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

Base Information

• Chemical Name: 2,2'-(Cyclopropane-1,1-diyl)diacetic acid
• CAS No.: 70197-77-2
• Molecular Formula: C7H10O4
• Molecular Weight: 158.1519
• DSSTox Substance ID: DTXSID20501524
• Wikidata: Q82353951
• Mol file: 70197-77-2.mol

Synonyms:2,2'-(CYCLOPROPANE-1,1-DIYL)DIACETIC ACID;70197-77-2;2-[1-(carboxymethyl)cyclopropyl]acetic acid;(1-carboxymethyl-cyclopropyl)-acetic acid;SCHEMBL9681942;DTXSID20501524;ZTHPDQRRMAKLIQ-UHFFFAOYSA-N;MFCD17012076;AKOS023202083;CS-0455080;FT-0728721;2,2'-(CYCLOPROPANE-1,1-DIYL)DIACETICACID;F2147-4379

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

Chemical Property:

• Melting Point: 105 °C
• Boiling Point: 383.5±15.0 °C(Predicted)
• PKA: 4.46±0.10(Predicted)
• PSA: 74.60000
• Density: 1.362±0.06 g/cm3(Predicted)
• LogP: 0.71600
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 158.05790880
• Heavy Atom Count: 11
• Complexity: 175

Purity/Quality:

99% ^*data from raw suppliers

2,2'-(Cyclopropane-1,1-diyl)diaceticacid 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC1(CC(=O)O)CC(=O)O

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

There total 8 articles about 2,2'-(Cyclopropane-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: 78.0%

dimethyl 2,2′-(cyclopropane-1,1-diyl)diacetate (1531624-01-7) → (1-carboxymethylcyclopropyl)acetic acid (70197-77-2)

Guidance literature:

With lithium hydroxide monohydrate; In water; isopropyl alcohol; at 20 ℃; for 6h;

DOI:10.1021/jm401292m

Reference yield:

(1-cyanomethyl-cyclopropyl)-acetonitrile (20778-47-6) → (1-carboxymethylcyclopropyl)acetic acid (70197-77-2)

Guidance literature:

With potassium hydroxide;

DOI:10.1021/jo01328a042

Reference yield:

[1-(hydroxymethyl)cyclopropyl]methanol (39590-81-3) → (1-carboxymethylcyclopropyl)acetic acid (70197-77-2)

Guidance literature:

Multi-step reaction with 3 steps

1: Py

2: benzene; H₂O

3: aq. KOH

With pyridine; potassium hydroxide; In water; benzene;

DOI:10.1021/jo01328a042

upstream raw materials:

(1-cyanomethyl-cyclopropyl)-acetonitrile

[1-(hydroxymethyl)cyclopropyl]methanol

cyclopropane-1,1-diyldimethanediyl bis(4-methylbenzenesulfonate)

cyclopropane-1,1-diylbis(methylene) dimethanesulfonate

Downstream raw materials:

6-azaspiro[2.5]octane-5,7-dione

spiro[2.5]octane-5,7-dione