4-Formyl-bicyclo[2.2.2]octane-1-carboxylic acid methyl ester
- Product Name
- 4-Formyl-bicyclo[2.2.2]octane-1-carboxylic acid methyl ester
- CAS No.
- 94994-25-9
- Chemical Name
- 4-Formyl-bicyclo[2.2.2]octane-1-carboxylic acid methyl ester
- Synonyms
- Methyl 4-formylbicyclo[2.2.2]octane-1-carboxylate;methyl 1-formylbicyclo[2.2.2]octane-4-carboxylate;4-carbomethoxybicyclo<2.2.2>octane-1-carboxaldehyde;4-Formyl-bicyclo[2.2.2]octane-1-carboxylic acid methyl ester;Bicyclo[2.2.2]octane-1-carboxylic acid, 4-formyl-, methyl ester
- CBNumber
- CB52554351
- Molecular Formula
- C11H16O3
- Formula Weight
- 196.24
- MOL File
- 94994-25-9.mol
4-Formyl-bicyclo[2.2.2]octane-1-carboxylic acid methyl ester Property
- Boiling point:
- 261℃
- Density
- 1.252
- Flash point:
- 109℃
- storage temp.
- Inert atmosphere,Store in freezer, under -20°C
- solubility
- Chloroform (Sparingly), Ethyl Acetate (Slightly)
- form
- Solid
- color
- Pale Beige to Light Beige
Safety
- HS Code
- 2918300090
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P271Use only outdoors or in a well-ventilated area.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P312Call a POISON CENTER or doctor/physician if you feel unwell.
P321Specific treatment (see … on this label).
P332+P313IF SKIN irritation occurs: Get medical advice/attention.
P337+P313IF eye irritation persists: Get medical advice/attention.
P362Take off contaminated clothing and wash before reuse.
P403+P233Store in a well-ventilated place. Keep container tightly closed.
P405Store locked up.
P501Dispose of contents/container to..…
N-Bromosuccinimide Price
- Product number
- M305890
- Product name
- Methyl4-formylbicyclo[2.2.2]octane-1-carboxylate
- Packaging
- 10mg
- Price
- $45
- Updated
- 2021/12/16
- Product number
- AS115502
- Product name
- Methyl4-formylbicyclo[2.2.2]octane-1-carboxylate
- Purity
- 97+%
- Packaging
- 250mg
- Price
- $269
- Updated
- 2021/12/16
- Product number
- AS115502
- Product name
- Methyl4-formylbicyclo[2.2.2]octane-1-carboxylate
- Purity
- 97+%
- Packaging
- 1g
- Price
- $664
- Updated
- 2021/12/16
- Product number
- CHM1050719
- Product name
- METHYL-4-FORMYLBICYCLO[2.2.2]OCTANE-1-CARBOXYLATE
- Purity
- 95.00%
- Packaging
- 5MG
- Price
- $496.02
- Updated
- 2021/12/16
- Product number
- 6564940
- Product name
- Methyl4-formylbicyclo[2.2.2]octane-1-carboxylate
- Purity
- 95%
- Packaging
- 1g
- Price
- $525
- Updated
- 2021/12/16
4-Formyl-bicyclo[2.2.2]octane-1-carboxylic acid methyl ester Chemical Properties,Usage,Production
Synthesis
94994-15-7
94994-25-9
General procedure for the synthesis of methyl 4-formylbicyclo[2.2.2]octane-1-carboxylate from methyl 4-(hydroxymethyl)bicyclo[2.2.2]octane-1-carboxylate: Intermediate A51L: methyl 4-formylbicyclo[2.2.2]octane-1-carboxylate To a solution of Intermediate A511 (540 mg, 2.72 mmol) in dichloromethane (20 mL) was added Dess-Martin periodinane (1502 mg, 3.54 mmol). The reaction mixture was stirred at room temperature overnight. Upon completion of the reaction, the mixture was cooled to 0 °C and the reaction was carefully quenched with saturated sodium bicarbonate solution. The organic and aqueous layers were separated. The aqueous layer was extracted with dichloromethane. The organic layers were combined, washed with saturated brine, dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated to give the crude product. The residue was purified by silica gel column chromatography (40 g REDISEP column with 10-50% ethyl acetate in hexane solution as eluent). The fraction containing the target product was collected and the solvent was evaporated to give the intermediate A51L (400 mg, 74.8% yield). Mass spectrum (electrospray ionization): m/z = 199 [M + H]+;. 1H NMR (400 MHz, chloroform-d) δ ppm 9.48 (s, 1H), 3.68 (s, 3H), 1.94-1.78 (m, 6H), 1.78-1.61 (m, 6H).
References
[1] Tetrahedron Letters, 1999, vol. 40, # 4, p. 781 - 784
[2] Patent: US9273058, 2016, B2. Location in patent: Page/Page column 534
[3] Journal of Labelled Compounds and Radiopharmaceuticals, 2007, vol. 50, # 4, p. 219 - 223
[4] Journal of Organic Chemistry, 1985, vol. 50, # 7, p. 1079 - 1087
4-Formyl-bicyclo[2.2.2]octane-1-carboxylic acid methyl ester Preparation Products And Raw materials
Raw materials
Preparation Products
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