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5292-43-3

Basic Information
CAS No.: 5292-43-3
Name: tert-Butyl bromoacetate
Article Data: 37
Molecular Structure:
Molecular Structure of 5292-43-3 (tert-Butyl bromoacetate)
Formula: C6H11BrO2
Molecular Weight: 195.056
Synonyms: Aceticacid, bromo-, 1,1-dimethylethyl ester (9CI);Acetic acid, bromo-, tert-butylester (6CI,7CI,8CI);1,1-Dimethylethyl 2-bromoacetate;1,1-Dimethylethylbromoacetate;1,1-Dimethylethyl monobromoacetate;2-Bromoacetic acid tert-butylester;Bromoacetic acid 1,1-dimethylethyl ester;Bromoacetic acid tert-butylester;NSC 82470;tert-Butyl 2-bromoacetate;tert-Butyl a-bromoacetate;
EINECS: 226-133-6
Density: 1.352 g/cm3
Melting Point: 44-47 °C
Boiling Point: 163.999 °C at 760 mmHg
Flash Point: 59.101 °C
Solubility: Insoluble in water, soluble in ethanol, diethyl ether
Appearance: slightly yellow transparent liquid
Hazard Symbols: IrritantXi,FlammableF
Risk Codes: 10-36/37/38
Safety: 26-24/25-16
Transport Information: UN 1993 3/PG 3
PSA: 26.30000
LogP: 1.72300
Synthetic route
79-08-3

bromoacetic acid

115-11-7

isobutene

5292-43-3

bromoacetic acid tert-butyl ester

Conditions
ConditionsYield
With Amberlyst-15 at -78 - 20℃; for 24h; Autoclave;97%
With perfluorosulfonic acid resin In tetrahydrofuran at 10 - 15℃; for 5h; Concentration; Temperature; Large scale; Green chemistry;97.6%
With amberlyst-15 In chloroform86%
598-21-0

2-Bromoacetyl bromide

75-65-0

tert-butyl alcohol

5292-43-3

bromoacetic acid tert-butyl ester

Conditions
ConditionsYield
With pyridine In dichloromethane at 0℃; for 0.5h;96%
Stage #1: tert-butyl alcohol With triethylamine In dichloromethane at 0℃; for 0.166667h;
Stage #2: 2-Bromoacetyl bromide In dichloromethane at 0 - 25℃; for 5h;
71%
With diethyl ether; 2,3-Dimethylaniline
aqueous potassium carbonate

aqueous potassium carbonate

79-08-3

bromoacetic acid

115-11-7

isobutene

5292-43-3

bromoacetic acid tert-butyl ester

Conditions
ConditionsYield
With sulfuric acid In dichloromethane88.4%
22118-09-8

2-bromoacetyl chloride

75-65-0

tert-butyl alcohol

5292-43-3

bromoacetic acid tert-butyl ester

Conditions
ConditionsYield
With aluminum oxide In benzene for 15h; Ambient temperature;74%
With pyridine In diethyl ether50%
With triethylamine In dichloromethane at 0 - 20℃; for 3.75h;4.48 g
98946-18-0

tert-Butyl 2,2,2-trichloroacetimidate

79-08-3

bromoacetic acid

5292-43-3

bromoacetic acid tert-butyl ester

Conditions
ConditionsYield
boron trifluoride diethyl etherate In dichloromethane; cyclohexane for 16h; Ambient temperature;71%
125144-97-0

Diphenylphosphanyl-acetic acid phenyl ester

A

5292-43-3

bromoacetic acid tert-butyl ester

B

35948-16-4

2-diphenylphosphanyl-acetamide

Conditions
ConditionsYield
With sodium hydroxide In ethanol; water for 2h; Heating;A 5%
B 44%
79-08-3

bromoacetic acid

75-65-0

tert-butyl alcohol

5292-43-3

bromoacetic acid tert-butyl ester

Conditions
ConditionsYield
With dmap; scandium tris(trifluoromethanesulfonate) In dichloromethane at -5 - 20℃; for 2h;35%
With toluene-4-sulfonic acid In toluene at 110.8℃; for 2h; Inert atmosphere;
With sulfuric acid; magnesium sulfate In dichloromethane at 20℃; for 48h;
13094-51-4

bromoacetic anhydride

75-65-0

tert-butyl alcohol

5292-43-3

bromoacetic acid tert-butyl ester

598-21-0

2-Bromoacetyl bromide

5292-43-3

bromoacetic acid tert-butyl ester

558-17-8

tert-Butyl iodide

bromoacetate_of silver

bromoacetate_of silver

5292-43-3

bromoacetic acid tert-butyl ester

Conditions
ConditionsYield
With diethyl ether
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    Specifications Molecular Formula C6H11BrO2 Molecular Weight 195.05 CAS Registry Number 5292-43-3 EINECS 226-133-6 Appearance:Colorless transparent liquid Package:25kg/drum, specific packing required by customer Application:Pharmaceutica

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    Product name: Tert-Butyl Bromoacetate CAS No.:5292-43-3 Molecule Formula:C6H11BrO2 Molecule Weight:195.05 Purity: 99.0% Package: 200kg/drum Description:Slight yellow transparent liquid Manufacture Standards:Enterprise Standard

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Specification

The tert-Butyl bromoacetate, with the CAS registry number 5292-43-3, is also known as Bromoacetic acid tert-butyl ester. It belongs to the product categories of Acid based bromo compounds; C6 to C7; Carbonyl Compounds; Esters; Organic chemical; Building Blocks; C6 to C7; Carbonyl Compounds; Chemical Synthesis; Organic Building Blocks. Its EINECS number is 226-133-6. This chemical's molecular formula is C6H11BrO2 and molecular weight is 195.05. What's more, its systematic name is 2-Methyl-2-propanyl bromoacetate. This chemical should be sealed and stored in a cool and ventilated place. Moreover, it should be protected from oxides, heat and fire. It is used in organic synthesis.

Physical properties of tert-Butyl bromoacetate are: (1)ACD/LogP: 2.003; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.00; (4)ACD/LogD (pH 7.4): 2.00; (5)ACD/BCF (pH 5.5): 19.61; (6)ACD/BCF (pH 7.4): 19.61; (7)ACD/KOC (pH 5.5): 292.94; (8)ACD/KOC (pH 7.4): 292.94; (9)#H bond acceptors: 2; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 3; (12)Polar Surface Area: 26.3 Å2; (13)Index of Refraction: 1.457; (14)Molar Refractivity: 39.318 cm3; (15)Molar Volume: 144.288 cm3; (16)Polarizability: 15.587×10-24cm3; (17)Surface Tension: 31.9 dyne/cm; (18)Density: 1.352 g/cm3; (19)Flash Point: 59.101 °C; (20)Enthalpy of Vaporization: 40.053 kJ/mol; (21)Boiling Point: 163.999 °C at 760 mmHg; (22)Vapour Pressure: 2.0 mmHg at 25°C.

Preparation of tert-Butyl bromoacetate: this chemical can be prepared by bromoacetic acid and 2-methyl-propene. This reaction will need reagent Amberlyst-15 and solvent CHCl3. The yield is about 86%.

tert-Butyl bromoacetate can be prepared by bromoacetic acid and 2-methyl-propene

Uses of tert-Butyl bromoacetate: it can be used to produce (2-oxo-4-vinyl-azetidin-1-yl)-acetic acid tert-butyl ester. It will need reagent KOH and solvents tetrahydrofuran, dimethylformamide with the reaction time of 16 hours. The yield is about 80%.

tert-Butyl bromoacetate can be used to produce (2-oxo-4-vinyl-azetidin-1-yl)-acetic acid tert-butyl ester

When you are using this chemical, please be cautious about it as the following:
This chemical is irritating to eyes, respiratory system and skin. It is flammable, so you should keep it away from sources of ignition - No smoking. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. When using it, you must avoid contact with skin and eyes.

You can still convert the following datas into molecular structure:
(1)SMILES: BrCC(=O)OC(C)(C)C
(2)Std. InChI: InChI=1S/C6H11BrO2/c1-6(2,3)9-5(8)4-7/h4H2,1-3H3
(3)Std. InChIKey: BNWCETAHAJSBFG-UHFFFAOYSA-N