4'-Bromovalerophenone supplier

Name
4'-BROMOVALEROPHENONE
EINECS 230-729-1
CAS No. 7295-44-5
Article Data15
CAS DataBase
Density 1.291 g/cm³
Solubility Insoluble in water
Melting Point 34-36 °C
Formula C₁₁H₁₃BrO
Boiling Point 291.3 °C at 760 mmHg
Molecular Weight 241.128
Flash Point 59.7 °C
Transport Information
Appearance yellow crystalline powder
Safety 24/25
Risk Codes
Molecular Structure
Hazard Symbols Xi
Synonyms Valerophenone,4'-bromo- (7CI,8CI);1-(4-Bromophenyl)-1-pentanone;1-Bromo-4-pentanoylbenzene;4'-Bromopentanophenone;4'-Bromovalerophenone;NSC 76560;p-Bromophenyl butylketone;p-Bromovalerophenone;p-Pentanoylbromobenzene;
PSA 17.07000
LogP 3.82200

Synthetic route

: 109-72-8, 29786-93-4
n-butyllithium

: 192436-83-2
4-bromo-N-methoxy-N-methylbenzamide

: 7295-44-5
4'-bromovalerophenone

Conditions

Conditions	Yield
In toluene at 20℃; for 1h;	99%

: 108-86-1
bromobenzene

: 638-29-9
n-valeryl chloride

: 7295-44-5
4'-bromovalerophenone

Conditions

Conditions	Yield
With aluminium trichloride at 0 - 80℃; for 3h;	85%
With aluminium trichloride In chlorobenzene at 0 - 5℃; for 1.5h;	80%
With aluminium trichloride 0 deg C, 1 h then 80 deg C, 2 h;	78%

: 693-03-8
n-butyl magnesium bromide

: 18469-37-9
4-bromo-N,N-dimethylbenzamide

: 7295-44-5
4'-bromovalerophenone

Conditions

Conditions	Yield
Stage #1: 4-bromo-N,N-dimethylbenzamide With 2,6-di-tert-butyl-4-methylpyridine; trifluoromethylsulfonic anhydride In dichloromethane at -78 - 0℃; for 2h; Inert atmosphere; Stage #2: n-butyl magnesium bromide In diethyl ether; dichloromethane at -78℃; for 2h; Inert atmosphere; chemoselective reaction;	71%

: 109-72-8, 29786-93-4
n-butyllithium

: 5543-27-1
4-(pyrrolidinocarbonyl)phenyl bromide

: 7295-44-5
4'-bromovalerophenone

Conditions

Conditions	Yield
In hexane at 20℃; for 0.00555556h;	70%

: 693-04-9
butyl magnesium bromide

: 192436-83-2
4-bromo-N-methoxy-N-methylbenzamide

: 7295-44-5
4'-bromovalerophenone

Conditions

Conditions	Yield
In tetrahydrofuran at 0℃; for 3h; Grignard reaction;

: 586-75-4
4-chlorobenzoyl chloride

: 7295-44-5
4'-bromovalerophenone

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: triethylamine / dichloromethane / 0 - 20 °C 2: hexane / 0.01 h / 20 °C View Scheme

: 7295-44-5
4'-bromovalerophenone

: (R)-1-(4-bromophenyl)pentan-1-ol

Conditions

Conditions	Yield
Stage #1: 4'-bromovalerophenone With Dimethylphenylsilane; C28H32BNO2*CHF3O3S In toluene at 20℃; for 13h; Inert atmosphere; Stage #2: With methanol; potassium carbonate In toluene at 20℃; for 2h; Inert atmosphere; enantioselective reaction;	99%

: 383-63-1
ethyl trifluoroacetate,

: 7295-44-5
4'-bromovalerophenone

A: 360-34-9
1,1,1-trifluoro-2-hexanone

B: 5798-75-4
Ethyl 4-bromobenzoate

Conditions

Conditions	Yield
Stage #1: ethyl trifluoroacetate, With sodium hydride In tetrahydrofuran at 20℃; for 0.166667h; Inert atmosphere; Schlenk technique; Stage #2: 4'-bromovalerophenone In tetrahydrofuran at 0 - 20℃; for 3h; Inert atmosphere; Schlenk technique; Stage #3: With hydrogenchloride In tetrahydrofuran; water at 0℃; for 0.25h; Inert atmosphere; Schlenk technique;	A n/a B 95%

...Expand

: 7295-44-5
4'-bromovalerophenone

: 98-80-6
phenylboronic acid

: 42916-73-4
1-[1,1'-biphenyl]-4-yl-1-pentanone

Conditions

Conditions	Yield
With potassium carbonate In ethanol; water at 20℃; for 4h; Suzuki-Miyaura coupling;	94%

: 7295-44-5
4'-bromovalerophenone

: 107-21-1
ethylene glycol

: 2-(4'-bromophenyl)-2-butyl-1,3-dioxolane

Conditions

Conditions	Yield
toluene-4-sulfonic acid In benzene for 16h; Heating / reflux; Dean-Stark apparatus;	92%

: 51934-41-9
4-iodobenzoic acid ethyl ester

: 7295-44-5
4'-bromovalerophenone

: 1228685-42-4
ethyl 4'-pentanoylbiphenyl-4-carboxylate

Conditions

Conditions	Yield
Stage #1: 4-iodobenzoic acid ethyl ester With TurboGrignard In tetrahydrofuran at -20℃; for 0.333333h; Inert atmosphere; Stage #2: With lithium chlorozincate In tetrahydrofuran Inert atmosphere; Stage #3: 4'-bromovalerophenone With bis(dibenzylideneacetone)-palladium(0); ruphos In tetrahydrofuran at 25℃; for 0.0833333h; Negishi cross-coupling reaction; Inert atmosphere;	92%

: 7295-44-5
4'-bromovalerophenone

: 352-13-6
4-flourophenylmagnesium bromide

: 1228685-44-6
1-(4'-fluorobiphenyl-4-yl)pentan-1-one

Conditions

Conditions	Yield
Stage #1: 4-flourophenylmagnesium bromide With lithium chlorozincate In tetrahydrofuran at 25℃; for 0.5h; Inert atmosphere; Stage #2: With 2-iodo-propane In tetrahydrofuran at 25℃; for 5h; Inert atmosphere; Stage #3: 4'-bromovalerophenone With bis(dibenzylideneacetone)-palladium(0); ruphos In tetrahydrofuran at 25℃; for 0.0833333h; Negishi cross-coupling reaction; Inert atmosphere;	91%

: 7295-44-5
4'-bromovalerophenone

: 74-88-4
methyl iodide

: 1313218-11-9
1-(4-bromophenyl)-2,2-dimethylpentan-1-one

Conditions

Conditions	Yield
Stage #1: 4'-bromovalerophenone With sodium hydride In tetrahydrofuran; mineral oil at 20℃; for 0.516667h; Stage #2: methyl iodide In tetrahydrofuran; mineral oil for 3.05h; Reflux;	89%

: 7295-44-5
4'-bromovalerophenone

A: 1009-14-9
phenyl butyl ketone

B: 709-24-0
1-(4-fluorophenyl)-1-pentanone

Conditions

Conditions	Yield
With potassium fluoride; C94H134O4P2Pd2; silver fluoride In cyclohexane at 110℃; for 14h; Sealed tube;	A 0.44% B 88%

: 7295-44-5
4'-bromovalerophenone

: 4334-88-7
p-ethoxycarbonylphenylboronic acid

: 1228685-42-4
ethyl 4'-pentanoylbiphenyl-4-carboxylate

Conditions

Conditions	Yield
With palladium 10% on activated carbon; potassium carbonate In 1,4-dioxane; water for 4h; Inert atmosphere; Reflux;	81%

: 7295-44-5
4'-bromovalerophenone

: 51554-95-1
4-pentylbromobenzene

Conditions

Conditions	Yield
With potassium hydroxide; hydrazine hydrate In diethylene glycol 130 deg C, 2 h then 200 deg C, 2 h;	80%
With potassium hydroxide; hydrazine hydrate In diethylene glycol at 130 - 180℃; for 6h;	71%

: 7295-44-5
4'-bromovalerophenone

: 540-63-6
ethane-1,2-dithiol

: 361348-09-6
2-(4-bromophenyl)-2-butyl-1,3-dithiolane

Conditions

Conditions	Yield
With boron trifluoride diacetate	77%

: 225931-80-6
bis[(trimethylsilyl)methyl](1,5-cyclooctadiene)palladium(II)

: 7295-44-5
4'-bromovalerophenone

: 1570098-46-2
C53H73O2P

: C64H86BrO3PPd

Conditions

Conditions	Yield
In pentane at 20℃; for 24h; Inert atmosphere; Glovebox;	77%

...Expand

: 7295-44-5
4'-bromovalerophenone

: 71478-47-2
phenylmanganese(II) chloride

: 42916-73-4
1-[1,1'-biphenyl]-4-yl-1-pentanone

Conditions

Conditions	Yield
1,2-dimethoxyethane; bis(diphenylphosphino)propanepalladium(II) dichloride In tetrahydrofuran at 20℃; for 0.05h;	75%

: 7295-44-5
4'-bromovalerophenone

: 593-56-6
N-methoxylamine hydrochloride

: C12H16BrNO

Conditions

Conditions	Yield
With sodium acetate In ethanol; water for 2h; Reflux;	73%

: 7295-44-5
4'-bromovalerophenone

: 960-16-7
tributylphenylstannane

: 4-biphenyl-4-yl-5-propyl-[1,2,3]thiadiazole

Conditions

Conditions	Yield
Stage #1: 4'-bromovalerophenone With polystyrene-sulfonylhydrazide resin; acetic acid In tetrahydrofuran at 50℃; for 4h; Solid phase reaction; Stage #2: tributylphenylstannane; bis-triphenylphosphine-palladium(II) chloride In N,N-dimethyl-formamide at 90℃; for 24h; Solid phase reaction; Stille reaction; Stage #3: With thionyl chloride In 1,2-dichloro-ethane at 60℃; for 5h; Solid phase reaction; Hurd-Mori cyclization;	71%

Yield

Stage #1: 4'-bromovalerophenone With polystyrene-sulfonylhydrazide resin; acetic acid In tetrahydrofuran at 50℃; for 4h; Solid phase reaction;
Stage #2: tributylphenylstannane; bis-triphenylphosphine-palladium(II) chloride In N,N-dimethyl-formamide at 90℃; for 24h; Solid phase reaction; Stille reaction;
Stage #3: With thionyl chloride In 1,2-dichloro-ethane at 60℃; for 5h; Solid phase reaction; Hurd-Mori cyclization;

71%

: 7295-44-5
4'-bromovalerophenone

: 4,4'-Divaleryl-biphenyl

Conditions

Conditions	Yield
With C24H38N2O6; palladium diacetate In water at 60℃; for 6h; Inert atmosphere;	66%

: 7295-44-5
4'-bromovalerophenone

: C63H80F5O2PPd

: 709-24-0
1-(4-fluorophenyl)-1-pentanone

Conditions

Conditions	Yield
With p-bromobutylbenzene In (2)H8-toluene at 20℃; for 12h; Inert atmosphere; Glovebox;	66%

: 7295-44-5
4'-bromovalerophenone

: N-(2,2-dimethoxyethyl)-N-methylformamide

: C17H26BrNO4

Conditions

Conditions	Yield
With lithium diisopropyl amide In tetrahydrofuran at 25℃; for 0.0166667h;	63%

: 7295-44-5
4'-bromovalerophenone

: 100-59-4
phenylmagnesium chloride

: 42916-73-4
1-[1,1'-biphenyl]-4-yl-1-pentanone

Conditions

Conditions	Yield
Stage #1: phenylmagnesium chloride With titanium(IV) tetraethanolate In tetrahydrofuran at 0℃; Stage #2: 4'-bromovalerophenone With 1,3-bis[2,6-diisopropylphenyl]imidazolium chloride; bis(acetylacetonate)nickel(II) In tetrahydrofuran at -10℃; for 6h; Further stages.;	60%

: 7295-44-5
4'-bromovalerophenone

: 123-72-8
butyraldehyde

: 1-(4-butyrylphenyl)pentan-1-one

Conditions

Conditions	Yield
With nickel(II) iodide; potassium phosphate; tetrakis(tetrabutylammonium)decatungstate(VI); 4,4'-di-tert-butyl-2,2'-bipyridine In acetonitrile at 20℃; for 4h; Schlenk technique; Inert atmosphere; Irradiation;	60%

: 7295-44-5
4'-bromovalerophenone

: 813-19-4
bis(tri-n-butyltin)

: 4-tributylstannylvalerophenone

Conditions

Conditions	Yield
	58%

: 7295-44-5
4'-bromovalerophenone

3,4-(OCH2O)-C6H3-X, X = lithium or magnesium halide: 3,4-(OCH2O)-C6H3-X, X = lithium or magnesium halide

: C18H18O3

Conditions

Conditions	Yield
Stage #1: 3,4-(OCH2O)-C6H3-X, X = lithium or magnesium halide With titanium(IV) tetraethanolate In tetrahydrofuran at 0℃; Stage #2: 4'-bromovalerophenone With 1,3-bis[2,6-diisopropylphenyl]imidazolium chloride; bis(acetylacetonate)nickel(II) In tetrahydrofuran at -10℃; for 6h; Further stages.;	57%

: 7295-44-5
4'-bromovalerophenone

: 89-98-5
2-chloro-benzaldehyde

A: 586-76-5
4-Bromobenzoic acid

B: 14717-30-7
(E)-1-chloro-2-(pent-1-en-1-yl)benzene

C: 1-(4-Bromo-phenyl)-2-[1-(2-chloro-phenyl)-meth-(E)-ylidene]-pentan-1-one

Conditions

Conditions	Yield
With boron trifluoride diacetate In hexane for 4h; Aldol-Grob reaction; Heating;	A 54% B n/a C n/a

...Expand

: 225931-80-6
bis[(trimethylsilyl)methyl](1,5-cyclooctadiene)palladium(II)

: 7295-44-5
4'-bromovalerophenone

: AlPhos

: C63H80BrF4O2PPd

Conditions

Conditions	Yield
In pentane at 20℃; for 24h; Inert atmosphere; Glovebox;	47%

...Expand

: 7295-44-5
4'-bromovalerophenone

: 1172582-14-7
(E)-1-(4-bromophenyl)pent-2-ene-1,4-dione

Conditions

Conditions	Yield
With oxygen; copper diacetate; palladium diacetate; trifluoroacetic acid In dimethyl sulfoxide at 80℃; for 48h;	45%

: 7295-44-5
4'-bromovalerophenone

: C64H86FO3PPd

: 709-24-0
1-(4-fluorophenyl)-1-pentanone

Conditions

Conditions	Yield
With p-bromobutylbenzene In (2)H8-toluene at 20℃; for 12h; Inert atmosphere; Glovebox;	31%

4'-Bromovalerophenone Specification

The 4'-Bromovalerophenone, with the CAS registry number 7295-44-5 and EINECS registry number 230-729-1, has the systematic name of 1-(4-bromophenyl)pentan-1-one.It is a kind of yellow crystalline powder, and belongs to the following product categories: C11 to C12; Carbonyl Compounds; Ketones. The molecular formula of the chemical is C₁₁H₁₃BrO. While dealing with this chemical, you should avoid contacting with skin and eyes.

The characteristics of this chemical are as followings: (1)ACD/LogP: 4.02; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 4.02; (4)ACD/LogD (pH 7.4): 4.02; (5)ACD/BCF (pH 5.5): 673.41; (6)ACD/BCF (pH 7.4): 673.41; (7)ACD/KOC (pH 5.5): 3682; (8)ACD/KOC (pH 7.4): 3682; (9)#H bond acceptors: 1; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 4; (12)Polar Surface Area: 17.07 Å²; (13)Index of Refraction: 1.532; (14)Molar Refractivity: 57.86 cm³; (15)Molar Volume: 186.6 cm³; (16)Polarizability: 22.94×10^-24cm³; (17)Surface Tension: 37.6 dyne/cm; (18)Density: 1.291 g/cm³; (19)Flash Point: 59.7 °C; (20)Enthalpy of Vaporization: 53.07 kJ/mol; (21)Boiling Point: 291.3 °C at 760 mmHg; (22)Vapour Pressure: 0.00196 mmHg at 25°C.

Preparation of 4'-Bromovalerophenone: This chemical can be prepared by pentanoyl chloride and bromobenzene. The reaction will need reagent aluminum chloride, and the menstruum chlorobenzene. The reaction time is 1.5 hours with the temperature of 0-5°C, and the yield is about 80%.

Uses of 4'-Bromovalerophenone: It can used to produce 1-bromo-4-pentyl-benzene. This reaction will need reagent hydrazine hydrate and potassium hydroxide, and the menstruum bis-(2-hydroxy-ethyl) ether. The reaction time is 6 hours with temperature of 130-180°C, and the yield is about 71%.

Addtionally, the following datas could be converted into the molecular structure:
(1)SMILES: O=C(c1ccc(Br)cc1)CCCC
(2)InChI: InChI=1/C11H13BrO/c1-2-3-4-11(13)9-5-7-10(12)8-6-9/h5-8H,2-4H2,1H3
(3)InChIKey: STYJKBMRWQQJIS-UHFFFAOYAQ

Product Name

4'-BROMOVALEROPHENONE

Synthetic route

4'-Bromovalerophenone Specification

Related Products

Hot Products