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Basic Information
| CAS No.: | 3673-79-8 |
|---|---|
| Name: | 2,3-Dibromo-2-methylpropionic acid methyl ester |
| Article Data: | 32 |
| Molecular Structure: | |
|
|
|
| Formula: | C5H8Br2O2 |
| Molecular Weight: | 259.925 |
| Synonyms: | methyl 2-methyl-2,3-dibromopropanoate;Propanoic acid,2,3-dibromo-2-methyl-,methyl ester;Propanoic acid, 2,3-dibromo-2-methyl-, methyl ester;2,3-Dibromo-2-methyl-propionic acid methyl ester;methyl 2,3-dibromo-2-methylpropionate;methyl 2-bromo-2-(bromomethyl)propanoate; |
| Density: | 1.843g/cm3 |
| Boiling Point: | 203oC at 760 mmHg |
| Flash Point: | 78.9oC |
| PSA: | 26.30000 |
| LogP: | 1.70790 |
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Synthetic route
Conditions
| Conditions | Yield |
|---|---|
| With bromine at 0 - 20℃; | 98% |
| With bromine In tetrachloromethane at 0℃; for 3.5h; | 94% |
| With bromine In tetrachloromethane at 0℃; for 3.5h; Inert atmosphere; | 91% |
- 80-62-6
methacrylic acid methyl ester
A
- 3673-79-8
methyl 2,3-dibromoisobutyrate
B
- 53530-56-6
2-bromo-3-hydroxy-2-methylpropionate
C
- 53530-57-7
3-bromo-2-hydroxy-2-methylpropionate
Conditions
| Conditions | Yield |
|---|---|
| With bromine In water at 30℃; Rate constant; Thermodynamic data; Product distribution; other temperatures (22, 38, 46, 54 deg C), ΔH*, ΔS*, ΔG*; | |
| With bromine In water Mechanism; |
...Expand
- 3673-79-8
methyl 2,3-dibromoisobutyrate
- 82577-97-7
methyl α,β-difluoroisobutyrate
Conditions
| Conditions | Yield |
|---|---|
| With chlorine monofluoride | 93% |
| With bromine trifluoride In 1,1,2-Trichloro-1,2,2-trifluoroethane at 20℃; for 1.5h; | 65 % Turnov. |
| Multi-step reaction with 2 steps 1: trifluoroacetyl hypochlorite/HF (l) / 5 h / Ambient temperature 2: hexachloromelamine/HF (l) / 4 h / -15 - 0 °C View Scheme |
- 3673-79-8
methyl 2,3-dibromoisobutyrate
- 124-41-4
sodium methylate
- 76526-43-7
methyl 3,3-dimethoxy-2-methylpropionate
Conditions
| Conditions | Yield |
|---|---|
| In methanol for 1h; Dehydrobromination; addition; Heating; | 92% |
| In methanol at 70℃; for 3h; | 39.4 g |
| In methanol at 70℃; for 3h; | |
| In methanol | |
| In methanol at 50 - 70℃; for 2h; Temperature; | 234.01 g |
Conditions
| Conditions | Yield |
|---|---|
| Stage #1: methyl 2,3-dibromoisobutyrate; triphenylphosphine In acetonitrile for 12h; Heating; Stage #2: With water In acetonitrile at 20℃; Further stages.; | A 53.3% B 20% C 88% |
...Expand
Conditions
| Conditions | Yield |
|---|---|
| Stage #1: methyl 2,3-dibromoisobutyrate; triphenylphosphine In acetonitrile at 20℃; for 0.25h; Stage #2: With water In acetonitrile at 20℃; Further stages.; | A 32% B 86% |
...Expand
- 67-56-1
methanol
- 3673-79-8
methyl 2,3-dibromoisobutyrate
- 124-41-4
sodium methylate
- 82387-42-6, 143130-92-1, 35588-82-0
methyl 3-methoxy-2-methyl-acrylate
Conditions
| Conditions | Yield |
|---|---|
| Stage #1: methanol; methyl 2,3-dibromoisobutyrate; sodium methylate at 68℃; for 14h; Inert atmosphere; Stage #2: With sodium hydrogensulfate monohydrate at 160℃; under 760.051 Torr; Inert atmosphere; | 72% |
...Expand
- 3673-79-8
methyl 2,3-dibromoisobutyrate
- 40053-01-8
methyl (E)-3-bromo-2-methyl-2-propenoate
Conditions
| Conditions | Yield |
|---|---|
| With 1,8-diazabicyclo[5.4.0]undec-7-ene In tetrahydrofuran for 1.5h; Heating; | 71% |
| With 1,8-diazabicyclo[5.4.0]undec-7-ene In tetrahydrofuran for 2h; Reflux; | 66% |
| With sodium methylate In methanol | 51% |
- 3673-79-8
methyl 2,3-dibromoisobutyrate
A
- 4161-54-0
methyl β-bromo-α-fluoroisobutyrate
B
- 82577-96-6
methyl α-bromo-β-fluoroisobutyrate
Conditions
| Conditions | Yield |
|---|---|
| With hydrogen fluoride; hexachloromelamine at 0 - 15℃; | A 70% B 12% |
| With chlorine monofluoride | A 68% B 24% |
| With bromine trifluoride; hydrogen fluoride In various solvent(s) at 10 - 20℃; for 24h; | A 60% B 15% |
| With trichloroisocyanuric acid; hydrogen fluoride for 5h; Ambient temperature; Yield given. Yields of byproduct given; | |
| With Trifluoracylhypochlorit; hydrogen fluoride for 5h; Ambient temperature; Yield given. Yields of byproduct given; |
- 3673-79-8
methyl 2,3-dibromoisobutyrate
- 57-14-7
1,1-dimethylhydrazine
- 90383-45-2
methyl α-formylpropionate E-N,N-dimethylhydrazone
Conditions
| Conditions | Yield |
|---|---|
| With triethylamine In acetonitrile at 25℃; for 72h; | 51.5% |
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2,3-Dibromo-2-methylpropionic acid methyl ester
