ChemicalBook > CAS DataBase List > 2-Adamantone-5-carboxylic acid

2-Adamantone-5-carboxylic acid

Product Name
2-Adamantone-5-carboxylic acid
CAS No.
56674-87-4
Chemical Name
2-Adamantone-5-carboxylic acid
Synonyms
4-OXO-1-ADAMANTANECARBOXYLIC ACID;AKOS BC-0516;Adamantane Impurity 15;5-Carboxy-2-Adamantanone;1-Carboxy-4-adamantanone;1-Carboxy-4-oxoadamantane;2-Adamantone-5-carboxylic acid;2-ADAMANTANONE-5-CARBOXYLIC ACID;4-KETO-1-ADAMANTANECARBOXYLIC ACID;4-ketoadamantane-1-carboxylic acid
CBNumber
CB4289043
Molecular Formula
C11H14O3
Formula Weight
194.23
MOL File
56674-87-4.mol
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2-Adamantone-5-carboxylic acid Property

Melting point:
169.5-171.0 °C(Solv: ethyl ether (60-29-7))
Boiling point:
367.6±35.0 °C(Predicted)
Density 
1.358±0.06 g/cm3(Predicted)
storage temp. 
Sealed in dry,Room Temperature
pka
4.45±0.20(Predicted)
Appearance
Off-white to light yellow Solid
InChI
InChI=1S/C11H14O3/c12-9-7-1-6-2-8(9)5-11(3-6,4-7)10(13)14/h6-8H,1-5H2,(H,13,14)
InChIKey
VFNJWHFPIRNNRQ-UHFFFAOYSA-N
SMILES
C12(C(O)=O)CC3CC(CC(C3=O)C1)C2
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Safety

HazardClass 
IRRITANT
HS Code 
2916399090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H332Harmful if inhaled

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

TRC
Product number
A208240
Product name
2-Adamantanone-5-carboxylicAcid
Packaging
500mg
Price
$50
Updated
2021/12/16
Oakwood
Product number
077965
Product name
2-Adamantanone-5-carboxylic acid
Packaging
250mg
Price
$10
Updated
2021/12/16
Oakwood
Product number
077965
Product name
2-Adamantanone-5-carboxylic acid
Packaging
1g
Price
$12
Updated
2021/12/16
Oakwood
Product number
077965
Product name
2-Adamantanone-5-carboxylic acid
Packaging
5g
Price
$29
Updated
2021/12/16
AK Scientific
Product number
W7035
Product name
2-Adamantanone-5-carboxylicacid
Packaging
250mg
Price
$63
Updated
2021/12/16
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2-Adamantone-5-carboxylic acid Chemical Properties,Usage,Production

Uses

2-Adamantanone-5-carboxylic Acid is a reactant used in the synthesis of potent inhibitors targeting the drug-resistant mutant of Influenze A. Starting material for Saxagliptin impurities.

Synthesis

56674-88-5

56674-87-4

General procedure for the synthesis of 2-adamantanone-5-carboxylic acid from methyl 5-formate-2-adamantanone: To a mixture of 1.92 g (9.22 mmol) of methyl 5-formate-2-adamantanone (for preparation, see US20050245534) in THF (9 mL) and methanol (3 mL), an aqueous solution of 3N sodium hydroxide (6.15 mL. 18.4 mmol). The reaction mixture was stirred at room temperature for 16 hours. Upon completion of the reaction, methanol and THF were removed by concentration. the residue was cooled in an ice bath and the pH was adjusted slowly by addition of 6N aqueous HCl solution to about 1. After continued stirring for 30 min, the precipitate was collected by filtration, washed with water and partially dried over a filter. The resulting solid was dissolved in dichloromethane (400 mL) and dried by adding anhydrous sodium sulfate. After filtration, the filtrate was concentrated and dried under vacuum to give 1.50 g (84% yield) of 2-adamantanone-5-carboxylic acid as a white solid.HPLC analysis (Condition B): retention time 1.61 min.LCMS analysis (Condition B): m/z 193.3 [M+H]+.

References

[1] Patent: WO2012/125886, 2012, A1. Location in patent: Page/Page column 93
[2] Chemical and Pharmaceutical Bulletin, 1982, vol. 30, # 1, p. 67 - 73
[3] Patent: WO2009/156092, 2009, A2. Location in patent: Page/Page column 49

2-Adamantone-5-carboxylic acid Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 2-Adamantone-5-carboxylic acid manufacturers

Shenzhen Nexcon Pharmatechs Ltd.
Product
2-Adamantone-5-carboxylic acid 56674-87-4
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
98%
Supply Ability
2000
Release date
2025-06-19
Henan Aochuang Chemical Co.,Ltd.
Product
2-Adamantone-5-carboxylic acid 56674-87-4
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
98%
Supply Ability
1ton
Release date
2022-09-22
Shaanxi Dideu New Materials Co. Ltd
Product
2-Adamantone-5-carboxylic acid 56674-87-4
Price
US $0.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
10000KGS
Release date
2025-04-01

56674-87-4, 2-Adamantone-5-carboxylic acidRelated Search:

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  • tricyclo[3.3.1.1~3,7~]decane-1-carboxylic acid, 4-oxo-
  • 5-Carboxy-2-Adamantanone
  • 4-ketoadamantane-1-carboxylic acid
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  • Adamantane Impurity 15
  • (1s,3R,5S,7s)-4-oxoadamantane-1-carboxylic acid
  • 56674-87-4
  • Adamantane derivatives