Uses
ChemicalBook > CAS DataBase List > 3-METHYLENECYCLOBUTANECARBOXYLIC ACID

3-METHYLENECYCLOBUTANECARBOXYLIC ACID

Uses
Product Name
3-METHYLENECYCLOBUTANECARBOXYLIC ACID
CAS No.
15760-36-8
Chemical Name
3-METHYLENECYCLOBUTANECARBOXYLIC ACID
Synonyms
3-methylenecyclobutane-1-carboxylic acid;3-Methylidenecyclobutane-1-carboxylic acid;RARECHEM AL BO 0919;3-Methylenecyclobutanecarboxylic;3-methylene-cyclobutanecarboxylicaci;3-METHYLENECYCLOBUTANECARBOXYLIC ACID;3-methylidenecyclobutanecarboxylic acid;Cyclobutanecarboxylic acid, 3-Methylene-;3-Methylenecyclobutane-1-carboxylicacid97%;3-Methylenecyclobutane-1-carboxylic acid 97%
CBNumber
CB2427333
Molecular Formula
C6H8O2
Formula Weight
112.13
MOL File
15760-36-8.mol
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3-METHYLENECYCLOBUTANECARBOXYLIC ACID Property

Boiling point:
102.5-103 °C(Press: 11 Torr)
Density 
1.12±0.1 g/cm3(Predicted)
refractive index 
1.46
storage temp. 
under inert gas (nitrogen or Argon) at 2-8°C
pka
4.52±0.20(Predicted)
form 
liquid
color 
Clear, colourless
InChI
InChI=1S/C6H8O2/c1-4-2-5(3-4)6(7)8/h5H,1-3H2,(H,7,8)
InChIKey
NNKLICLIBKMDOY-UHFFFAOYSA-N
SMILES
C1(C(O)=O)CC(=C)C1
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Safety

Hazard Codes 
F,Xn
Risk Statements 
22
HazardClass 
IRRITANT
HS Code 
2916399090
Toxicity
mouse,LD50,intraperitoneal,500mg/kg (500mg/kg),National Technical Information Service. Vol. AD430-559,
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

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

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N-Bromosuccinimide Price

TRC
Product number
M218798
Product name
3-MethylenecyclobutanecarboxylicAcid
Packaging
50mg
Price
$45
Updated
2021/12/16
TRC
Product number
M218798
Product name
3-MethylenecyclobutanecarboxylicAcid
Packaging
100mg
Price
$60
Updated
2021/12/16
TRC
Product number
M218798
Product name
3-MethylenecyclobutanecarboxylicAcid
Packaging
500mg
Price
$75
Updated
2021/12/16
Apolloscientific
Product number
OR6346
Product name
3-Methylenecyclobutane-1-carboxylicacid
Purity
97%
Packaging
250mg
Price
$18
Updated
2021/12/16
SynQuest Laboratories
Product number
2321-1-X3
Product name
3-Methylenecyclobutane-1-carboxylic acid
Purity
97%
Packaging
250mg
Price
$20
Updated
2021/12/16
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3-METHYLENECYCLOBUTANECARBOXYLIC ACID Chemical Properties,Usage,Production

Uses

Because it contains a cyclobutane skeleton, 3-methylenecyclobutane carboxylic acid can be used as a synthetic intermediate for functional organic molecules containing a cyclobutane skeleton. By utilizing the chemical transformation properties of this substance, different functional groups can be introduced onto the cyclobutane skeleton, thereby achieving the regulation of the properties of the target organic molecule.

Synthesis

15760-35-7

15760-36-8

Step 1: Preparation of 3-methylenecyclobutanecarboxylic acid Potassium hydroxide (264 g, 4.7 mol) was added to a mixed solution of 3-methylenecyclobutanecarbonitrile (110 g, 1.18 mol) in ethanol (500 mL) and water (500 mL), and the resulting mixture was heated to reflux overnight. Upon completion of the reaction, ethanol was removed by distillation under reduced pressure. The remaining solution was cooled to below 10 °C and acidified with concentrated hydrochloric acid to pH 1. The mixture was extracted with ethyl acetate (2 × 500 mL), the organic phases were combined and dried over anhydrous sodium sulfate. The organic phase was concentrated under reduced pressure to give the title compound 3-methylenecyclobutanecarboxylic acid (132 g, 100% yield) as a yellow oil.

References

[1] Patent: US2013/79324, 2013, A1. Location in patent: Paragraph 0934; 0935
[2] Patent: US2014/142081, 2014, A1. Location in patent: Paragraph 0242; 0244
[3] Patent: WO2014/79136, 2014, A1. Location in patent: Page/Page column 89-90
[4] Patent: WO2018/89355, 2018, A1. Location in patent: Page/Page column 221; 222
[5] Patent: WO2015/129926, 2015, A1. Location in patent: Page/Page column 108

3-METHYLENECYCLOBUTANECARBOXYLIC ACID Preparation Products And Raw materials

Raw materials

Preparation Products

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3-METHYLENECYCLOBUTANECARBOXYLIC ACID Suppliers

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View Lastest Price from 3-METHYLENECYCLOBUTANECARBOXYLIC ACID manufacturers

ZHENGZHOU JIUYI TIME NEW MATERIALS CO,.LTD
Product
3-Methylenecyclobutanecarboxylic acid 15760-36-8
Price
US $2.00-6.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
100kg
Release date
2025-08-05
Career Henan Chemical Co
Product
3-METHYLENECYCLOBUTANECARBOXYLIC ACID 15760-36-8
Price
US $1.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
200kg
Release date
2018-12-24

15760-36-8, 3-METHYLENECYCLOBUTANECARBOXYLIC ACIDRelated Search:


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  • 3-Methylidenecyclobutane-1-carboxylic acid
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  • 3-methylenecyclobutane-1-carboxylic acid
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  • 15760-36-8
  • Carboxylic acid
  • Carboxylic Acids
  • Carboxylic Acids
  • Ring Systems