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4'-Bromovalerophenone

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Name

4'-Bromovalerophenone

EINECS 230-729-1
CAS No. 7295-44-5 Density 1.291 g/cm3
PSA 17.07000 LogP 3.82200
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 N/A Appearance yellow crystalline powder
Safety 24/25 Risk Codes N/A
Molecular Structure Molecular Structure of 7295-44-5 (4'-BROMOVALEROPHENONE) 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;

Article Data 15

4'-Bromovalerophenone 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
ConditionsYield
In toluene at 20℃; for 1h;99%
108-86-1

bromobenzene

638-29-9

n-valeryl chloride

7295-44-5

4'-bromovalerophenone

Conditions
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
In tetrahydrofuran at 0℃; for 3h; Grignard reaction;
586-75-4

4-chlorobenzoyl chloride

7295-44-5

4'-bromovalerophenone

Conditions
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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%
7295-44-5

4'-bromovalerophenone

98-80-6

phenylboronic acid

42916-73-4

1-[1,1'-biphenyl]-4-yl-1-pentanone

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

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

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