Methyl 2-cyclopropyl-2-hydroxyacetate

Base Information

• Chemical Name: Methyl 2-cyclopropyl-2-hydroxyacetate
• CAS No.: 98730-93-9
• Molecular Formula: C6H10O3
• Molecular Weight: 130.1418
• European Community (EC) Number: 834-936-3
• Mol file: 98730-93-9.mol

Synonyms:methyl 2-cyclopropyl-2-hydroxyacetate;98730-93-9;methyl cyclopropyl(hydroxy)acetate;cyclopropyl-hydroxy-acetic acid methyl ester;SCHEMBL1485389;GZILGVPTLJAVCB-UHFFFAOYSA-N;methyl2-cyclopropyl-2-hydroxyacetate;MFCD16693890;AKOS011496314;BS-12395;CS-0106465;FT-0708294;EN300-115960;(rac.)-2-cyclopropyl-2-hydroxy-acetic acid methyl ester;Z965047816

Chemical Property of Methyl 2-cyclopropyl-2-hydroxyacetate

Chemical Property:

• Boiling Point: 190.2±13.0 °C(Predicted)
• PKA: 12.94±0.20(Predicted)
• PSA: 46.53000
• Density: 1.223±0.06 g/cm3(Predicted)
• LogP: -0.06970
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 130.062994177
• Heavy Atom Count: 9
• Complexity: 118

Purity/Quality:

98% ^*data from raw suppliers

methyl2-cyclopropyl-2-hydroxyacetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC(=O)C(C1CC1)O

Technology Process of Methyl 2-cyclopropyl-2-hydroxyacetate

There total 6 articles about Methyl 2-cyclopropyl-2-hydroxyacetate 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: 60.0%

methyl 2-cyclopropyl-2-oxoacetate (6395-79-5) → cyclopropyl-hydroxy-acetic acid methyl ester (98730-93-9)

Guidance literature:

With hydrogenchloride; sodium cyanoborohydride; In methanol; for 8h; Ambient temperature; at pH = 4;

DOI:10.1016/S0040-4020(01)87508-6

Reference yield: 33.0%

methanol (67-56-1) + (+/-)-2-hydroxy-2-cyclopropylacetic acid (5617-84-5) → cyclopropyl-hydroxy-acetic acid methyl ester (98730-93-9)

Guidance literature:

With toluene-4-sulfonic acid; for 24h; Reflux;

Reference yield:

Cyclopropyl methyl ketone (765-43-5) → cyclopropyl-hydroxy-acetic acid methyl ester (98730-93-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 61 percent / Na₂CO₃, KMnO₄ / H₂O / 10 h / 50 °C

2: benzyl trimethylammonium bromide / H₂O; CH₂Cl₂ / 48 h / Ambient temperature

3: 60 percent / NaBH₃CN, HCl in MeOH / methanol / 8 h / Ambient temperature; at pH = 4

With hydrogenchloride; potassium permanganate; sodium cyanoborohydride; sodium carbonate; trimethylbenzylammonium bromide; In methanol; dichloromethane; water;

DOI:10.1016/S0040-4020(01)87508-6

upstream raw materials:

methyl 2-cyclopropyl-2-oxoacetate

Cyclopropyl methyl ketone

methanol

(+/-)-2-hydroxy-2-cyclopropylacetic acid

Downstream raw materials:

(S)-2-O(MTPA)-2-cyclopropylacetic acid methyl ester

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