ChemicalBook > CAS DataBase List > Bicyclo[1.1.1]pentane-1,3-dicarboxylic acid, MonoMethyl ester

Bicyclo[1.1.1]pentane-1,3-dicarboxylic acid, MonoMethyl ester

Product Name
Bicyclo[1.1.1]pentane-1,3-dicarboxylic acid, MonoMethyl ester
CAS No.
83249-10-9
Chemical Name
Bicyclo[1.1.1]pentane-1,3-dicarboxylic acid, MonoMethyl ester
Synonyms
3-(Methoxycarbonyl)bicyclo[1.1.1]pentane-1-carboxylic acid;3-methoxycarbonylbicyclo[1.1.1]pentane-1-carboxylate;112657;o[1.1.1]pentane-1-carboxyL;1-Methyl bicyclo[1.1.1]pentane-1,3- dicarboxylate;Bicyclo[1.1.1]pentane-1,3-dicarboxylic acid, 1-Methyl ester;Bicyclo[1.1.1]pentane-1,3-dicarboxylic acid, MonoMethyl ester;Bicyclo[1.1.1]pentane-1,3-dicarboxylic Acid 1-Monomethyl Ester;Bicyclo[1.1.1]pentane-1,3-dicarboxylic acid, monomethyl este...;1,1'-Bicyclo[1,1,1]pentane-1,3-dicarboxylic acid monomethyl ester
CBNumber
CB52639854
Molecular Formula
C8H10O4
Formula Weight
170.16
MOL File
83249-10-9.mol
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Bicyclo[1.1.1]pentane-1,3-dicarboxylic acid, MonoMethyl ester Property

Melting point:
138-139 °C(Solv: chloroform (67-66-3); heptane (142-82-5))
Boiling point:
272.2±40.0 °C(Predicted)
Density 
1.559±0.06 g/cm3(Predicted)
storage temp. 
2-8°C
form 
powder to crystal
pka
4.50±0.40(Predicted)
color 
White to Orange to Green
InChI
InChI=1S/C8H10O4/c1-12-6(11)8-2-7(3-8,4-8)5(9)10/h2-4H2,1H3,(H,9,10)
InChIKey
UJZHYIMESNWEQA-UHFFFAOYSA-N
SMILES
C12(C(OC)=O)CC(C(O)=O)(C1)C2
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Safety

RIDADR 
UN2811
HS Code 
2917198090
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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

H335May cause respiratory irritation

Precautionary statements

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

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
PHB00015
Product name
Bicyclo[1.1.1]pentane-1,3-dicarboxylic acid, 1-methyl ester
Purity
AldrichCPR
Packaging
100 mg
Price
$550
Updated
2025/07/31
TCI Chemical
Product number
M3149
Product name
3-(Methoxycarbonyl)bicyclo[1.1.1]pentane-1-carboxylic Acid
Packaging
200MG
Price
$161
Updated
2025/07/31
TCI Chemical
Product number
M3149
Product name
3-(Methoxycarbonyl)bicyclo[1.1.1]pentane-1-carboxylic Acid
Packaging
1G
Price
$484
Updated
2025/07/31
TRC
Product number
B382905
Product name
Bicyclo[1.1.1]pentane-1,3-dicarboxylicAcid,1-methylEster
Packaging
250mg
Price
$875
Updated
2021/12/16
TRC
Product number
B382905
Product name
Bicyclo[1.1.1]pentane-1,3-dicarboxylicAcid,1-methylEster
Packaging
5mg
Price
$50
Updated
2021/12/16
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Bicyclo[1.1.1]pentane-1,3-dicarboxylic acid, MonoMethyl ester Chemical Properties,Usage,Production

Uses

Bicyclo[1.1.1]pentane-1,3-dicarboxylic Acid, 1-methyl Ester acts as a reagent for the synthesis and in the biopharmaceutical evaluation of imatinib analogs. Also functions as a reagent for the preparation and in biological evaluation of novel bicyclo[1.1.1]pentane-based acidic amino acids as glutamate receptors ligands It is a COVID19-related research product.

Synthesis

5781-53-3

35634-10-7

83249-10-9

The general procedure for the synthesis of methyl bicyclo[1.1.1]pentane-1-carboxylate-3-carboxylate from oxalyl chloride monomethyl ester and the compound (CAS:35634-10-7) was as follows: first, a solution of [1.1.1]propeller in Et2O (500 mL; 161 mmol, 1 eq.) was prepared independently, along with ethyl chloroacetate (16.3 mL, 177 mmol, 1.1 eq.) solution in Et2O (49.7 mL). The entire reactor was flushed for 5 min using pure Et2O (pump 1: 4.0 mL/min, pump 2: 0.5 mL/min). Subsequently, a solution of reagent (2) was injected at a flow rate of 4.0 mL/min at 0 to -80 °C, followed by a solution of reagent (3) at a flow rate of 0.5 mL/min at room temperature. The photoreactor was placed in an ice bath (volume 58 mL; FEP tube rotated over a lamp). After the reaction mixture left the photoreactor, it was quenched using an alkaline aqueous solution of NaOH, KOH, NaHCO3, or KHCO3. After vigorous stirring for 2 h, the aqueous layer was separated and acidified to pH = 1. Subsequently, the mixture was extracted with DCM (3 × 500 mL). The combined organic layers were dried over MgSO4, filtered and concentrated under reduced pressure to afford 3-(methoxycarbonyl)bicyclo[1.1.1]pentane-1-carboxylic acid (9, 17.5 g, 103 mmol, 63% yield), the product being a pale yellow solid.

References

[1] Patent: WO2017/157932, 2017, A1. Location in patent: Page/Page column 27

Bicyclo[1.1.1]pentane-1,3-dicarboxylic acid, MonoMethyl ester Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Bicyclo[1.1.1]pentane-1,3-dicarboxylic acid, MonoMethyl ester manufacturers

Shaanxi Dideu New Materials Co. Ltd
Product
Bicyclo[1.1.1]pentane-1,3-dicarboxylic acid, MonoMethyl ester 83249-10-9
Price
US $0.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
1000kg
Release date
2025-06-19
Career Henan Chemical Co
Product
Bicyclo[1.1.1]pentane-1,3-dicarboxylic acid, MonoMethyl ester 83249-10-9
Price
US $1.00/KG
Min. Order
100g
Purity
98%
Supply Ability
200KG
Release date
2019-12-17

83249-10-9, Bicyclo[1.1.1]pentane-1,3-dicarboxylic acid, MonoMethyl esterRelated Search:


  • 3-(Methoxycarbonyl)Bicyclo[1.1.1]Pentane-1-Carboxylic Acid(WX120556)
  • Bicyclo[1.1.1]pentane-1,3-dicarboxylic acid, MonoMethyl ester
  • 3-(Methoxycarbonyl)bicyclo[1.1.1]pentane-1-carboxylic acid
  • Bicyclo[1.1.1]pentane-1,3-dicarboxylic acid, 1-Methyl ester
  • 1,1'-Bicyclo[1,1,1]pentane-1,3-dicarboxylic acid monomethyl ester
  • 112657
  • 3-methoxycarbonylbicyclo[1.1.1]pentane-1-carboxylate
  • o[1.1.1]pentane-1-carboxyL
  • Bicyclo[1.1.1]pentane-1,3-dicarboxylic Acid 1-Monomethyl Ester
  • Bicyclo[1.1.1]pentane-1,3-dicarboxylic acid, monomethyl este...
  • 1,1′-Bicyclo[1,1,1]pentane-1,3-dicarboxylic acid monomethyl ester, CAS 83249-10-9
  • 1-Methyl bicyclo[1.1.1]pentane-1,3- dicarboxylate
  • 83249-10-9