3-Chloro-5-hydroxy-2-pentanone

Base Information

• Chemical Name: 3-Chloro-5-hydroxy-2-pentanone
• CAS No.: 13045-13-1
• Molecular Formula: C5H9ClO2
• Molecular Weight: 136.578
• Hs Code.: 2914700090
• European Community (EC) Number: 682-915-0
• DSSTox Substance ID: DTXSID10399159
• Nikkaji Number: J24.219E
• Mol file: 13045-13-1.mol

Synonyms:3-CHLORO-5-HYDROXY-2-PENTANONE;13045-13-1;3-chloro-5-hydroxypentan-2-one;HydantoicAcid;3-chloro-3-acetylpropanol;SCHEMBL585068;3-acetyl-3-chloro-1-propanol;DTXSID10399159;FYWDUQCSMYWUHV-UHFFFAOYSA-N;MFCD00087535;AKOS016009814;AS-40218;CS-0444407

Chemical Property of 3-Chloro-5-hydroxy-2-pentanone

Chemical Property:

• Boiling Point: 263.5 °C at 760 mmHg
• PKA: 14.52±0.10(Predicted)
• Flash Point: 113.2 °C
• PSA: 37.30000
• Density: 1.162g/cm³
• LogP: 0.56520
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 136.0291072
• Heavy Atom Count: 8
• Complexity: 82.5

Purity/Quality:

99%, ^*data from raw suppliers

3-Chloro-5-Hydroxy-2-pentanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C(CCO)Cl
• Uses: 3-Chloro-5-Hydroxy-2-pentanone is used to prepare thiothiamine.

Technology Process of 3-Chloro-5-hydroxy-2-pentanone

There total 18 articles about 3-Chloro-5-hydroxy-2-pentanone 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: 91.25%

α-acetyl-α-hydroxy-γ-butyrolactone (135366-64-2) → 3-chloro-3-acetylpropanol (13045-13-1)

Guidance literature:

With hydrogenchloride; In water; at 70 ℃; for 4h; under 3600.36 Torr; Temperature; Pressure; Green chemistry;

Reference yield:

3-chloro-5-(3-chloro-2-methyl-tetrahydro-furan-2-yloxy)-pentan-2-one (13045-14-2) → 3-chloro-3-acetylpropanol (13045-13-1)

Guidance literature:

With water; at 60 ℃;

DOI:10.1021/ja01862a017

Reference yield:

→ 3-chloro-5-(3-chloro-2-methyl-tetrahydro-furan-2-yloxy)-pentan-2-one (13045-14-2) + 3-chloro-3-acetylpropanol (13045-13-1)

Guidance literature:

With hydrogenchloride;

DOI:10.1021/ja01862a017

upstream raw materials:

3-acetyl-3-chlorodihydrofuran-2(3H)-one

3-chloro-5-(3-chloro-2-methyl-tetrahydro-furan-2-yloxy)-pentan-2-one

2-(2-acetoxy-ethyl)-2-chloro-acetoacetic acid ethyl ester

4-oxopentyl acetate

Downstream raw materials:

5-hydroxyethyl-4-methylthiazole

2-[2-(1-benzoyloxy-ethyl)-4-methyl-thiazol-5-yl]-ethanol

5-(2-hydroxy-ethyl)-4-methyl-3H-thiazole-2-thione

3, 5-dichloro-2-pentanone

Refernces

• 1、 -. "A green synthesis method for vitamin B1 intermediates". Paragraph 0013; 0052-0085; 0088-0091. . Retrieved 2022/01/04.