2-Methylcyclobutane-1-carboxylic acid

Base Information

• Chemical Name: 2-Methylcyclobutane-1-carboxylic acid
• CAS No.: 42185-61-5
• Molecular Formula: C₆H₁₀O₂
• Molecular Weight: 114.144
• Hs Code.: 2916209090
• European Community (EC) Number: 817-317-2
• DSSTox Substance ID: DTXSID60528614
• Nikkaji Number: J1.038.571G
• Mol file: 42185-61-5.mol

Synonyms:42185-61-5;2-methylcyclobutanecarboxylic acid;2-methylcyclobutane-1-carboxylic acid;2-METHYLCYCLOBUTANECARBOXYLICACID;2-Methyl-cyclobutanecarboxylic acid;MFCD09266201;SCHEMBL301208;DTXSID60528614;2-methylcyclobutane-carboxylic acid;AKOS006331251;2-methyl-cyclobutane-1-carboxylic acid;AM807028;AS-81010;SY322771;CS-0308594;D96793;EN300-125104;A847229;F8880-6303

Chemical Property of 2-Methylcyclobutane-1-carboxylic acid

Chemical Property:

• Appearance/Colour: Colorless liquid
• Boiling Point: 194 °C at 760 mmHg
• PKA: 4.81±0.40(Predicted)
• Flash Point: 87.7 °C
• PSA: 37.30000
• Density: 1.105 g/cm³
• LogP: 1.11710
• Storage Temp.: 2-8°C
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 114.068079557
• Heavy Atom Count: 8
• Complexity: 109

Purity/Quality:

99% ^*data from raw suppliers

2-Methylcyclobutanecarboxylicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CCC1C(=O)O

Technology Process of 2-Methylcyclobutane-1-carboxylic acid

There total 17 articles about 2-Methylcyclobutane-1-carboxylic 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: 91.0%

(+/-)-cis-1-carbomethoxy-2-methylcyclobutane (7687-35-6,14132-44-6,57705-62-1,134785-21-0,134877-07-9,134877-12-6) → cis-2-methylcyclobutanecarboxylic acid (42185-61-5,57705-60-9,57705-61-0,93712-19-7,134877-05-7)

Guidance literature:

With sulfuric acid; In tetrahydrofuran; water; for 23h; Heating;

DOI:10.1021/jo0009550

Reference yield: 85.0%

carbon dioxide (124-38-9,18923-20-1) + 1-Methyl-2-chlorcyclobutan (10524-05-7) → 2-methylcyclobutane-1-carboxylic acid (42185-61-5)

Guidance literature:

1-Methyl-2-chlorcyclobutan; With bromine; magnesium; In tetrahydrofuran; for 3h; Heating;

carbon dioxide; In tetrahydrofuran; at 0 ℃; for 2h;

DOI:10.1016/j.tet.2004.09.074

Reference yield:

2-methylcyclobutane-1,1-dicarboxylic acid (89898-45-3) → 2-methylcyclobutane-1-carboxylic acid (42185-61-5)

Guidance literature:

(thermolysis);

DOI:10.1021/ja01478a028

upstream raw materials:

sodium diethylmalonate

1,3-dibromobutane

2-methylcyclobutane-1,1-dicarboxylic acid

Perchlor-3-methylen-cyclobuten-⁽¹⁾-carbonsaeure-⁽²⁾

Downstream raw materials:

(+/-)-cis-1-carbomethoxy-2-methylcyclobutane

(+)-(1S,2R)-1-carbomethoxy-2-methylcyclobutane

cis-2-methylcyclobutanecarboxylic acid

N-[(R)-α-(hydroxymethyl)benzyl]-(1R,2S)-cis-2-methylcyclobutanecarboxamide

Refernces

• 1、 Mandelt, Klaus,Meyer-Wilmes, Imelda,Fitjer, Lutz. "Synthesis and rearrangement of [1,1′-bicyclobutyl]-1-ols and spiro[3.4]octan-5-ols: A general access to bicyclo[3.3.0]octenes (hexahydropentalenes)". . p. 11587 - 11595. Retrieved 2007/10/03.
• 2、 Toeroek, Bela,Molnar, Arpad. "General Synthesis of Methyl- and Dimethyl-cyclobutanes from Simple 1,3-Diols by Phase Transfer Catalysis". . p. 801 - 804. Retrieved 2007/10/02.