3-Methylenecyclobutanecarboxylic acid

Base Information

• Chemical Name: 3-Methylenecyclobutanecarboxylic acid
• CAS No.: 15760-36-8
• Molecular Formula: C6H8O2
• Molecular Weight: 112.128
• Hs Code.: 2916209090
• European Community (EC) Number: 692-323-4
• DSSTox Substance ID: DTXSID40166295
• Nikkaji Number: J48.585C
• Wikidata: Q72490437
• Mol file: 15760-36-8.mol

Synonyms:3-Methylenecyclobutanecarboxylic acid;15760-36-8;3-methylidenecyclobutane-1-carboxylic acid;CYCLOBUTANECARBOXYLIC ACID, 3-METHYLENE-;USAF A-16047;3-methylidenecyclobutanecarboxylic acid;BRN 2637143;MFCD00101901;3-Methylenecyclobutane-1-carboxylic acid;4-09-00-00110 (Beilstein Handbook Reference);3-Methylen-cyclobutancarbonsaeure;3-Methylenecyclobutanecarboxylicacid;3-methylene-cyclobutanecarboxylic acid;SCHEMBL399574;DTXSID40166295;BCP27117;CS-M1233;3-Methylene-cyclobutylcarboxylic acid;BBL104102;STL557917;3-methylenecyclobutane carboxylic acid;3-methylene cyclobutyl carboxylic acid;AKOS006345208;3-methylene-cyclobutane carboxylic acid;AS-5434;PB25975;3-methylidene cyclobutane carboxylic acid;LS-55861;SY039273;AM20070595;FT-0602698;EN300-117740;3-Methylenecyclobutanecarboxylic acid, AldrichCPR;J-512903;F2167-8028

Chemical Property of 3-Methylenecyclobutanecarboxylic acid

Chemical Property:

• Vapor Pressure: 0.0472mmHg at 25°C
• Refractive Index: 1.493
• Boiling Point: 218.636 °C at 760 mmHg
• PKA: 4.52±0.20(Predicted)
• Flash Point: 97.455 °C
• PSA: 37.30000
• Density: 1.127 g/cm³
• LogP: 1.03720
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 112.052429494
• Heavy Atom Count: 8
• Complexity: 130

Purity/Quality:

99% ^*data from raw suppliers

3-MethylenecyclobutanecarboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F
• Hazard Codes: F,Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=C1CC(C1)C(=O)O

Technology Process of 3-Methylenecyclobutanecarboxylic acid

There total 6 articles about 3-Methylenecyclobutanecarboxylic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

3-methylenecyclobutanecarbonitrile (15760-35-7) → 3-methylenecyclobutane-1-carboxylic acid (15760-36-8)

Guidance literature:

With water; potassium hydroxide; In ethanol; Reflux;

Reference yield: 90.0%

3-oxocyclobutanecarboxylic acid (23761-23-1) + methyl-triphenylphosphonium iodide (2065-66-9) → 3-methylenecyclobutane-1-carboxylic acid (15760-36-8)

Guidance literature:

methyl-triphenylphosphonium iodide; With potassium tert-butylate; In tetrahydrofuran; at 20 ℃; for 1h;

3-oxocyclobutanecarboxylic acid; In tetrahydrofuran; at 0 - 20 ℃; for 48h;

DOI:10.1002/ejoc.202000733

Reference yield:

1,2-propanediene (463-49-0) + acrylic acid (79-10-7) → 1,2,3,4,5,6,7,8-octahydro-naphthalene-2,6-dicarboxylic acid (92723-44-9) + 3-methylenecyclobutane-1-carboxylic acid (15760-36-8)

Guidance literature:

With hydroquinone; substance of mp: >300 degree;

DOI:10.1021/ja01520a033

upstream raw materials:

3-methylenecyclobutanecarbonitrile

1,2-propanediene

acrylic acid

3-oxocyclobutanecarboxylic acid

Downstream raw materials:

3-oxocyclobutanecarboxylic acid

3-methyl-cyclobutanecarboxylic acid ethyl ester

2-methyl-1,4-pentadiene

3-methylenecyclobutylmethyl bromide

Refernces

• 1、 Delcaillau, Tristan,Boehm, Philip,Morandi, Bill. "Nickel-Catalyzed Reversible Functional Group Metathesis between Aryl Nitriles and Aryl Thioethers". supporting information. p. 3723 - 3728. Retrieved 2021/04/07.
• 2、 -. "Nitroxide derivative of ROCK kinase inhibitor". Paragraph 0456-0462. . Retrieved 2020/06/17.