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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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

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15760-36-8

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