Butyl 3-mercaptopropionate

Base Information

• Chemical Name: Butyl 3-mercaptopropionate
• CAS No.: 16215-21-7
• Molecular Formula: C7H14O2S
• Molecular Weight: 162.253
• Hs Code.: 2930909090
• European Community (EC) Number: 240-343-5
• NSC Number: 54830
• UNII: XC2PI7HKOE
• DSSTox Substance ID: DTXSID7044845
• Nikkaji Number: J286.844J
• Wikidata: Q27293771
• ChEMBL ID: CHEMBL3186821
• Mol file: 16215-21-7.mol

Synonyms:Butyl 3-mercaptopropionate;16215-21-7;butyl 3-sulfanylpropanoate;butyl 3-mercaptopropanoate;Propanoic acid, 3-mercapto-, butyl ester;Butyl mercaptopropionate;Butyl- 3-mercaptopropionate;BUTYL3-MERCAPTOPROPIONATE;UNII-XC2PI7HKOE;XC2PI7HKOE;beta-Mercaptopropionic acid, butyl ester;Propionic acid, 3-mercapto-, butyl ester;DTXSID7044845;EINECS 240-343-5;NSC 54830;NSC-54830;butyl-3-mercaptopropionate;n-butyl 3-mercaptopropionate;SCHEMBL157557;CHEMBL3186821;DTXCID5024845;Butyl 3-mercaptopropionate, 98%;NSC54830;3-Mercaptopropionic acid butyl ester;Tox21_301649;AKOS015909964;NCGC00256244-01;.beta.-Mercaptopropionic acid, butyl ester;CAS-16215-21-7;FT-0693114;Q27293771;F0001-0581

Chemical Property of Butyl 3-mercaptopropionate

Chemical Property:

• Appearance/Colour: clear colorless to slightly yellow liquid
• Vapor Pressure: 0.136mmHg at 25°C
• Refractive Index: n20/D 1.457(lit.)
• Boiling Point: 216.925 °C at 760 mmHg
• PKA: 9.66±0.10(Predicted)
• Flash Point: 93.333 °C
• PSA: 65.10000
• Density: 1.004 g/cm³
• LogP: 1.64960
• Water Solubility.: 960mg/L at 22℃
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 162.07145086
• Heavy Atom Count: 10
• Complexity: 93.6

Purity/Quality:

99% ^*data from raw suppliers

Butyl 3-mercaptopropionate 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCOC(=O)CCS
• Uses: 3MPA can be used as a ligand which can functionalize the quantum dots for the development of high luminescence light emitting diodes. It can also be used as a crosslinking monomeric unit for the preparation of thiol-acrylate based photopolymers.

Technology Process of Butyl 3-mercaptopropionate

There total 6 articles about Butyl 3-mercaptopropionate 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: 86.0%

butyl 3-(((2,2,2-trichloroethoxy)carbonyl)thio)propanoate → butyl 3-mercaptopropionate (16215-21-7)

Guidance literature:

With trimethyltin(IV) hydroxide; In 1,2-dichloro-ethane; at 60 ℃; for 6h; chemoselective reaction; Inert atmosphere;

DOI:10.1021/acs.orglett.8b03642

Reference yield: 59.0%

1-bromo-butane (109-65-9) + 3-mercaptopropionic acid (107-96-0) → Dibutyl sulfide (544-40-1) + 3-(butylthio)propionic acid (22002-73-9) + butyl 3-(butylthio)propanoate (121118-59-0) + butyl 3-mercaptopropionate (16215-21-7)

Guidance literature:

With sodium hydroxide; In ethanol; at 120 ℃; for 0.166667h; Further byproducts.; microwave irradiation;

DOI:10.1515/znb-2007-1014

Reference yield:

1-bromo-butane (109-65-9) + ethanol (64-17-5) + 3-mercaptopropionic acid (107-96-0) → diethyl 3,3'-thiobispropionate (673-79-0) + 3-(butylthio)propionic acid (22002-73-9) + butyl 3-(butylthio)propanoate (121118-59-0) + butyl 3-mercaptopropionate (16215-21-7)

Guidance literature:

With sodium hydroxide; at 160 ℃; for 0.166667h; Further byproducts. Title compound not separated from byproducts.; microwave irradiation;

DOI:10.1515/znb-2007-1014

upstream raw materials:

3-mercaptopropionic acid

butan-1-ol

1-bromo-butane

ethanol

Downstream raw materials:

oxacyclododecan-2-one

oxocan-2-one

Refernces

• 1、 Trost, Barry M.,Kalnmals, Christopher A.,Tracy, Jacob S.,Bai, Wen-Ju. "Highly Chemoselective Deprotection of the 2,2,2-Trichloroethoxycarbonyl (Troc) Protecting Group". supporting information. p. 8043 - 8046. Retrieved 2019/01/04.