1,1,3,3-Tetrabromoacetone
Tetrabromoacetone · 1,1,3,3-Tetrabromoacetone · 1,1,3,3-Tetrabromopropanone · 1,1,3,3-TETRABROMO-2-PROPANONE · 1,1,3,3-tetrabroMopropan-2-one · 1,1,3,3-TETRABROMOACETONE 95+% · 2-Propanone, 1,1,3,3-tetrabromo- · alpha,alpha,alpha',alpha'-Tetrabromoacetone
Identifiers & Physical Properties
| CAS No. | 22612-89-1 |
|---|---|
| Molecular formula | C3H2Br4O |
| Average molar mass | 373.66 g/mol |
| Monoisotopic mass | 369.68391308 g/mol |
| SMILES | O=C(C(Br)Br)C(Br)Br |
| InChIKey | SAMNBOHOBWEEEU-UHFFFAOYSA-N |
| PubChem CID | 608441 |
| EC No. | 678-413-6 |
| DTXSID | DTXSID50345973 |
Chemical & Physical Properties
| XLogP | 3.3 |
|---|---|
| Topological polar surface area | 17.1 |
| Hydrogen bond donors | 0 |
| Hydrogen bond acceptors | 1 |
| Rotatable bonds | 2 |
| Heavy atoms | 8 |
| Formal charge | 0 |
| Complexity | 79.3 |
| Melting point | 36°C |
| Boiling point | 129-130 °C(Press: 7 Torr) |
| Density | 2.904±0.06 g/cm3(Predicted) |
| Storage conditions | Refrigerator |
| Solubility | Chloroform, Dichloromethane, Ethyl Acetate, Methanol |
| Physical state | Solid |
| Color | White Low Melting |
| Stability | Temperature Sensitive |
| InChI | InChI=1S/C3H2Br4O/c4-2(5)1(8)3(6)7/h2-3H |
| InChIKey | SAMNBOHOBWEEEU-UHFFFAOYSA-N |
| SMILES | C(Br)(Br)C(=O)C(Br)Br |
| GHS pictogram | GHS07 |
| Signal word | Warning |
| GHS hazard statements | H302+H312+H332-H315-H319 |
| GHS precautionary statements | P261-P264-P270-P271-P280-P301+P312+P330-P302+P352+P312+P362+P364-P304+P340+P312-P305+P351+P338+P337+P313-P501 |
| Risk statements (R) | 36/37/38 |
| Safety statements (S) | 26-36/37/39 |
| Customs code | 2914.79.4000 |
Safety & Regulations
| GHS classification | WarningH302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, P321, P330, P332+P317, P337+P317, P362+P364, and P501 (click each P-code to see the statement)The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory. |
|---|---|
| Hazard Classes and Categories | Acute Tox. 4 (100%) |
| Customs code | 2914.79.4000 |
| Risk statements (R) | 36/37/38 |
| Signal word | Warning |
| GHS pictogram | GHS07 |
| Safety statements (S) | 26-36/37/39 |
| GHS hazard statements | H302+H312+H332-H315-H319 |
| GHS precautionary statements | P261-P264-P270-P271-P280-P301+P312+P330-P302+P352+P312+P362+P364-P304+P340+P312-P305+P351+P338+P337+P313-P501 |
Applications & Uses
Description
1,1,3,3-Tetrabromoacetone is a good source of the 1,3-dibromooxyallyl cation, a synthetic equivalent of the oxyallyl cation; especially useful for [4 + 3] cycloadditions.
Uses
1,1,3,3-Tetrabromoacetone is an intermediate in the synthesis of 3-Chloro-4-(dichloromethyl)-5-hydroxy-2(5H)-furanone-13C5, which is an isotope labelled Mutagen X (MX) is a chlorinated furanone that accounts for more of the mutagenic activity of drinking water than any other disinfection byproduct. DNA damages provoked by the six mutagens (furylframide, MX, 4-nitroquinoline N-oxide, sodium azide, 1-nitropyrene, and captan) used in the present study have been known to subject to the nucleotide excision repair system.