1-Bromododecane
Basic information
- CAS
143-15-7- Standard SMILES
CCCCCCCCCCCCBr- InChIKey
PBLNBZIONSLZBU-UHFFFAOYSA-N- Molecular formula
- C12H25Br
- Average molar mass
- 249.23 g/mol
- Monoisotopic mass
- 248.11396
Names & identifiers
- Preferred name
- 1-Bromododecane
- IUPAC
- 1-bromododecane
- English name
- 1-Bromododecane
- Molecular formula
- C12H25Br
- Molecular weight
- 249.23
Names & synonyms
1-Bromododecane143-15-7Lauryl bromideDodecyl bromideDodecane, 1-bromo-DTXSID2044395DTXCID002439590T93TX09DNSC-6786RefChem:75159205-587-9n-Dodecyl bromide
Show more names
1-DodecylbromideBROMODODECANLaurlybromideJACS-143-15-7Lauroylbromide1-Dodecylbromid1-bromo-dodecan
Dodecane, bromo-bromododecaneC12H25Br1-bromo dodecane1-bromo-dodecane1-BROMO-N-DODECANE1-dodecyl-bromideMFCD00000225
Database identifiers
- CAS
143-15-7- PubChem CID
- 8919
- DTXSID
DTXSID2044395- ChEMBL
CHEMBL3184907- UNII
- 90T93TX09D
- EC Number
- 205-587-9
- Nikkaji
- J2.029J
Properties
Computed structural properties
- XLogP
- 7.1
- Topological polar surface area
- 0 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 0
- Rotatable bonds
- 10
- Heavy atoms
- 13
- Formal charge
- 0
- Complexity
- 81.2
Experimental & physicochemical properties
Chemical ClassesOther Classes -> Halogenated Aliphatics, Saturated
SpringerMaterials PropertiesBoiling point
Density1.038 @25 °C
Physical Description
Liquid
Liquid; [Merck Index] Colorless liquid with a weak odor; [Alfa Aesar MSDS]
Physicochemical properties
- Melting point
- 11 · −11-−9 °C(lit.)
- Boiling point
- 134 · 134-135 °C6 mm Hg(lit.)
- Density
- 1.04 g/mL · 1.040 g/mL at 20 °C
- vapor density
- 8.6 · 8.6 (vs air)
- refractive index
- 20 · n20/D 1.458(lit.)
- Flash point
- 230 °F · >230 °F
- storage temp.
- 2 · Sealed in dry,2-8°C
- solubility
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
This chemical does not meet GHS hazard criteria for 22.9% (58 of 253) of reports.
Danger
H304 (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.
Hazard information
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)
REACH registered substance: 1-bromododecane (EC: 205-587-9)
Dodecane, 1-bromo-: Does not have an individual approval but may be used under an appropriate group standard
Hazards SummaryMay cause irritation; [Alfa Aesar MSDS] See 1-Bromopropane and 2-Bromopentane.
Hazard Classes and CategoriesAsp. Tox. 1 (41.1%)
Safety & protection
Protective Action Criteria (PAC)
12 [mg/m3]
130 [mg/m3]
790 [mg/m3]
Toxicology
Chemistry & industry
Uses & manufacturing
U.S. Production2023: 250,000 - <550,000 lb
Consumer UsesAbrasives
Industry UsesAbrasives
General Manufacturing Information
Mining (except Oil and Gas) and support activities
Dodecane, 1-bromo-: ACTIVE
Applications
Uses1-Bromododecane is used as a solvent. It is used as an intermediate to manufacture surfactant, pharmaceuticals and other organic compounds.
Uses1-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 Description1-Bromododecane is antimicrobial agent.
Preparation methods
Preparation1-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.
Related reactions
192 records
Compound notes
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