Product Name

  • Name

    3-Chloropropiophenone

  • EINECS 213-317-6
  • CAS No. 936-59-4
  • Article Data57
  • CAS DataBase
  • Density 1.132 g/cm3
  • Solubility insoluble in water
  • Melting Point 48-50 °C(lit.)
  • Formula C9H9ClO
  • Boiling Point 263.3 °C at 760 mmHg
  • Molecular Weight 168.623
  • Flash Point 127 °C
  • Transport Information
  • Appearance faintly yellow to tan crystalline powder
  • Safety 37/39-26
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 936-59-4 (3-Chloropropiophenone)
  • Hazard Symbols IrritantXi
  • Synonyms Propiophenone,3-chloro- (7CI,8CI);1-Phenyl-3-chloro-1-propanone;2-Chloroethyl phenylketone;3-Chloro-1-phenyl-1-propanone;NSC 227202;NSC37238;b-Chloroethyl phenyl ketone;b-Chloropropiophenone;w-Chloropropiophenone;
  • PSA 17.07000
  • LogP 2.49820

Synthetic route

2-chloropropionyl chloride
625-36-5

2-chloropropionyl chloride

benzene
71-43-2

benzene

3-chloropropiophenone
936-59-4

3-chloropropiophenone

Conditions
ConditionsYield
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%
phenylpropyl chloride
104-52-9

phenylpropyl chloride

3-chloropropiophenone
936-59-4

3-chloropropiophenone

Conditions
ConditionsYield
With Oxone; potassium bromide In dichloromethane; water at 20℃; for 24h; visible light irradiation;97%
3-chloro-1-phenyl-propan-1-ol
18776-12-0

3-chloro-1-phenyl-propan-1-ol

3-chloropropiophenone
936-59-4

3-chloropropiophenone

Conditions
ConditionsYield
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
cinnamyl chloride
2687-12-9

cinnamyl chloride

3-chloropropiophenone
936-59-4

3-chloropropiophenone

Conditions
ConditionsYield
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.
Phenyl vinyl ketone
768-03-6

Phenyl vinyl ketone

3-chloropropiophenone
936-59-4

3-chloropropiophenone

Conditions
ConditionsYield
With Triphenylphosphine oxide In dichloromethane at 20℃; for 2h;88%
With hydrogenchloride; diethyl ether
1-phenylcyclopropan-1-ol
29526-96-3

1-phenylcyclopropan-1-ol

3-chloropropiophenone
936-59-4

3-chloropropiophenone

Conditions
ConditionsYield
With manganese(II) triflate; tetrabutylammonium acetate; acetic acid; magnesium chloride In acetonitrile at 25℃; for 3.5h; Inert atmosphere; Electrochemical reaction; Sealed tube;54%
diphenyl cadmium
2674-04-6

diphenyl cadmium

2-chloropropionyl chloride
625-36-5

2-chloropropionyl chloride

3-chloropropiophenone
936-59-4

3-chloropropiophenone

Conditions
ConditionsYield
51%
diethyl ether
60-29-7

diethyl ether

ethyl 3-chloropropanoate
623-71-2

ethyl 3-chloropropanoate

phenylmagnesium bromide

phenylmagnesium bromide

A

3-chloropropiophenone
936-59-4

3-chloropropiophenone

B

3,3-diphenylallyl chloride
24626-27-5

3,3-diphenylallyl chloride

ethyl 3-chloropropanoate
623-71-2

ethyl 3-chloropropanoate

phenylmagnesium bromide

phenylmagnesium bromide

A

3-chloropropiophenone
936-59-4

3-chloropropiophenone

B

3,3-diphenylallyl chloride
24626-27-5

3,3-diphenylallyl chloride

Conditions
ConditionsYield
With diethyl ether Destillation des nach Hydrolyse erhaltenen Reaktionsprodukts unter vermindertem Druck;
benzoyl chloride
98-88-4

benzoyl chloride

3-chloropropiophenone
936-59-4

3-chloropropiophenone

Conditions
ConditionsYield
With ethyl bromide; aluminium trichloride anschliessendes Einleiten von Aethylen;
2-chloropropionyl chloride
625-36-5

2-chloropropionyl chloride

3-chloropropiophenone
936-59-4

3-chloropropiophenone

Conditions
ConditionsYield
With aluminium trichloride; benzene
hydrogenchloride
7647-01-0

hydrogenchloride

acetic acid
64-19-7

acetic acid

1-phenyl-propan-1-one
93-55-0

1-phenyl-propan-1-one

A

3-chloropropiophenone
936-59-4

3-chloropropiophenone

B

2-chloro-1-phenyl-propanone-(1)

2-chloro-1-phenyl-propanone-(1)

Conditions
ConditionsYield
an Graphit-Anoden.Electrolysis;
benzene
71-43-2

benzene

β-chloro-propionic acid chloride

β-chloro-propionic acid chloride

3-chloropropiophenone
936-59-4

3-chloropropiophenone

Conditions
ConditionsYield
With aluminium trichloride
3-oxo-3-phenylpropyl(triphenyl)bismuthonium tetrafluoroborate

3-oxo-3-phenylpropyl(triphenyl)bismuthonium tetrafluoroborate

A

3-chloropropiophenone
936-59-4

3-chloropropiophenone

B

Phenyl vinyl ketone
768-03-6

Phenyl vinyl ketone

C

3-oxo-3-phenylpropyl formate

3-oxo-3-phenylpropyl formate

D

triphenylbismuthane

triphenylbismuthane

Conditions
ConditionsYield
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
18776-12-0

3-chloro-1-phenyl-propan-1-ol

A

3-chloropropiophenone
936-59-4

3-chloropropiophenone

B

(1R)-3-chloro-1-phenylpropanol
100306-33-0

(1R)-3-chloro-1-phenylpropanol

Conditions
ConditionsYield
With Sphingomonas paucimobilis NCIMB 8195 In water; N,N-dimethyl-formamide for 120h;A 21 % Chromat.
B 79 % Chromat.
formaldehyd
50-00-0

formaldehyd

acetophenone
98-86-2

acetophenone

A

3-chloropropiophenone
936-59-4

3-chloropropiophenone

B

1-phenyl-3-chloro-2-(chloromethyl)-1-propanone
39192-57-9

1-phenyl-3-chloro-2-(chloromethyl)-1-propanone

C

4-chloromethylacetophenone
54589-56-9

4-chloromethylacetophenone

D

Phenyl vinyl ketone
768-03-6

Phenyl vinyl ketone

Conditions
ConditionsYield
With hydrogenchloride for 2h; Heating; Further byproducts. Title compound not separated from byproducts.;
1-phenyl-propan-1-one
93-55-0

1-phenyl-propan-1-one

3-chloropropiophenone
936-59-4

3-chloropropiophenone

Conditions
ConditionsYield
With hydrogenchloride; ammonium nitrate; iodine; oxygen In water; acetonitrile at 60℃; for 24h; Green chemistry; regioselective reaction;
benzoic acid ethyl ester
93-89-0

benzoic acid ethyl ester

3-chloropropiophenone
936-59-4

3-chloropropiophenone

Conditions
ConditionsYield
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
91-21-4

1,2,3,4-tetrahydroisoquinoline

3-chloropropiophenone
936-59-4

3-chloropropiophenone

3-(3,4-dihydro-1H-isoquinolin-2-yl)-1-phenylpropanone
861369-89-3

3-(3,4-dihydro-1H-isoquinolin-2-yl)-1-phenylpropanone

Conditions
ConditionsYield
With potassium carbonate In acetonitrile at 20℃; for 16h;100%
6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline
1745-07-9

6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline

3-chloropropiophenone
936-59-4

3-chloropropiophenone

3-(6,7-dimethoxy-3,4-dihydro-1H-isoquinolin-2-yl)-1-phenyl-propan-1-one
773030-82-3

3-(6,7-dimethoxy-3,4-dihydro-1H-isoquinolin-2-yl)-1-phenyl-propan-1-one

Conditions
ConditionsYield
With potassium carbonate In acetonitrile at 20℃;100%
3-chloropropiophenone
936-59-4

3-chloropropiophenone

(S)-1-(p-chlorophenyl)ethylamine
4187-56-8

(S)-1-(p-chlorophenyl)ethylamine

3-[(S)-1-(4-chloro-phenyl)-ethylamino]-1-phenyl-propan-1-one
1114563-43-7

3-[(S)-1-(4-chloro-phenyl)-ethylamino]-1-phenyl-propan-1-one

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran at 20℃;100%
With triethylamine In tetrahydrofuran at 20℃;
3-chloropropiophenone
936-59-4

3-chloropropiophenone

Phenyl vinyl ketone
768-03-6

Phenyl vinyl ketone

Conditions
ConditionsYield
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
936-59-4

3-chloropropiophenone

(1R)-3-chloro-1-phenylpropanol
100306-33-0

(1R)-3-chloro-1-phenylpropanol

Conditions
ConditionsYield
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
936-59-4

3-chloropropiophenone

4-tert-butylphenylboronic acid
123324-71-0

4-tert-butylphenylboronic acid

3-(4-(tert-butyl)phenyl)-1-phenylpropan-1-one
138722-46-0

3-(4-(tert-butyl)phenyl)-1-phenylpropan-1-one

Conditions
ConditionsYield
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
6165-69-1

Thien-3-ylboronic acid

3-chloropropiophenone
936-59-4

3-chloropropiophenone

1-phenyl-3-(thiophen-3-yl)propan-1-one
71778-01-3

1-phenyl-3-(thiophen-3-yl)propan-1-one

Conditions
ConditionsYield
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
936-59-4

3-chloropropiophenone

3-(benzyl(methyl)amino)-1-phenylpropan-1-one
21970-65-0

3-(benzyl(methyl)amino)-1-phenylpropan-1-one

Conditions
ConditionsYield
98%
3-chloropropiophenone
936-59-4

3-chloropropiophenone

m-tolylboronic acid
17933-03-8

m-tolylboronic acid

1-phenyl-3-(3-methylphenyl)-1-propananone
95465-70-6

1-phenyl-3-(3-methylphenyl)-1-propananone

Conditions
ConditionsYield
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
936-59-4

3-chloropropiophenone

1-Naphthylboronic acid
13922-41-3

1-Naphthylboronic acid

3-(naphthalen-1-yl)-1-phenylpropan-1-one
96550-91-3

3-(naphthalen-1-yl)-1-phenylpropan-1-one

Conditions
ConditionsYield
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
90-15-3

α-naphthol

3-chloropropiophenone
936-59-4

3-chloropropiophenone

N,N-dimethylamino-3-(naphthyl-1-oxy)-1-phenylprop-1-amine
119356-76-2

N,N-dimethylamino-3-(naphthyl-1-oxy)-1-phenylprop-1-amine

Conditions
ConditionsYield
With sodium hydroxide In N,N-dimethyl-formamide at 60 - 65℃; for 5h; Reagent/catalyst; Temperature;97.7%
3-chloropropiophenone
936-59-4

3-chloropropiophenone

3-chloro-1-phenyl-propan-1-ol
18776-12-0

3-chloro-1-phenyl-propan-1-ol

Conditions
ConditionsYield
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%
3-chloropropiophenone
936-59-4

3-chloropropiophenone

allyl bromide
106-95-6

allyl bromide

1-chloro-3-phenyl-5-hexen-3-ol
143427-44-5

1-chloro-3-phenyl-5-hexen-3-ol

Conditions
ConditionsYield
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%
3-chloropropiophenone
936-59-4

3-chloropropiophenone

phenylboronic acid
98-80-6

phenylboronic acid

dihydrochalcone
1083-30-3

dihydrochalcone

Conditions
ConditionsYield
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
936-59-4

3-chloropropiophenone

4-fluoroboronic acid
1765-93-1

4-fluoroboronic acid

1-phenyl-3-(4-fluorophenyl)-1-propananone
41865-46-7

1-phenyl-3-(4-fluorophenyl)-1-propananone

Conditions
ConditionsYield
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
90-15-3

α-naphthol

3-chloropropiophenone
936-59-4

3-chloropropiophenone

3-(naphthalen-1-yloxy)-1-phenylpropan-1-one
41198-42-9

3-(naphthalen-1-yloxy)-1-phenylpropan-1-one

Conditions
ConditionsYield
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
936-59-4

3-chloropropiophenone

tert-butylamine
75-64-9

tert-butylamine

3-(tert-butylamino)-1-phenylpropan-1-one
2679-37-0

3-(tert-butylamino)-1-phenylpropan-1-one

Conditions
ConditionsYield
With potassium carbonate In acetonitrile at 20℃;96%
3-chloropropiophenone
936-59-4

3-chloropropiophenone

2-Allyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
72824-04-5

2-Allyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

1-chloro-3-phenyl-5-hexen-3-ol
143427-44-5

1-chloro-3-phenyl-5-hexen-3-ol

Conditions
ConditionsYield
With ethanol; diethylzinc In tetrahydrofuran at 20℃; for 2h; Inert atmosphere;96%
3-chloropropiophenone
936-59-4

3-chloropropiophenone

(4-(2-hydroxyethoxy)phenyl)(phenyl)methanone
14814-17-6

(4-(2-hydroxyethoxy)phenyl)(phenyl)methanone

ospemifene
128607-22-7

ospemifene

Conditions
ConditionsYield
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
936-59-4

3-chloropropiophenone

B-allenyl-1,3,2-dioxaborolane
1314099-29-0

B-allenyl-1,3,2-dioxaborolane

(S)-(+)-1-chloro-3-phenylhex-5-yn-3-ol
1314099-35-8

(S)-(+)-1-chloro-3-phenylhex-5-yn-3-ol

Conditions
ConditionsYield
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
936-59-4

3-chloropropiophenone

2-Methylphenylboronic acid
16419-60-6

2-Methylphenylboronic acid

1-phenyl-3-(2-methylphenyl)-1-propananone
84839-91-8

1-phenyl-3-(2-methylphenyl)-1-propananone

Conditions
ConditionsYield
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
936-59-4

3-chloropropiophenone

4-trifluoromethylphenylboronic acid
128796-39-4

4-trifluoromethylphenylboronic acid

1-phenyl-3-(4-(trifluoromethyl)phenyl)propan-1-one

1-phenyl-3-(4-(trifluoromethyl)phenyl)propan-1-one

Conditions
ConditionsYield
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
936-59-4

3-chloropropiophenone

(S)-1-phenyl-1-propanol
613-87-6

(S)-1-phenyl-1-propanol

Conditions
ConditionsYield
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
4,4'-Dihydroxybenzophenone
611-99-4

4,4'-Dihydroxybenzophenone

3-chloropropiophenone
936-59-4

3-chloropropiophenone

4,4'-(4"-chloro-2"-phenylbut-1"-ene-1",1"-diyl)diphenol

4,4'-(4"-chloro-2"-phenylbut-1"-ene-1",1"-diyl)diphenol

Conditions
ConditionsYield
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
936-59-4

3-chloropropiophenone

triethyl phosphite
122-52-1

triethyl phosphite

diethyl (3-oxo-3-phenylpropyl)phosphonate
16324-15-5

diethyl (3-oxo-3-phenylpropyl)phosphonate

Conditions
ConditionsYield
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
936-59-4

3-chloropropiophenone

3-chloro-1-phenylpropan-1-ol

3-chloro-1-phenylpropan-1-ol

Conditions
ConditionsYield
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
936-59-4

3-chloropropiophenone

B-allyl-1,3,2-dioxaborinane
54655-41-3

B-allyl-1,3,2-dioxaborinane

(R)-(-)-1-chloro-3-phenylhex-5-en-3-ol

(R)-(-)-1-chloro-3-phenylhex-5-en-3-ol

Conditions
ConditionsYield
With (S)-3,3'-dibromo-1,1'-bi-2-naphthol; tert-butyl alcohol at 20℃; for 24h; Inert atmosphere; enantioselective reaction;95%
3-chloropropiophenone
936-59-4

3-chloropropiophenone

3-Chloro-2-methylpropene
563-47-3

3-Chloro-2-methylpropene

1-chloro-5-methyl-3-phenylhex-5-en-3-ol
1110641-65-0

1-chloro-5-methyl-3-phenylhex-5-en-3-ol

Conditions
ConditionsYield
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℃;

3-Chloropropiophenone Specification

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

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