bicyclo[2.2.2]octane-1-carboxylic acid
- Product Name
- bicyclo[2.2.2]octane-1-carboxylic acid
- CAS No.
- 699-55-8
- Chemical Name
- bicyclo[2.2.2]octane-1-carboxylic acid
- Synonyms
- Bicyclo[2.2.2]octan-1-carboxylic acid;bicyclo[2.2.2]octane-1-carboxylic acid;bicyclo[2.2.2]octane-4-carboxylic acid;Bicyclo[2.2.2]octane-1-carboxylic acid 95+%;Bicyclo[2.2.2]octane-1-carboxylic acid (6CI, 7CI, 8CI, 9CI, ACI)
- CBNumber
- CB81536597
- Molecular Formula
- C9H14O2
- Formula Weight
- 154.21
- MOL File
- 699-55-8.mol
bicyclo[2.2.2]octane-1-carboxylic acid Property
- Melting point:
- 140.8-141.3 °C
- Boiling point:
- 274.3±8.0 °C(Predicted)
- Density
- 1.186±0.06 g/cm3(Predicted)
- storage temp.
- Sealed in dry,Room Temperature
- pka
- 5.07±0.10(Predicted)
- Appearance
- White to off-white Solid
- InChI
- InChI=1S/C9H14O2/c10-8(11)9-4-1-7(2-5-9)3-6-9/h7H,1-6H2,(H,10,11)
- InChIKey
- PUNFICOCZAPAJV-UHFFFAOYSA-N
- SMILES
- C12(C(O)=O)CCC(CC1)CC2
Safety
- HS Code
- 2916200090
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
-
P260Do not breathe dust/fume/gas/mist/vapours/spray.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
N-Bromosuccinimide Price
- Product number
- B593290
- Product name
- Bicyclo[2.2.2]octane-1-carboxylicAcid
- Packaging
- 10mg
- Price
- $45
- Updated
- 2021/12/16
- Product number
- FB141596
- Product name
- Bicyclo[2.2.2]octane-1-carboxylic acid
- Packaging
- 50mg
- Price
- $85
- Updated
- 2021/12/16
- Product number
- 2221-1-61
- Product name
- Bicyclo[2.2.2]octane-1-carboxylic acid
- Purity
- 95.0%
- Packaging
- 250mg
- Price
- $116
- Updated
- 2021/12/16
- Product number
- FB141596
- Product name
- Bicyclo[2.2.2]octane-1-carboxylic acid
- Packaging
- 100mg
- Price
- $130
- Updated
- 2021/12/16
- Product number
- Z5047
- Product name
- Bicyclo[2.2.2]octane-1-carboxylicacid
- Packaging
- 250mg
- Price
- $177
- Updated
- 2021/12/16
bicyclo[2.2.2]octane-1-carboxylic acid Chemical Properties,Usage,Production
Synthesis
18720-35-9
699-55-8
To a round-bottomed flask was added 4-(methoxycarbonyl)bicyclo[2.2.2]octane-1-carboxylic acid (1 g, 4.71 mmol), 2,2'-disulfonylbis(pyridine 1-oxide) (1.427 g, 5.65 mmol) and dichloromethane (50 mL). The flask was wrapped in aluminum foil to protect from light. The suspension was cooled to 0 °C and tributylphosphine (1.453 mL, 5.89 mmol) was added dropwise. The ice bath was removed and the reaction mixture continued to be stirred for 2 hours. The reaction system was again cooled to 0 °C and 2-methylpropane-2-thiol (4.7 mL, 41.7 mmol) was added. The reaction mixture was irradiated using a 300W tungsten lamp for 1.25 hours. The reaction was quenched by adding a suspension of calcium hypochlorite (10 g) in water (100 mL). The mixture was diluted with ether and stirred at 0°C for 5 min and then at room temperature for 20 min. Diatomaceous earth was added to assist in stratification and the mixture was filtered. The filtrate was transferred to a partition funnel and the organic layer was separated. The organic phase was washed with brine, dried over magnesium sulfate and concentrated. The residue was dissolved in a methanol/water (1:1, 100 mL) solution of potassium hydroxide (5 g) and stirred overnight at room temperature. The reaction solution was concentrated to remove most of the methanol, and the by-products were removed by extraction with ether (2×) (discarded). The aqueous phase was acidified with concentrated hydrochloric acid to pH acidic and a white precipitate was precipitated. The precipitate was collected by filtration to give 530 mg of product (66% yield).1H NMR (CDCl3) δ: 11.13 (br.s, 1H), 1.73-1.84 (m, 6H), 1.64-1.68 (m, 1H), 1.53-1.64 (m, 6H).
References
[1] Patent: WO2015/54103, 2015, A1. Location in patent: Page/Page column 27; 28
bicyclo[2.2.2]octane-1-carboxylic acid Preparation Products And Raw materials
Raw materials
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