ChemicalBook > CAS DataBase List > BICYCLO[2.2.2]OCTANE-1,4-DICARBOXYLIC ACID HEMIMETHYL ESTER

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
Oakwood
Product number
334351
Product name
4-(Methoxycarbonyl)bicyclo[2.2.2]octane-1-carboxylic acid
Purity
95+%
Packaging
1g
Price
$50
Updated
2021/12/16
Activate Scientific
Product number
AS36904
Product name
4-(Methoxycarbonyl)bicyclo[2.2.2]octane-1-carboxylic acid
Purity
97+%
Packaging
1g
Price
$56
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

Raw materials

Preparation Products

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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:


  • 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
  • Carboxylic Acids
  • Fused Ring Systems