2-(Bromomethyl)-1,3-dioxolane
2-Bromomethyl-1,3-dioxolane
CAS: 4360-63-8
Molecular Formula: C4H7BrO2
2-(Bromomethyl)-1,3-dioxolane - Names and Identifiers
| Name | 2-Bromomethyl-1,3-dioxolane |
| Synonyms | 2-(bromomethyl)-3-dioxolane 2-Brommethyl-,1,3-dioxolane 2-Bromomethyl-1,3-dioxolane 2-(Bromomethyl)-1,3-dioxolane 1,3-dioxolane, 2-(bromomethyl)- Bromoacetaldehyde ethylene acetal Bromoacetaldehyde ethylene acetal, (1,3-Dioxolan-2-yl)methyl bromide |
| CAS | 4360-63-8 |
| EINECS | 224-443-6 |
| InChI | InChI=1/C4H7BrO2/c5-3-4-6-1-2-7-4/h4H,1-3H2 |
| InChIKey | CKIIJIDEWWXQEA-UHFFFAOYSA-N |
2-(Bromomethyl)-1,3-dioxolane - Physico-chemical Properties
| Molecular Formula | C4H7BrO2 |
| Molar Mass | 167 |
| Density | 1.613g/mLat 25°C(lit.) |
| Boling Point | 80-82°C27mm Hg(lit.) |
| Flash Point | 145°F |
| Water Solubility | Immiscible with water. |
| Solubility | Chloroform, Ethyl Acetate (Slightly) |
| Vapor Presure | 1.32mmHg at 25°C |
| Appearance | Transparent colorless liquid |
| Color | Clear colorless |
| BRN | 103309 |
| Storage Condition | Keep in dark place,Sealed in dry,Room Temperature |
| Sensitive | Moisture Sensitive |
| Refractive Index | n20/D 1.482(lit.) |
| MDL | MFCD00003214 |
2-(Bromomethyl)-1,3-dioxolane - Risk and Safety
| Hazard Symbols | Xi - Irritant |
| Risk Codes | 36/37/38 - Irritating to eyes, respiratory system and skin. |
| Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S24/25 - Avoid contact with skin and eyes. |
| WGK Germany | 3 |
| TSCA | Yes |
| HS Code | 29049090 |
2-(Bromomethyl)-1,3-dioxolane - Reference Information
| NIST chemical information | Information provided by: webbook.nist.gov (external link) |
| EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
| introduction | 2-bromomethyl-1, 3-dioxopentane is a very common organic synthesis intermediate, and its appearance is colorless liquid at normal temperature and pressure. 2-Bromomethyl-1, 3-dioxopentane is soluble in common organic solvents, such as dimethyl sulfoxide, N,N-dimethylformamide, dichloromethane, ethyl acetate, methanol, ethanol and other alcohol solvents, but the solubility in water is poor. It is worth noting that the compound is an acetal structure, it is best not to contact with acidic substances. |
| Use | 2-bromomethyl-1, 3-dioxopentane is a common organic synthesis intermediate. The main use is to convert the bromine atom into functional groups, which includes the nucleophilic substitution reaction of alcohol compounds and amine compounds under alkaline conditions. The acetal structure plays a protective role on the aldehyde group. In addition to being attacked, the bromine atom can also be made into a corresponding format reagent, which can be used as a nucleophile to carry out the corresponding nucleophilic addition reaction on aldehyde and ketone carbonyl compounds. |
| Synthesis method | For the synthesis of 2-bromomethyl-1, 3-dioxopentane, the conventional synthesis method is to start from the corresponding bromoacetal, After the exchange reaction with ethylene glycol to obtain the target product. In addition, there is also a route from the corresponding acetal methyl group, for example, starting from 2-methyl-1, 3-dioxolane, through a one-step bromination reaction to introduce a bromine atom on the methyl group at the terminal position The product can be obtained; but the reaction has an obvious disadvantage that some acidic substances will be produced during the bromination process to destroy the acetal structure, which is often accompanied by ring-opening by-products. |
Last Update：2024-04-09 21:11:58
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