Propan-2-yl 4-chlorobutanoate

Base Information

• Chemical Name: Propan-2-yl 4-chlorobutanoate
• CAS No.: 3153-34-2
• Molecular Formula: C7H13 Cl O2
• Molecular Weight: 164.632
• Hs Code.: 2915900090
• DSSTox Substance ID: DTXSID101305169
• Mol file: 3153-34-2.mol

Synonyms:3153-34-2;ISO-PROPYLCHLOROBUTYRATE;propan-2-yl 4-chlorobutanoate;ISOPROPYL 4-CHLOROBUTANOATE;Butanoic acid, 4-chloro, 1-methylethyl ester;Butanoic acid, 4-chloro-, 1-methylethyl ester;SCHEMBL1364358;1-Methylethyl 4-chlorobutanoate;DTXSID101305169;STL301868;AKOS005287860;Butyric acid, 4-chloro-, isopropyl ester

Chemical Property of Propan-2-yl 4-chlorobutanoate

Chemical Property:

• Boiling Point: 45 °C(Press: 0.8 Torr)
• PSA: 26.30000
• Density: 1.033±0.06 g/cm3(Predicted)
• LogP: 1.95700
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 164.0604073
• Heavy Atom Count: 10
• Complexity: 102

Purity/Quality:

99%, ^*data from raw suppliers

Isopropyl4-Chlorobutyrate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)OC(=O)CCCCl
• Uses: Isopropyl 4-Chlorobutyrate is an impurity of Vilazodone (V265000), a combined serotonin specific reuptake inhibitor (SSRI) and 5-HT1A receptor partial agonist currently under clinical evaluation for the treatment of major depression.

Technology Process of Propan-2-yl 4-chlorobutanoate

There total 4 articles about Propan-2-yl 4-chlorobutanoate 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: 92.0%

isopropyl alcohol (67-63-0,8013-70-5) + 4-Chlorobutanoyl chloride (4635-59-0) → isopropyl 4-chlorobutanoate (3153-34-2)

Guidance literature:

With pyridine; In dichloromethane; at 0 - 20 ℃; for 3h;

DOI:10.1002/adsc.201400480

Reference yield:

4-Chlorobutyronitrile (628-20-6) + isopropyl alcohol (67-63-0,8013-70-5) → isopropyl 4-chlorobutanoate (3153-34-2)

Guidance literature:

With hydrogenchloride;

Reference yield:

4-butanolide (96-48-0) + isopropyl alcohol (67-63-0,8013-70-5) → isopropyl 4-chlorobutanoate (3153-34-2)

Guidance literature:

With hydrogenchloride; zinc(II) chloride;

upstream raw materials:

4-Chlorobutyronitrile

isopropyl alcohol

4-butanolide

4-Chlorobutanoyl chloride

Downstream raw materials:

Cyclopropancarbonsaeure-isopropylester

levetiracetam

Refernces

• 1、 Goel,Seamans. "The synthesis of 4 chlorobutyric acid esters from γ butyrolactone". . p. 538 - 539. Retrieved 2007/10/10.