3'-Chloropropiophenone

Base Information

• Chemical Name: 3'-Chloropropiophenone
• CAS No.: 34841-35-5
• Molecular Formula: C9H9ClO
• Molecular Weight: 168.623
• Hs Code.: 29147000
• European Community (EC) Number: 252-242-3
• UNII: 2697RI8Z48
• DSSTox Substance ID: DTXSID1049277
• Nikkaji Number: J150.097J
• Wikidata: Q27254073
• ChEMBL ID: CHEMBL2251583
• Mol file: 34841-35-5.mol

Synonyms:3'-Chloropropiophenone;34841-35-5;1-(3-chlorophenyl)propan-1-one;m-Chloropropiophenone;3-Chlorophenyl Ethyl Ketone;1-Propanone, 1-(3-chlorophenyl)-;MFCD00009925;DTXSID1049277;UNII-2697RI8Z48;EINECS 252-242-3;2697RI8Z48;EC 252-242-3;1-(3-Chloro-phenyl)-propan-1-one;m-chloro-propiophenone;3'-chloro-propiophenone;3/'-Chloropropiophenone;SCHEMBL116338;3'-Chloropropiophenone, 98%;CHEMBL2251583;DTXCID0029133;PQWGFUFROKIJBO-UHFFFAOYSA-;1-(3-Chlorophenyl)-1-propanone;PROPIOPHENONE, 3'-CHLORO-;AMY37151;CHLOROPROPIOPHENONE [USP-RS];Tox21_202823;1-(3-Chlorophenyl)-1-propanone #;BBL011448;STL146560;AKOS000119340;CS-W016034;PS-6116;NCGC00260369-01;AC-10818;CHLOROPROPIOPHENONE [USP IMPURITY];SY018227;CAS-34841-35-5;A6116;C2033;FT-0615522;EN300-20330;D70670;3 inverted exclamation mark -Chloropropiophenone;A822431;W-106706;Q27254073;F0001-1011;Z104477758

Chemical Property of 3'-Chloropropiophenone

Chemical Property:

• Appearance/Colour: White to light yellow crystalline solid
• Melting Point: 45-47 °C(lit.)
• Refractive Index: 1.5350 (estimate)
• Boiling Point: 246.8 °C at 760 mmHg
• Flash Point: 122.7 °C
• PSA: 17.07000
• Density: 1.128 g/cm³
• LogP: 2.93270
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Soluble in methanol.
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 168.0341926
• Heavy Atom Count: 11
• Complexity: 145

Purity/Quality:

99% ^*data from raw suppliers

3''-Chloropropiophenone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 37/39-26-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCC(=O)C1=CC(=CC=C1)Cl
• Description: Influence of solvents and temperature on the yield and enantioselectivity of the phenylation of 3′-chloropropiophenone has been investigated.
• Uses: 3'-Chloropropiophenone is a reagent used in the vinylation, alkylation and dienylation of ketones. It is also used in the preparation of thizaine derivatives that show antibacterial activity. 3'-Chloropropiophenone has been used in the preparation of 1-(3-chlorophenyl)-1-phenyl-1-propanol.

Technology Process of 3'-Chloropropiophenone

There total 19 articles about 3'-Chloropropiophenone 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: 94.0%

methanol (67-56-1) + 1-(m-Chlorophenyl)ethanol (120121-01-9,135145-34-5,6939-95-3) → 3'-chloro-propiophenone (34841-35-5)

Guidance literature:

With chlorine[2-(4,5-dihydro-1H-imidazol-2-yl)-6-methoxypyridine](pentamethylcyclopentadienyl)iridium(III) chloride; potassium hydroxide; In water; at 80 ℃; for 14h; chemoselective reaction; Schlenk technique; Inert atmosphere;

DOI:10.1002/ejoc.202001550

Reference yield: 92.6%

ethyl bromide (74-96-4) + 3-chloro-benzonitrile (766-84-7) → 3'-chloro-propiophenone (34841-35-5)

Guidance literature:

ethyl bromide; With magnesium; In tetrahydrofuran; Reflux;

3-chloro-benzonitrile; In tetrahydrofuran;

With hydrogenchloride; In tetrahydrofuran; water;

Reference yield: 83.0%

m-Chlorthiobenzoesaeure-S-ethylester (28145-63-3) + diethylzinc (557-20-0) → 3'-chloro-propiophenone (34841-35-5)

Guidance literature:

With bromine; N,N-dimethyl-formamide; zinc; palladium on activated charcoal; In tetrahydrofuran; toluene; at 20 ℃; for 48h;

DOI:10.1016/j.tetlet.2004.07.148

upstream raw materials:

1-(3-amino-phenyl)-propan-1-one

(+/-)-1-(3'-chlorophenyl)propan-1-ol

m-Chlorthiobenzoesaeure-S-ethylester

ethylzinc iodide

Downstream raw materials:

2-bromo-3'-chloropropiophenone

1-(3-Chloro-phenyl)-2,3-dimethyl-but-2-en-1-one

1-(3-Chloro-phenyl)-2,3-dimethyl-3-nitro-butan-1-one

1,4-Bis-(3-chloro-phenyl)-2,3-dimethyl-butane-1,4-dione

Refernces

• 1、 Bak, Andrzej,Kozik, Violetta,Kozakiewicz, Dariusz,Gajcy, Kamila,Strub, Daniel Jan,Swietlicka, Aleksandra,Stepankova, Sarka,Imramovsky, Ales,Polanski, Jaroslaw,Smolinski, Adam,Jampilek, Josef. "Novel benzene-based carbamates for ache/bche inhibition: Synthesis and ligand/structure-oriented sar study". . . Retrieved 2019/05/10.
• 2、 An, Sejin,Moon, Da Yoon,Park, Bong Ser. "Solvent free, light induced 1,2-bromine shift reaction of α-bromo ketones". . p. 6922 - 6928. Retrieved 2018/10/24.