5292-43-3
- Product Name：tert-Butyl bromoacetate
- Molecular Formula：C6H11BrO2
- Purity：99%
- Molecular Weight：195.056
Product Details
pd_meltingpoint:44-47 °C
Appearance:slightly yellow transparent liquid
Purity:99%
Factory Sells Best Quality tert-Butyl bromoacetate 5292-43-3 with steady supply
- Molecular Formula:C6H11BrO2
- Molecular Weight:195.056
- Appearance/Colour:slightly yellow transparent liquid
- Vapor Pressure:2.01mmHg at 25°C
- Melting Point:44-47 °C
- Refractive Index:1.457
- Boiling Point:163.999 °C at 760 mmHg
- Flash Point:59.101 °C
- PSA：26.30000
- Density:1.352 g/cm3
- LogP:1.72300
tert-Butyl bromoacetate(Cas 5292-43-3) Usage
|
Preparation |
Tert-butyl bromoacetate ester was synthesized using bromoacetic acid and isobutylene as raw materials,Amberlyst 15,a strong acidic cation exchange resin,as catalyst,and tert-butanol as modifier. |
|
Flammability and Explosibility |
Flammable |
|
Purification Methods |
Dissolve the ester in Et2O, wash it well with ice cold 10% aqueous K2CO3, dry it over CaCl2, filter and evaporate the Et2O, then fractionate it through a Vigreux column (p 11) in a vacuum. LACHRYMATORY. [Abramovitch et al. J Am Chem Soc 64 2274 1942, Abramovitch & Hauser J Am Chem Soc 65 986 1943, Beilstein 2 III 482.] |
|
General Description |
tert-Butyl bromoacetate is utilized as a key reagent in the zinc-mediated homologation of α-amino acids, facilitating the stereoselective synthesis of functionalized 1,2-diamines. In this process, it reacts with N-protected R-aminonitriles in the presence of zinc to form enaminoesters, which are subsequently reduced to yield 4,5-disubstituted imidazolidinones-2-ones. tert-Butyl bromoacetate's role underscores its importance in constructing complex chiral intermediates for organic synthesis and biologically relevant molecules. |
|
Application |
tert-Butyl bromoacetate has been used in the synthesis of:nitrilotriacetic acid end-functionalized polystyrene by atom transfer radical polymerizationbuilding block for substituted t-butyl acetatesdihydropyranyl prelinker which is useful in polymer-assisted deprotection of oligosacchararidescollagenase inhibitor (S,S,R)-(-)-actinonin It is the starting reagent for the synthesis of N-Oxalylglycine derivatives. |
InChI:InChI=1/C6H11BrO2/c1-6(2,3)9-5(8)4-7/h4H2,1-3H3
5292-43-3 Relevant articles
Visible-Light-Induced Oxidative α-Alkylation of Glycine Derivatives with Ethers under Metal-Free Conditions
Song, Yang,Zhang, Hao,Guo, Jiabao,Shao, Yifei,Ding, Yuzhou,Zhu, Li,Yao, Xiaoquan
, p. 5914 - 5921 (2021/11/22)
In this work, a visible-light-induced ox...
Acridine Orange Hemi(Zinc Chloride) Salt as a Lewis Acid-Photoredox Hybrid Catalyst for the Generation of α-Carbonyl Radicals
Das, Sanju,De Sarkar, Suman,Mandal, Tanumoy
supporting information, (2021/12/10)
A readily accessible organic-inorganic h...
Synthesis, antiinflammatory activity, and molecular docking studies of bisphosphonic esters as potential MMP-8 and MMP-9 inhibitors
Cortes-Pacheco, Abimelek,Jiménez-Arellanes, María Adelina,Juárez-Vázquez, María del Carmen,López-Torres, Adolfo,Palacios-Can, Francisco José,Ramírez-Marroquín, Oscar Abelardo,Razo-Hernández, Rodrigo Said,Valcarcel-Gami?o, José Antonio
supporting information, p. 1277 - 1287 (2020/07/10)
Bisphosphonic acids (or bisphosphonates)...
A Tunable Route to Prepare α,β-Unsaturated Esters and α,β-Unsaturated-γ-Keto Esters through Copper-Catalyzed Coupling of Alkenyl Boronic Acids with Phosphorus Ylides
Bi, Hong-Yan,Liu, Feng-Ping,Liang, Cui,Su, Gui-Fa,Mo, Dong-Liang
supporting information, p. 1510 - 1516 (2018/03/05)
A tunable strategy to prepare α,β-unsatu...
5292-43-3 Process route
-
-
79-08-3
bromoacetic acid
-
-
115-11-7,15220-85-6
isobutene
-
-
5292-43-3
bromoacetic acid tert-butyl ester
| Conditions | Yield |
|---|---|
|
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
chloroform;
|
86% |
|
With
diethyl ether; sulfuric acid;
|
|
|
With
sulfuric acid;
In
dichloromethane;
|
|
|
With
sulfuric acid; tert-butyl alcohol;
at -20 ℃;
|
|
|
With
sulfuric acid;
In
diethyl ether;
|
-
-
598-21-0
2-Bromoacetyl bromide
-
-
75-65-0
tert-butyl alcohol
-
-
5292-43-3
bromoacetic acid tert-butyl ester
| Conditions | Yield |
|---|---|
|
With
pyridine;
In
dichloromethane;
at 0 ℃;
for 0.5h;
|
96% |
|
tert-butyl alcohol;
With
triethylamine;
In
dichloromethane;
at 0 ℃;
for 0.166667h;
2-Bromoacetyl bromide;
In
dichloromethane;
at 0 - 25 ℃;
for 5h;
|
71% |
|
With
diethyl ether; 2,3-Dimethylaniline;
|
|
|
With
dimethyl amine;
In
diethyl ether;
|
|
|
With
pyridine;
|
|
|
In
dichloromethane;
at 0 - 20 ℃;
|
|
|
With
pyridine;
In
dichloromethane;
at 0 ℃;
for 0.75h;
|
|
|
With
pyridine;
In
dichloromethane;
at 0 - 25 ℃;
for 0.833333h;
|
|
|
With
pyridine;
In
dichloromethane;
at 0 - 25 ℃;
for 0.833333h;
|
|
|
With
sodium hydrogencarbonate;
In
acetonitrile;
at 0 ℃;
for 0.5h;
|
|
|
With
sodium hydrogencarbonate;
In
acetonitrile;
at 0 ℃;
for 0.5h;
|
|
|
With
sodium hydrogencarbonate;
In
acetonitrile;
at 0 ℃;
for 0.5h;
|
|
|
With
triethylamine;
In
dichloromethane;
at 0 - 20 ℃;
|
5292-43-3 Upstream products
-
79-08-3
bromoacetic acid
-
115-11-7
isobutene
-
598-21-0
2-Bromoacetyl bromide
-
75-65-0
tert-butyl alcohol
5292-43-3 Downstream products
-
1116-98-9
cyanoacetic acid tert-butyl ester
-
1883-13-2
3-hydroxydodecanoic acid
-
28254-78-6
(3R)-(-)-3-Hydroxydodecanoic acid
-
45162-48-9
(3S)-3-hydroxydodecanoic acid
Relevant Products
-
4-Bromobenzoic acidCAS：586-76-5
-
4,4'-Dihydroxy-biphenyl-2-carboxylic acidCAS：53197-57-2
-
Diphenyliodonium trifluoromethanesulfonateCAS：66003-76-7
