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59247-47-1

Basic Information
CAS No.: 59247-47-1
Name: TERT-BUTYL-4-BROMOBENZOATE
Article Data: 38
Molecular Structure:
Molecular Structure of 59247-47-1 (TERT-BUTYL-4-BROMOBENZOATE)
Formula: C11H13BrO2
Molecular Weight: 257.127
Synonyms: 4-Bromobenzoicacid tert-butyl ester;tert-Butyl 4-bromobenzoate;tert-Butyl p-bromobenzoate;
Density: 1.331 g/cm3
Boiling Point: 297 °C at 760 mmHg
Flash Point: 133.4 °C
PSA: 26.30000
LogP: 3.40440
Synthetic route
865-47-4

potassium tert-butylate

586-75-4

4-chlorobenzoyl chloride

59247-47-1

tert-butyl-4-bromobenzoate

Conditions
ConditionsYield
In tetrahydrofuran at 0 - 20℃; for 2h; Inert atmosphere;100%
In diethyl ether for 1h; Substitution;95%
In tetrahydrofuran at -78 - 20℃; for 2h;95%
106-37-6

1.4-dibromobenzene

24424-99-5

di-tert-butyl dicarbonate

59247-47-1

tert-butyl-4-bromobenzoate

Conditions
ConditionsYield
Stage #1: 1.4-dibromobenzene With n-butyllithium; butyl magnesium bromide In tetrahydrofuran; hexane; toluene at -5℃;
Stage #2: di-tert-butyl dicarbonate In tetrahydrofuran; hexane; toluene at -5℃;
Stage #3: With citric acid In tetrahydrofuran; hexane; toluene Further stages.;
98%
Stage #1: 1.4-dibromobenzene With n-butyllithium; butyl magnesium bromide In tetrahydrofuran; hexane; toluene at -5℃; for 1h; Inert atmosphere;
Stage #2: di-tert-butyl dicarbonate In tetrahydrofuran; hexane; toluene at -5℃; for 2h; Inert atmosphere;
98%
110-05-4

di-tert-butyl peroxide

1122-91-4

4-bromo-benzaldehyde

59247-47-1

tert-butyl-4-bromobenzoate

Conditions
ConditionsYield
With copper(I) bromide In hexane at 50℃; for 5h; Inert atmosphere;89%
586-76-5

4-Bromobenzoic acid

865-47-4

potassium tert-butylate

59247-47-1

tert-butyl-4-bromobenzoate

Conditions
ConditionsYield
Stage #1: 4-Bromobenzoic acid With 1,1'-carbonyldiimidazole In tetrahydrofuran at 25℃;
Stage #2: potassium tert-butylate In tetrahydrofuran at 25℃; for 2h;
89%
75-91-2

tert.-butylhydroperoxide

16532-79-9

4-Bromophenylacetonitrile

59247-47-1

tert-butyl-4-bromobenzoate

Conditions
ConditionsYield
With Zr6(μ3-O)4(μ3-OH)4(OH)6(H2O)6(IDA)3; potassium hydroxide In acetonitrile at 80℃; for 10h;87%
In water; acetonitrile at 60℃; for 16h; Molecular sieve; Schlenk technique; Inert atmosphere;83%
873-75-6

4-bromobenzenemethanol

75-65-0

tert-butyl alcohol

59247-47-1

tert-butyl-4-bromobenzoate

Conditions
ConditionsYield
With 1H-imidazole; tert.-butylhydroperoxide; tetra-(n-butyl)ammonium iodide In water at 80℃; for 7h; Green chemistry; chemoselective reaction;87%
201230-82-2

carbon monoxide

106-40-1

4-bromo-aniline

75-65-0

tert-butyl alcohol

59247-47-1

tert-butyl-4-bromobenzoate

Conditions
ConditionsYield
Stage #1: 4-bromo-aniline With tetrafluoroboric acid; acetic acid; isopentyl nitrite In water at 20℃; for 0.0833333h;
Stage #2: carbon monoxide; tert-butyl alcohol With Eosin Y at 18℃; under 37503.8 Torr; for 4h; Inert atmosphere; Darkness; Irradiation;
79%
Stage #1: 4-bromo-aniline With tetrafluoroboric acid; sodium nitrite In water at 0℃; for 0.75h;
Stage #2: carbon monoxide; tert-butyl alcohol With sodium formate In acetonitrile at 20℃; under 37503.8 Torr; for 3h;
146.6 mg
586-75-4

4-chlorobenzoyl chloride

75-65-0

tert-butyl alcohol

59247-47-1

tert-butyl-4-bromobenzoate

Conditions
ConditionsYield
With pyridine In dichloromethane for 48h; Ambient temperature;78%
With pyridine In dichloromethane for 48h;70%
With n-butyllithium In diethyl ether; hexane Ambient temperature;
With pyridine In dichloromethane8.9 g (70%)
6048-21-1

4-bromobenzoyl cyanide

75-65-0

tert-butyl alcohol

59247-47-1

tert-butyl-4-bromobenzoate

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In dichloromethane at 20℃; for 2h; Inert atmosphere;66%
586-76-5

4-Bromobenzoic acid

24424-99-5

di-tert-butyl dicarbonate

59247-47-1

tert-butyl-4-bromobenzoate

Conditions
ConditionsYield
With dmap In tert-butyl alcohol at 40℃;63%
With dmap In tert-butyl alcohol at 20℃; for 12h; Concentration; Time;62%
With dmap In tert-butyl alcohol at 20℃; for 12h; Concentration;62%
With dmap In tert-butyl alcohol at 50℃;21%
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Specification

The tert-Butyl-4-bromobenzoate, with the CAS registry number 59247-47-1, is also known as Benzoic acid, 4-bromo-, 1,1-dimethylethyl ester. It belongs to the product categories of Aryl; Ester; Organohalides. This chemical's molecular formula is C11H13BrO2 and molecular weight is 256.01. Its IUPAC name is called tert-butyl 4-bromobenzoate.

Physical properties of tert-Butyl-4-bromobenzoate: (1)ACD/LogP: 4.18; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 4.18; (4)ACD/LogD (pH 7.4): 4.18; (5)ACD/BCF (pH 5.5): 878.4; (6)ACD/BCF (pH 7.4): 878.4; (7)ACD/KOC (pH 5.5): 4453.45; (8)ACD/KOC (pH 7.4): 4453.45; (9)#H bond acceptors: 2; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 3; (12)Index of Refraction: 1.529; (13)Molar Refractivity: 59.58 cm3; (14)Molar Volume: 193 cm3; (15)Surface Tension: 37.2 dyne/cm; (16)Density: 1.331 g/cm3; (17)Flash Point: 133.4 °C; (18)Enthalpy of Vaporization: 53.68 kJ/mol; (19)Boiling Point: 297 °C at 760 mmHg; (20)Vapour Pressure: 0.00139 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: CC(C)(C)OC(=O)C1=CC=C(C=C1)Br
(2)InChI: InChI=1S/C11H13BrO2/c1-11(2,3)14-10(13)8-4-6-9(12)7-5-8/h4-7H,1-3H3
(3)InChIKey: BFJJYXUCGYOXDM-UHFFFAOYSA-N