1-Methoxycyclopropanecarboxylic acid

Name: 1-Methoxycyclopropanecarboxylic acid
Brand: ChemScene
Availability: InStock
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CAS No. 100683-08-7
Cat. No. CS-0098250
Purity≥97%
MDL No.MFCD19228478

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
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1-Methoxycyclopropanecarboxylic acid|CS-0098250

Structure of 100683-08-7

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General Information

CAS No. 100683-08-7
Cat. No. CS-0098250
Purity ≥97%
MDL No. MFCD19228478
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₈O₃
Molecular Weight 116.12
Synonym(s) None
SMILES O=C(C1(OC)CC1)O

Description

1-Methoxycyclopropanecarboxylic acid features a strained cyclopropyl ring fused to a carboxylic acid and methoxy group, delivering high reactivity in cycloaddition and functionalization reactions. The electron-withdrawing nature of the ester moiety enhances electrophilicity at the carbonyl carbon, enabling efficient coupling with nucleophiles under mild conditions. This bench-stable derivative serves as a valuable building block for synthesizing bioactive heterocycles and pharmaceutical intermediates.

Application

1-Methoxycyclopropanecarboxylic acid serves as a versatile building block in medicinal chemistry, enabling the synthesis of cyclopropyl-containing scaffolds via standard ester transformations and decarboxylation protocols. Its constrained ring structure imparts enhanced metabolic stability and conformational rigidity, facilitating targeted ligand design. The molecule exhibits good bench stability and is compatible with common functional group manipulations, including nucleophilic substitution and hydrogenation.

Synthesis

Route1
- 2790-74-1
- ~%
- In-stock
  
  100683-08-7
References
- ARRAY BIOPHARMA INC. Patent: WO2009/140320 A1, 2009 ; Location in patent: Page/Page column 166 ; WO 2009/140320 A1
Route2
- 29526-97-4
- ~58%
- In-stock
  
  100683-08-7
References
- Johnston, Linda J.; Ingold, K. U. Journal of the American Chemical Society, 1986 , vol. 108, # 9 p. 2343 - 2348

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS05
Signal Word : Danger	UN#: 3261
Class : 8	Packing Group : Ⅲ
Hazard Statements : H315-H318-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362-P405-P501

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Computational Chemistry Data

TPSA 46.53
LogP 0.25
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Carboxylic Acid

Building Blocks Skeleton Fatty ring compounds Cyclopropane compounds

Key Words

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1-Methoxycyclopropanecarboxylic acid

CAS No. 100683-08-7

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