Conditions | Yield |
---|---|
With aluminum (III) chloride In dichloromethane at 0 - 20℃; Inert atmosphere; | 100% |
aluminium trichloride; nitromethane In carbon disulfide for 2h; Product distribution; Mechanism; Ambient temperature; further Friedel-Crafts catalysts, further arenes, further haloacid chlorides; variation of temperature and time; | 88% |
aluminium trichloride; nitromethane In carbon disulfide for 2h; Ambient temperature; | 88% |
Conditions | Yield |
---|---|
With Oxone; potassium bromide In dichloromethane; water at 20℃; for 24h; visible light irradiation; | 97% |
3-chloro-1-phenyl-propan-1-ol
3-chloropropiophenone
Conditions | Yield |
---|---|
With dihydrogen peroxide; acetic acid; sodium bromide In water at 60℃; for 2h; Inert atmosphere; | 93% |
With dipotassium peroxodisulfate; V2O5/TiO2 In water; acetonitrile at 80℃; Sealed tube; Green chemistry; | 88% |
With oxone; C18H17IN2O7PolS(1-)*Na(1+); tetra(n-butyl)ammonium hydrogensulfate In acetonitrile at 70℃; for 18h; Reagent/catalyst; Solvent; Sealed tube; Green chemistry; | 84% |
With sodium dichromate; sulfuric acid |
Conditions | Yield |
---|---|
With iron(II) acetylacetonate; Triethoxysilane In tert-butyl alcohol at 20℃; for 24h; regioselective reaction; | 90% |
With tris(1-phenylbutane-1,3-dionato)iron(III); phenylsilane In ethanol at 20℃; for 6.5h; Reagent/catalyst; Wacker Oxidation; | 81% |
With iron(III) chloride; tetraphenylsilane In tert-butyl alcohol at 80℃; for 24h; | 90 %Chromat. |
Conditions | Yield |
---|---|
With Triphenylphosphine oxide In dichloromethane at 20℃; for 2h; | 88% |
With hydrogenchloride; diethyl ether |
1-phenylcyclopropan-1-ol
3-chloropropiophenone
Conditions | Yield |
---|---|
With manganese(II) triflate; tetrabutylammonium acetate; acetic acid; magnesium chloride In acetonitrile at 25℃; for 3.5h; Inert atmosphere; Electrochemical reaction; Sealed tube; | 54% |
Conditions | Yield |
---|---|
51% |
diethyl ether
ethyl 3-chloropropanoate
A
3-chloropropiophenone
B
3,3-diphenylallyl chloride
ethyl 3-chloropropanoate
A
3-chloropropiophenone
B
3,3-diphenylallyl chloride
Conditions | Yield |
---|---|
With diethyl ether Destillation des nach Hydrolyse erhaltenen Reaktionsprodukts unter vermindertem Druck; |
Conditions | Yield |
---|---|
With ethyl bromide; aluminium trichloride anschliessendes Einleiten von Aethylen; |
Conditions | Yield |
---|---|
With aluminium trichloride; benzene |
hydrogenchloride
acetic acid
1-phenyl-propan-1-one
A
3-chloropropiophenone
Conditions | Yield |
---|---|
an Graphit-Anoden.Electrolysis; |
Conditions | Yield |
---|---|
With aluminium trichloride |
Conditions | Yield |
---|---|
With potassium chloride In N,N-dimethyl-formamide for 8h; Ambient temperature; | A 28 % Turnov. B 25 % Turnov. C 25 % Turnov. D n/a |
3-chloro-1-phenyl-propan-1-ol
A
3-chloropropiophenone
B
(1R)-3-chloro-1-phenylpropanol
Conditions | Yield |
---|---|
With Sphingomonas paucimobilis NCIMB 8195 In water; N,N-dimethyl-formamide for 120h; | A 21 % Chromat. B 79 % Chromat. |
formaldehyd
acetophenone
A
3-chloropropiophenone
B
1-phenyl-3-chloro-2-(chloromethyl)-1-propanone
C
4-chloromethylacetophenone
D
Phenyl vinyl ketone
Conditions | Yield |
---|---|
With hydrogenchloride for 2h; Heating; Further byproducts. Title compound not separated from byproducts.; |
Conditions | Yield |
---|---|
With hydrogenchloride; ammonium nitrate; iodine; oxygen In water; acetonitrile at 60℃; for 24h; Green chemistry; regioselective reaction; |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: titanium(IV) isopropylate / tetrahydrofuran / 0 - 20 °C / Inert atmosphere; Sealed tube 2: acetic acid; manganese(II) triflate; magnesium chloride; tetrabutylammonium acetate / acetonitrile / 3.5 h / 25 °C / Inert atmosphere; Electrochemical reaction; Sealed tube View Scheme |
1,2,3,4-tetrahydroisoquinoline
3-chloropropiophenone
3-(3,4-dihydro-1H-isoquinolin-2-yl)-1-phenylpropanone
Conditions | Yield |
---|---|
With potassium carbonate In acetonitrile at 20℃; for 16h; | 100% |
6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline
3-chloropropiophenone
3-(6,7-dimethoxy-3,4-dihydro-1H-isoquinolin-2-yl)-1-phenyl-propan-1-one
Conditions | Yield |
---|---|
With potassium carbonate In acetonitrile at 20℃; | 100% |
3-chloropropiophenone
(S)-1-(p-chlorophenyl)ethylamine
3-[(S)-1-(4-chloro-phenyl)-ethylamino]-1-phenyl-propan-1-one
Conditions | Yield |
---|---|
With triethylamine In tetrahydrofuran at 20℃; | 100% |
With triethylamine In tetrahydrofuran at 20℃; |
Conditions | Yield |
---|---|
With triethylamine In chloroform at 20℃; for 18.0833h; Inert atmosphere; | 99% |
With triethylamine In chloroform at 0 - 30℃; for 18h; | 99% |
With triethylamine In chloroform for 18h; | 99% |
3-chloropropiophenone
(1R)-3-chloro-1-phenylpropanol
Conditions | Yield |
---|---|
With borane; S-oxaborolidine In tetrahydrofuran at 0℃; for 0.833333h; | 99% |
With dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; C22H32N4O4S2; water; sodium formate at 40℃; for 0.25h; Air atmosphere; optical yield given as %ee; enantioselective reaction; | 99% |
With dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; (1R,2R)-9H-fluorene-2,7-disulfonic acid bis-[(2-amino-cyclohexyl)amide]; sodium formate In water at 40℃; for 0.25h; optical yield given as %ee; enantioselective reaction; | 99% |
3-chloropropiophenone
4-tert-butylphenylboronic acid
3-(4-(tert-butyl)phenyl)-1-phenylpropan-1-one
Conditions | Yield |
---|---|
With potassium phosphate; Wilkinson's catalyst; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl In 1,4-dioxane at 80℃; under 750.075 Torr; for 30h; Inert atmosphere; | 99% |
Thien-3-ylboronic acid
3-chloropropiophenone
1-phenyl-3-(thiophen-3-yl)propan-1-one
Conditions | Yield |
---|---|
With potassium phosphate; Wilkinson's catalyst; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl In 1,4-dioxane at 60℃; under 750.075 Torr; for 20h; Inert atmosphere; | 99% |
3-chloropropiophenone
3-(benzyl(methyl)amino)-1-phenylpropan-1-one
Conditions | Yield |
---|---|
98% |
3-chloropropiophenone
m-tolylboronic acid
1-phenyl-3-(3-methylphenyl)-1-propananone
Conditions | Yield |
---|---|
With potassium phosphate; Wilkinson's catalyst; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl In 1,4-dioxane at 60℃; under 750.075 Torr; for 20h; Inert atmosphere; | 98% |
3-chloropropiophenone
1-Naphthylboronic acid
3-(naphthalen-1-yl)-1-phenylpropan-1-one
Conditions | Yield |
---|---|
With potassium phosphate; Wilkinson's catalyst; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl In 1,4-dioxane at 60℃; under 750.075 Torr; for 20h; Inert atmosphere; | 98% |
α-naphthol
3-chloropropiophenone
N,N-dimethylamino-3-(naphthyl-1-oxy)-1-phenylprop-1-amine
Conditions | Yield |
---|---|
With sodium hydroxide In N,N-dimethyl-formamide at 60 - 65℃; for 5h; Reagent/catalyst; Temperature; | 97.7% |
3-chloropropiophenone
3-chloro-1-phenyl-propan-1-ol
Conditions | Yield |
---|---|
With sodium tetrahydroborate In tetrahydrofuran at 20℃; for 2h; | 97% |
With sodium tetrahydroborate In methanol at 20℃; for 24h; Inert atmosphere; | 95% |
With sodium tetrahydroborate; ethanol In tetrahydrofuran at -10 - -5℃; for 0.333333h; Inert atmosphere; | 95% |
Conditions | Yield |
---|---|
With water; ammonium chloride; zinc In tetrahydrofuran Reflux; | 97% |
With water; ammonium chloride; zinc In tetrahydrofuran Inert atmosphere; | 97% |
With ammonium chloride; zinc In tetrahydrofuran; water for 1h; Reflux; | 97% |
Conditions | Yield |
---|---|
With potassium phosphate; Wilkinson's catalyst; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl In 1,4-dioxane at 60℃; under 750.075 Torr; for 20h; Reagent/catalyst; Solvent; Temperature; Concentration; Inert atmosphere; | 97% |
3-chloropropiophenone
4-fluoroboronic acid
1-phenyl-3-(4-fluorophenyl)-1-propananone
Conditions | Yield |
---|---|
With potassium phosphate; Wilkinson's catalyst; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl In 1,4-dioxane at 60℃; under 750.075 Torr; for 20h; Inert atmosphere; | 97% |
α-naphthol
3-chloropropiophenone
3-(naphthalen-1-yloxy)-1-phenylpropan-1-one
Conditions | Yield |
---|---|
With tetrabutylammomium bromide; N-benzyl-N,N,N-triethylammonium chloride In dichloromethane; water at 20℃; for 42h; Temperature; Solvent; Large scale; | 97% |
Stage #1: α-naphthol With potassium hydroxide In N,N-dimethyl-formamide at 0℃; for 2h; Inert atmosphere; Stage #2: 3-chloropropiophenone In N,N-dimethyl-formamide at 50℃; for 30h; Reagent/catalyst; Temperature; Inert atmosphere; | 73.52% |
3-chloropropiophenone
tert-butylamine
3-(tert-butylamino)-1-phenylpropan-1-one
Conditions | Yield |
---|---|
With potassium carbonate In acetonitrile at 20℃; | 96% |
3-chloropropiophenone
2-Allyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
1-chloro-3-phenyl-5-hexen-3-ol
Conditions | Yield |
---|---|
With ethanol; diethylzinc In tetrahydrofuran at 20℃; for 2h; Inert atmosphere; | 96% |
3-chloropropiophenone
(4-(2-hydroxyethoxy)phenyl)(phenyl)methanone
ospemifene
Conditions | Yield |
---|---|
With titanium tetrachloride; zinc In 2-methyltetrahydrofuran at 15 - 50℃; Product distribution / selectivity; | 96% |
With titanium tetrachloride; zinc In 2-methyltetrahydrofuran at -10 - 80℃; for 5.5h; Inert atmosphere; | |
With titanium tetrachloride; zinc In tetrahydrofuran McMurry Reaction; Reflux; | |
With titanium tetrachloride; zinc In tetrahydrofuran for 6h; McMurry Reaction; Reflux; Inert atmosphere; |
3-chloropropiophenone
B-allenyl-1,3,2-dioxaborolane
(S)-(+)-1-chloro-3-phenylhex-5-yn-3-ol
Conditions | Yield |
---|---|
Stage #1: B-allenyl-1,3,2-dioxaborolane With (S)-3,3'-dibromo-1,1'-bi-2-naphthol at 20℃; for 0.0833333h; Inert atmosphere; Neat (no solvent); Stage #2: 3-chloropropiophenone at 72℃; for 0.75h; Inert atmosphere; Neat (no solvent); Microwave irradiation; optical yield given as %ee; enantioselective reaction; | 96% |
3-chloropropiophenone
2-Methylphenylboronic acid
1-phenyl-3-(2-methylphenyl)-1-propananone
Conditions | Yield |
---|---|
With potassium phosphate; Wilkinson's catalyst; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl In 1,4-dioxane at 60℃; under 750.075 Torr; for 20h; Inert atmosphere; | 96% |
3-chloropropiophenone
4-trifluoromethylphenylboronic acid
Conditions | Yield |
---|---|
With potassium phosphate; Wilkinson's catalyst; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl In 1,4-dioxane at 60℃; under 750.075 Torr; for 20h; Inert atmosphere; | 96% |
Conditions | Yield |
---|---|
With formic acid; C30H31ClN2O2RuS; triethylamine at 60℃; for 1.5h; Inert atmosphere; enantioselective reaction; | 96% |
Multi-step reaction with 2 steps 1: sodium carbonate / water / 72 h / 28 °C / pH 9 2: yeast strain Rhodotorula glutinis H93 / Microbiological reaction View Scheme | |
Multi-step reaction with 2 steps 1: triethylamine / chloroform / Inert atmosphere 2: [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; Boc-L-alanine(2S)-hydroxypropylamide; lithium chloride; potassium tert-butylate / tetrahydrofuran; ethanol / 40 °C / Inert atmosphere View Scheme |
Conditions | Yield |
---|---|
With titanium tetrachloride; zinc In tetrahydrofuran at 0 - 20℃; for 5h; McMurry Reaction; Inert atmosphere; Reflux; | 96% |
With titanium tetrachloride; zinc In tetrahydrofuran for 2.5h; McMurry Reaction; Inert atmosphere; Reflux; | 70% |
With titanium tetrachloride; zinc In tetrahydrofuran McMurry Reaction; |
3-chloropropiophenone
triethyl phosphite
diethyl (3-oxo-3-phenylpropyl)phosphonate
Conditions | Yield |
---|---|
for 6h; Heating; | 95% |
With aluminum oxide for 0.0833333h; Arbuzov rearrangement; microwave irradiation; | 90% |
at 85 - 100℃; Kinetics; Thermodynamic data; Mechanism; Ea, ΔH(excit.), ΔS(excit.), ΔG(excit.); other substituted 3-chloropropiophenones; other solvents; | |
With diethylene glycol dimethyl ether |
3-chloropropiophenone
Conditions | Yield |
---|---|
With sodium tetrahydroborate; dimethyl sulfate; (S)-1-methyl-3,3-diphenyl-hexahydropyrrolo[1,2-c][1,3,2]oxazaborole In tetrahydrofuran at 0℃; for 1.5h; Inert atmosphere; enantioselective reaction; | 95% |
2-[(1,3,2-dioxaborolan-2-yloxy)diphenylmethyl]pyrrolidine Product distribution / selectivity; | 86% |
3-chloropropiophenone
B-allyl-1,3,2-dioxaborinane
Conditions | Yield |
---|---|
With (S)-3,3'-dibromo-1,1'-bi-2-naphthol; tert-butyl alcohol at 20℃; for 24h; Inert atmosphere; enantioselective reaction; | 95% |
3-chloropropiophenone
3-Chloro-2-methylpropene
1-chloro-5-methyl-3-phenylhex-5-en-3-ol
Conditions | Yield |
---|---|
Stage #1: 3-Chloro-2-methylpropene With diisobutylaluminium hydride; magnesium In tetrahydrofuran; hexane at 20 - 30℃; for 2h; Inert atmosphere; Stage #2: With cerium(III) chloride In tetrahydrofuran; hexane at -10℃; for 0.5h; Inert atmosphere; Stage #3: 3-chloropropiophenone | 95% |
Stage #1: 3-Chloro-2-methylpropene With diisobutylaluminium hydride; magnesium at 20 - 30℃; for 2h; Inert atmosphere; Stage #2: 3-chloropropiophenone With cerium(III) chloride In tetrahydrofuran; hexane at -10 - 0℃; for 1h; Stage #3: With hydrogenchloride In tetrahydrofuran; hexane; water at 30℃; | 95% |
Stage #1: 3-Chloro-2-methylpropene With diisobutylaluminium hydride; magnesium In tetrahydrofuran; hexane at 20 - 30℃; Inert atmosphere; Stage #2: With cerium(III) chloride In tetrahydrofuran; hexane at -10 - 20℃; Inert atmosphere; Stage #3: 3-chloropropiophenone | |
Stage #1: 3-Chloro-2-methylpropene With diisobutylaluminium hydride; magnesium In tetrahydrofuran; hexane at 20 - 30℃; Inert atmosphere; Stage #2: With cerium(III) chloride In tetrahydrofuran; hexane at -10 - 20℃; Inert atmosphere; Stage #3: 3-chloropropiophenone In tetrahydrofuran; hexane at -10 - 0℃; | |
Stage #1: 3-Chloro-2-methylpropene With diisobutylaluminium hydride; magnesium In tetrahydrofuran; hexane at 20 - 30℃; for 2h; Inert atmosphere; Stage #2: 3-chloropropiophenone With cerium(III) chloride In tetrahydrofuran; hexane at 0℃; for 0.5h; Inert atmosphere; Stage #3: With hydrogenchloride; water In tetrahydrofuran; hexane at 30℃; |
The IUPAC name of 3-Chloropropiophenone is 3-chloro-1-phenylpropan-1-one. With the CAS registry number 936-59-4, it is also named as 2-Chloroethyl phenyl ketone. The product's category is Ketones. It is faintly yellow to tan crystalline powder which is stable and incompatible with strong bases, strong oxidizing agents. Additionally, this chemical should be sealed in the container and stored in the cool and dry place.
The other characteristics of this product can be summarized as: (1)ACD/LogP: 2.23; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.23; (4)ACD/LogD (pH 7.4): 2.23; (5)ACD/BCF (pH 5.5): 29.09; (6)ACD/BCF (pH 7.4): 29.09; (7)ACD/KOC (pH 5.5): 388.49; (8)ACD/KOC (pH 7.4): 388.49; (9)#H bond acceptors: 1; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 3; (12)Index of Refraction: 1.526; (13)Molar Refractivity: 45.76 cm3; (14)Molar Volume: 148.8 cm3; (15)Polarizability: 18.14×10-24 cm3; (16)Surface Tension: 38.4 dyne/cm; (17)Enthalpy of Vaporization: 50.11 kJ/mol; (18)Vapour Pressure: 0.0104 mmHg at 25°C; (19)Rotatable Bond Count: 3; (20)Tautomer Count: 2; (21)Exact Mass: 168.034193; (22)MonoIsotopic Mass: 168.034193; (23)Topological Polar Surface Area: 17.1; (24)Heavy Atom Count: 11; (25)Complexity: 128.
Preparation of 3-Chloropropiophenone: It can be obtained by 3-chloro-propionyl chloride and benzene. This reaction needs reagent AlCl3.
Uses of 3-Chloropropiophenone: It is used to produce Bupropion. And it also can used in the organic synthesis. For example: it can react with methylmagnesium iodide to get 4-chloro-2-phenyl-butan-2-ol. This reaction needs diethyl ether.
When you are using this chemical, please be cautious about it as the following:
It is irritating to eyes, respiratory system and skin. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. If you want to contact this product, you must wear suitable gloves and eye/face protection.
People can use the following data to convert to the molecule structure.
1. SMILES:O=C(c1ccccc1)CCCl
2. InChI:InChI=1/C9H9ClO/c10-7-6-9(11)8-4-2-1-3-5-8/h1-5H,6-7H2
About|Contact|Cas|Product Name|Molecular|Country|Encyclopedia
Message|New Cas|MSDS|Service|Advertisement|CAS DataBase|Article Data|Manufacturers | Chemical Catalog
©2008 LookChem.com,License: ICP
NO.:Zhejiang16009103
complaints:service@lookchem.com Desktop View