1-Bromododecane
DODECYL BROMIDE · Bromododecane · 1-Dodecylbromide · LAURYL BROMIDE · BROMODODECAN · Laurlybromide · JACS-143-15-7 · Lauroylbromide
Identifiers & Physical Properties
| CAS No. | 143-15-7 |
|---|---|
| Molecular formula | C12H25Br |
| Average molar mass | 249.23 g/mol |
| Monoisotopic mass | 248.1139629 g/mol |
| SMILES | CCCCCCCCCCCCBr |
| InChIKey | PBLNBZIONSLZBU-UHFFFAOYSA-N |
| PubChem CID | 8919 |
| ChEMBL | CHEMBL3184907 |
| EC No. | 205-587-9 |
| DTXSID | DTXSID2044395 |
Chemical & Physical Properties
| XLogP | 7.1 |
|---|---|
| Topological polar surface area | 0 |
| Hydrogen bond donors | 0 |
| Hydrogen bond acceptors | 0 |
| Rotatable bonds | 10 |
| Heavy atoms | 13 |
| Formal charge | 0 |
| Complexity | 81.2 |
| Chemical classes | Other Classes -> Halogenated Aliphatics, Saturated |
| SpringerMaterials Properties | Boiling point |
| Density | 1.038 @25 °C1.040 g/mL at 20 °C |
| Physical Description | Liquid[Merck Index] Colorless liquid with a weak odor[Alfa Aesar MSDS] |
| Melting point | −11-−9 °C(lit.) |
| Boiling point | 134-135 °C6 mm Hg(lit.) |
| Vapor density | 8.6 (vs air) |
| Refractive index | n20/D 1.458(lit.) |
| Flash point | >230 °F |
| Storage conditions | Sealed in dry,2-8°C |
| Solubility | alcohol: solubleinsoluble |
| Physical state | Liquid |
| Color | Clear |
| Merck | 14,5389 |
| BRN | 506159 |
| Dielectric constant | 4.0700000000000003 |
| Stability | Stable. Combustible. Incompatible with strong oxidizing agents, strong bases. |
| InChI | 1S/C12H25Br/c1-2-3-4-5-6-7-8-9-10-11-12-13/h2-12H2,1H3 |
| InChIKey | PBLNBZIONSLZBU-UHFFFAOYSA-N |
| SMILES | CCCCCCCCCCCCBr |
| CAS DataBase Reference | 143-15-7(CAS DataBase Reference) |
| FDA UNII | 90T93TX09D |
| NIST Chemistry Reference | Dodecane, 1-bromo-(143-15-7) |
| EPA Substance Registry System | Dodecane, 1-bromo- (143-15-7) |
| UNSPSC Code | 12352100 |
| NACRES | NA.22 |
| GHS pictogram | GHS07 |
| Signal word | Warning |
| GHS hazard statements | H319-H315 |
| GHS precautionary statements | P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313 |
| Personal protective equipment (PPE) | Eyeshields, Gloves, type ABEK (EN14387) respirator filter |
| Hazard symbols | Xi |
| Risk statements (R) | 36/37/38 |
| Safety statements (S) | 26-36-24/25 |
| Water hazard class (WGK) | 3 |
| F | 19 |
| TSCA inventory status | TSCA listed |
| Customs code | 29033036 |
| Storage class | 10 - Combustible liquids |
| Hazard class | Skin Irrit. 2 |
| REACH registrations | Active |
Safety & Regulations
| GHS classification | This chemical does not meet GHS hazard criteria for 22.9% (58 of 253) of reports.DangerH304 (41.1%): May be fatal if swallowed and enters airways [Danger Aspiration hazard]P261, P264, P264+P265, P271, P280, P301+P316, P302+P352, P304+P340, P305+P351+P338, P319, P321, P331, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 253 reports by companies from 13 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Regulatory information | Chemical: Dodecane, 1-bromo-Dodecane, 1-bromo- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Dodecane, 1-bromo- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)Status: Active Update: 29-04-2021 https://echa.europa.eu/registration-dossier/-/registered-dossier/10302Dodecane, 1-bromo-: Does not have an individual approval but may be used under an appropriate group standard |
| Hazards summary | May cause irritation[Alfa Aesar MSDS] See 1-Bromopropane and 2-Bromopentane. |
| Hazard Classes and Categories | Asp. Tox. 1 (41.1%) |
| Protective Action Criteria (PAC) | 12 [mg/m3]130 [mg/m3]790 [mg/m3] |
| Adverse effects | Neurotoxin - Acute solvent syndrome |
| F | 19 |
| Personal protective equipment (PPE) | Eyeshields, Gloves, type ABEK (EN14387) respirator filter |
| Water hazard class (WGK) | 3 |
| TSCA inventory status | TSCA listed |
| Customs code | 29033036 |
| Risk statements (R) | 36/37/38 |
| Signal word | Warning |
| GHS pictogram | GHS07 |
| Hazard symbols | Xi |
| Safety statements (S) | 26-36-24/25 |
| Storage class | 10 - Combustible liquids |
| GHS hazard statements | H319-H315 |
| REACH registrations | Active |
| Hazard class | Skin Irrit. 2 |
| GHS precautionary statements | P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313 |
Applications & Uses
Uses
1-Bromododecane is used as a solvent. It is used as an intermediate to manufacture surfactant, pharmaceuticals and other organic compounds.
Uses
1-Bromododecane have assumed considerable importance as starting materials for the production of many types of organic derivatives. The major use for 1-Bromododecane with 12 – 16 carbon atomsisinthe production of alkyldimethylamines by the nucleophilic displacement of bromide ion with dimethylamine. These amines are used as intermediates in the manufacture of fatty amine oxides and alkyl dimethyl benzyl quaternary ammonium salts, which are used in a wide range of products because of their biological (germicidal) or physical (cationic) properties. Minor amounts of 1-Bromododecane are used to produce insect pheromones, phasetransfer catalysts, and other useful specialty chemicals.
General Description
1-Bromododecane is antimicrobial agent.
Preparation & Synthesis
Preparation
1-Bromododecane is synthesized by the action of 1-dodecanol and hydrobromic acid. The 1-dodecanol is added to the enameled glass reaction pot, stirred and cooled, and sulfuric acid is slowly added. Stir for 1h, then add hydrobromic acid. The temperature is gradually increased to 90-95℃, and the reaction is stirred for 8h. After the reaction, the temperature is lowered to 30℃ and left for 8h. The acid layer is separated, and the oil layer is adjusted to pH 8 with dilute alkali solution, and the alkali solution is separated and washed with 50% ethanol. Distill under reduced pressure and collect 140-200℃ (3.33kPa) fractions to obtain refined 1-bromododecane.