero Diels-Alder Reaction Catalyzed by Stable and Easily Prepared CAB Catalysts". . p. 1951 - 1952. Retrieved 2007/10/02.