2,2'-(Cyclobutane-1,1-diyl)diacetic acid

Base Information

• Chemical Name: 2,2'-(Cyclobutane-1,1-diyl)diacetic acid
• CAS No.: 1075-98-5
• Molecular Formula: C8H12O4
• Molecular Weight: 172.181
• Hs Code.: 2917209090
• European Community (EC) Number: 868-859-1
• DSSTox Substance ID: DTXSID70595716
• Wikidata: Q82490785
• Mol file: 1075-98-5.mol

Synonyms:1075-98-5;2,2'-(Cyclobutane-1,1-diyl)diacetic acid;1,1-Cyclobutanediacetic acid;2-[1-(carboxymethyl)cyclobutyl]acetic acid;(1-Carboxymethylcyclobutyl)acetic acid;SCHEMBL6581996;DTXSID70595716;AONQUGXTXFELHL-UHFFFAOYSA-N;BAA07598;MFCD17012080;AKOS016004518;AS-37186;2,2'-(Cyclobutane-1,1-diyl)diaceticacid;DB-083399;CS-0440757;EN300-148708;Z1255418326

Chemical Property of 2,2'-(Cyclobutane-1,1-diyl)diacetic acid

Chemical Property:

• Melting Point: 140 °C
• Boiling Point: 388.4±15.0 °C(Predicted)
• PKA: 4.42±0.10(Predicted)
• PSA: 74.60000
• Density: 1.286±0.06 g/cm3(Predicted)
• LogP: 1.10610
• Storage Temp.: 2-8°C
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 172.07355886
• Heavy Atom Count: 12
• Complexity: 187

Purity/Quality:

97% ^*data from raw suppliers

(1-Carboxymethylcyclobutyl)aceticAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(C1)(CC(=O)O)CC(=O)O

Technology Process of 2,2'-(Cyclobutane-1,1-diyl)diacetic acid

There total 8 articles about 2,2'-(Cyclobutane-1,1-diyl)diacetic 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: 93.0%

2,2'-(cyclobutane-1,1-diyl)diacetonitrile (1073-90-1) → 2-[1-(carboxymethyl)cyclobutyl]acetic acid (1075-98-5)

Guidance literature:

With potassium hydroxide; In methanol; water; at 70 ℃; for 16h; Inert atmosphere;

DOI:10.1016/j.bmcl.2017.08.034

Reference yield:

[1-(hydroxymethyl)cyclobutyl]methanol (4415-73-0) → 2-[1-(carboxymethyl)cyclobutyl]acetic acid (1075-98-5)

Guidance literature:

Multi-step reaction with 3 steps

1: pyridine / 23.75 h / 0 - 20 °C

2: dimethyl sulfoxide / 3 h / 90 °C

3: potassium hydroxide; water / 12 h / 110 °C

With pyridine; water; potassium hydroxide; In dimethyl sulfoxide;

Reference yield:

diethyl cyclobutane-1,1-dicarboxylate (3779-29-1) → 2-[1-(carboxymethyl)cyclobutyl]acetic acid (1075-98-5)

Guidance literature:

Multi-step reaction with 4 steps

1: lithium aluminium tetrahydride / diethyl ether / 2.5 h / 0 - 20 °C / Reflux

2: pyridine / 23.75 h / 0 - 20 °C

3: dimethyl sulfoxide / 3 h / 90 °C

4: potassium hydroxide; water / 12 h / 110 °C

With pyridine; lithium aluminium tetrahydride; water; potassium hydroxide; In diethyl ether; dimethyl sulfoxide;

upstream raw materials:

2,2'-(cyclobutane-1,1-diyl)diacetonitrile

diethyl cyclobutane-1,1-dicarboxylate

potassium cyanide

[1-(hydroxymethyl)cyclobutyl]methanol

Downstream raw materials:

spiro[3.5]nonan-7-one