BICYCLO[2.2.2]OCTANE-1,4-DICARBOXYLIC ACID HEMIMETHYL ESTER

Product Name: BICYCLO[2.2.2]OCTANE-1,4-DICARBOXYLIC ACID HEMIMETHYL ESTER
CAS No.: 18720-35-9
Chemical Name: BICYCLO[2.2.2]OCTANE-1,4-DICARBOXYLIC ACID HEMIMETHYL ESTER
Synonyms: 4- (methoxy carbonyl) double ring [2.2.2] octane -1- carboxylic acid;o[2.2.2]octane-1-carboxyL;l)bicyclo[2.2.2]octane-1-carboxylic acid;4-(Methoxycarbonyl)bicyclo[2.2.2]octane-1-;1-Methyl bicyclo[2.2.2]octane-1,4-dicarboxylate;1-Carboxy-4-(Methoxycarbonyl)bicyclo[2.2.2]octane;1-Methyl bicyclo[2.2.2]heptane-1, 4-dicarboxylate;Bicyclo [2.2.2] octane-1,4-cyclohexanedicarboxylate;4-(Methoxycarbonyl)bicyclo[2.2.2]octan-1-carboxylic Acid;4-(METHOXYCARBONYL)BICYCLO[2.2.2]OCTANE-1-CARBOXYLICACID
CBNumber: CB3748693
Molecular Formula: C11H16O4
Formula Weight: 212.24
MOL File: 18720-35-9.mol

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BICYCLO[2.2.2]OCTANE-1,4-DICARBOXYLIC ACID HEMIMETHYL ESTER Property

Melting point:: 186.0 to 190.0 °C
Boiling point:: 322.5±42.0 °C(Predicted)
Density: 1.307±0.06 g/cm3(Predicted)
storage temp.: Sealed in dry,Room Temperature
solubility: soluble in Methanol
form: powder to crystaline
pka: 4.77±0.10(Predicted)
color: White to Almost white
InChI: InChI=1S/C11H16O4/c1-15-9(14)11-5-2-10(3-6-11,4-7-11)8(12)13/h2-7H2,1H3,(H,12,13)
InChIKey: KBZVAQVEHVGIEI-UHFFFAOYSA-N
SMILES: C12(C(OC)=O)CCC(C(O)=O)(CC1)CC2

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Safety

Hazard Codes: T
Risk Statements: 25-36
Safety Statements: 26-45
RIDADR: UN 2811 6.1 / PGIII
WGK Germany: 3
HS Code: 2917200090

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H301Toxic if swalloed

H319Causes serious eye irritation

Precautionary statements

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

Sigma-Aldrich

Product number: ANV00226
Product name: 4-(Methoxycarbonyl)bicyclo[2.2.2]octane-1-carboxylic acid
Purity: AldrichCPR
Packaging: 1g
Price: $475
Updated: 2025/07/31

TCI Chemical

Product number: M2855
Product name: 4-(Methoxycarbonyl)bicyclo[2.2.2]octan-1-carboxylic Acid
Purity: >98.0%(GC)(T)
Packaging: 1g
Price: $81
Updated: 2025/07/31

TRC

Product number: M261285
Product name: 4-(Methoxycarbonyl)bicyclo[2.2.2]octane-1-carboxylic acid
Packaging: 10g
Price: $1075
Updated: 2021/12/16

AK Scientific

Product number: W4039
Product name: 4-(Methoxycarbonyl)bicyclo[2.2.2]octane-1-carboxylic acid
Packaging: 100g
Price: $1321
Updated: 2021/12/16

Medical Isotopes, Inc.

Product number: 71249
Product name: 4-(Methoxycarbonyl)bicyclo[2.2.2]octane-1-carboxylic acid
Packaging: 10g
Price: $1475
Updated: 2021/12/16

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BICYCLO[2.2.2]OCTANE-1,4-DICARBOXYLIC ACID HEMIMETHYL ESTER Chemical Properties,Usage,Production

Uses

4-(Methoxycarbonyl)bicyclo[2.2.2]octane-1-carboxylic Acid has been used as a reactant for the preparation of bicyclo-octyltriazole inhibitors of HSD1 for metabolic syndrome treatment.

Synthesis

1459-96-7

18720-35-9

General procedure for the synthesis of 4-(methoxycarbonyl)bicyclo[2.2.2]octane-1,4-dicarboxylic acid from dimethyl bicyclo[2.2.2]octane-1-carboxylate: a mixture of 4-(methoxycarbonyl)bicyclo[2.2.2]octane-1-carboxylic acid (20 g) and potassium hydroxide (5.5 g) in methanol/water (10:1, 106 mL) was heated to reflux overnight. After the reaction was completed, it was cooled to room temperature and concentrated. The residue was diluted with ethyl acetate and extracted with 1N aqueous sodium hydroxide (2 x 100mL). The organic phase was dried with magnesium sulfate, filtered and concentrated to give the starting material as a white solid. The combined aqueous phases were adjusted to pH 1-2 with 2N aqueous hydrochloric acid and extracted with ethyl acetate (4 x 250mL). The combined turbid organic phases were filtered through a slot filter, washed with saturated aqueous sodium chloride, dried over magnesium sulfate, filtered and concentrated to afford 4-(methoxycarbonyl)bicyclo[2.2.2]octane-1-carboxylic acid as a colorless solid (13.1 g, 70% yield). Mass spectral analysis showed [MH]+ = 213.

References

[1] Bioorganic and Medicinal Chemistry Letters, 2014, vol. 24, # 24, p. 5731 - 5737
[2] Patent: WO2006/128184, 2006, A2. Location in patent: Page/Page column 164-165
[3] Patent: WO2008/63671, 2008, A2. Location in patent: Page/Page column 177-178
[4] Patent: WO2014/159802, 2014, A1. Location in patent: Paragraph 00189
[5] Journal of Medicinal Chemistry, 2009, vol. 52, # 6, p. 1558 - 1568

BICYCLO[2.2.2]OCTANE-1,4-DICARBOXYLIC ACID HEMIMETHYL ESTER Preparation Products And Raw materials

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Preparation Products

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BICYCLO[2.2.2]OCTANE-1,4-DICARBOXYLIC ACID HEMIMETHYL ESTER Suppliers

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View Lastest Price from BICYCLO[2.2.2]OCTANE-1,4-DICARBOXYLIC ACID HEMIMETHYL ESTER manufacturers

ZHENGZHOU JIUYI TIME NEW MATERIALS CO,.LTD

Product: 4-(Methoxycarbonyl)bicyclo[2.2.2]octane-1-carboxylic acid 18720-35-9
Price: US $2.00-6.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 100kg
Release date: 2025-08-05

Shaanxi Dideu New Materials Co. Ltd

Product: BICYCLO[2.2.2]OCTANE-1,4-DICARBOXYLIC ACID HEMIMETHYL ESTER 18720-35-9
Price: US $0.00/kg
Min. Order: 1kg
Purity: 98%
Supply Ability: 1000kg
Release date: 2025-06-11

18720-35-9, BICYCLO[2.2.2]OCTANE-1,4-DICARBOXYLIC ACID HEMIMETHYL ESTERRelated Search:

3-Azabicyclo[3.1.0]hexane-3-carboxylicacid,6-amino-,1,1-dimethylethylester, Bicyclo[2.2.2]Octane-1,4-Dicarboxylic Acid DiMethyl bicyclo[2.2.1]heptane-1,4-carboxylate TERT-BUTYL 1-OXO-2,7-DIAZASPIRO[4.5]DECANE-7-CARBOXYLATE Tert-butyl 1,7-diazaspiro[4,4]nonane-1-carboxylate Tert-butyl 2,6-diazaspiro[3.4]octane-2-carboxylate benzyl 5-oxohexahydrocyclopenta[c]pyrrole-2(1H)-carboxylate 2S-7-Aza-bicyclo[2.2.1]heptane-2,7-dicarboxylic acid 7-tert-butyl ester 7-(TERT-BUTOXYCARBONYL)-1-OXA-2,7-DIAZASPIRO[4.4]NON-2-ENE-3-CARBOXYLIC ACID DI-2-PYRIDYL THIONOCARBONATE Dibenzyl chloroMethyl phosphate (3aR,6as)-tert-butyl 5-methylenehexahydrocyclopenta[c]pyrrole-2(1H)-carboxylate DIETHYL 2,5-DIOXOBICYCLO[2.2.2]OCTANE-1,4-DICARBOXYLATE TRANS-1,4-CYCLOHEXANEDICARBOXYLIC ACID MONOMETHYL ESTER BICYCLO[2.2.2]OCTANE-1,4-DICARBOXYLIC ACID HEMIMETHYL ESTER trans-1,4-Cyclohexanedicarboxybic acid 1,4-Cyclohexanedicarboxylic acid dimethyl bicyclo[2.2.2]octane-1,4-dicarboxylate

Bicyclo[2.2.2]octane-1,4-dicarboxylIic acid hemimethyl ester

Bicyclo [2.2.2]octane-1,4-dicarboxylic acid, 1-methyl ester

Bicyclo[2.2.2]octane-1,4-dicarboxylic acid, monomethyl ester

4-(Methoxycarbonyl)bicyclo[2.2.2]octane-1-

1-Carboxy-4-(Methoxycarbonyl)bicyclo[2.2.2]octane

4-(Methoxycarbonyl)bicyclo[2.2.2]octane-1-carboxylic acid, >=98%

4-(Methoxycarbonyl)bicyclo[2.2.2]octan-1-carboxylic Acid

BICYCLO[2.2.2]OCTANE-1,4-DICARBOXYLIC ACID HEMIMETHYL ESTER

4-(METHOXYCARBONYL)BICYCLO[2.2.2]OCTANE-1-CARBOXYLICACID

Bicyclo[2.2.2]octane-1,4-dicarboxylic acid, monomethyl ester 97%

4- (methoxy carbonyl) double ring [2.2.2] octane -1- carboxylic acid

Bicyclo[2.2.2]octane-1,4-dicarboxylIic acid hemimethyl este

Bicyclo [2.2.2] octane-1,4-cyclohexanedicarboxylate

o[2.2.2]octane-1-carboxyL

Monomethyl Hydrogen Bicyclo[2.2.2]octane-1,4-dicarboxylate

l)bicyclo[2.2.2]octane-1-carboxylic acid

1-Methyl bicyclo[2.2.2]octane-1,4-dicarboxylate

1-Methyl bicyclo[2.2.2]heptane-1, 4-dicarboxylate

18720-35-9

Carboxylic Acids

Fused Ring Systems