1,6-Dibromohexane
Basic information
- CAS
629-03-8- Standard SMILES
BrCCCCCCBr- InChIKey
SGRHVVLXEBNBDV-UHFFFAOYSA-N- Molecular formula
- C6H12Br2
- Average molar mass
- 243.97 g/mol
- Monoisotopic mass
- 241.93058
Names & identifiers
- Preferred name
- 1,6-Dibromohexane
- IUPAC
- 1,6-dibromohexane
- English name
- 1,6-Dibromohexane
- Molecular formula
- C6H12Br2
- Molecular weight
- 243.97
Names & synonyms
1,6-Dibromohexane629-03-8Hexamethylene dibromide1,6-Dibromo-n-hexaneHEXANE, 1,6-DIBROMO-1,6-Dibromohexanalpha,omega-Dibromohexane1,6-Dibromohexan [German]Dibromo-1,6 hexaneDTXSID4044452NSC 7306EINECS 211-067-2
Show more names
1,6-Dibromhexan6-Dibromohexane1,6-dibromo-hexan1,6-DibromotexaneHexane,1,6-dibromo-1,6-Dibromohexane,98%
BRN 1236322AI3-11008Hexane, 1,6-dibromoNSC-73067L71Q7Y2304-01-00-00354 (Beilstein Handbook Reference)DTXCID2024452UNII-7L71Q7Y230
Database identifiers
- CAS
629-03-8- PubChem CID
- 12368
- DTXSID
DTXSID4044452- ChEMBL
CHEMBL3559826- UNII
- 7L71Q7Y230
- EC Number
- 211-067-2
- Nikkaji
- J68.586K
Properties
Computed structural properties
- XLogP
- 3.2
- Topological polar surface area
- 0 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 0
- Rotatable bonds
- 5
- Heavy atoms
- 8
- Formal charge
- 0
- Complexity
- 31.5
Experimental & physicochemical properties
Chemical ClassesOther Classes -> Halogenated Aliphatics, Saturated
SpringerMaterials PropertiesDensity
Density1.6025 @25 °C
Boiling Point245.5 °C @760 [mm Hg]
Melting Point-1.2 °C
Physical Description
Liquid
Clear brown liquid; [Sigma-Aldrich MSDS]
Physicochemical properties
- Melting point
- -2 · -2-2.5 °C (lit.)
- Boiling point
- 243 °C · 243 °C (lit.)
- Density
- 1.586 g/mL · 1.586 g/mL at 25 °C (lit.)
- vapor pressure
- 1 hPa · <1 hPa (20 °C)
- refractive index
- 20 · n20/D 1.507(lit.)
- Flash point
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 40.9% (52 of 127) of reports.
Danger
H300 (39.4%): Fatal if swallowed [Danger Acute toxicity, oral]
P261, P264, P270, P272, P273, P280, P301+P316, P301+P317, P302+P352, P321, P330, P333+P317, P362+P364, P391, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 127 reports by companies from 12 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory Information
Chemical: Hexane, 1,6-dibromo-
Hexane, 1,6-dibromo- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Hexane, 1,6-dibromo- 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: 1,6-dibromohexane (EC: 211-067-2)
1,6-Dibromohexane: Does not have an individual approval but may be used under an appropriate group standard
Hazards Summary
A mild skin and eye irritant; Intraperitoneal LD50 (mouse) = 270 mg/kg; [RTECS] May cause skin sensitization; Harmful by ingestion; [ECHA REACH Registrations] A mild skin irritant; May cause skin sensitization; Highly toxic by ingestion; [Sigma-Aldrich MSDS] Search for (629-03-8[EC/RN Number]) AND (dermatitis OR allergic OR sensitizer OR sensitization): no results; [PubMed] See 1,3-Dibromopropane, 1,4-Dibromobutane, 1,5-Dibromopentane, and 1,8-Dibromooctane.
Hazard Classes and CategoriesAcute Tox. 2 (39.4%)
Safety & protection
Chemistry & industry
Uses & manufacturing
UsesUsed to make fine chemicals; [ECHA REACH Registrations]
U.S. Production2023: 75,000 - <500,000 lb
Industry UsesProcessing aids not otherwise specified
General Manufacturing Information
All Other Basic Organic Chemical Manufacturing
Hexane, 1,6-dibromo-: ACTIVE
Applications
Uses1,6-Dibromohexane is used as a reagent in the synthesis of novel benzo[b]xanthone derivatives which have a potential antitumor activity. It is also used as a cross-linker for the cross-linking of glycuronans.
Uses1,6-Dibromohexane is generally used to introduce C6 spacer in the molecular architecture. Some of the examples are:Synthesis of solvent processable and conductive polyfluorene ionomers for alkaline fuel cell applications.Synthesis of cross-linkable regioregular poly(3-(5-hexenyl)thiophene) (P3HNT) for stabilizing the film morphology in polymer photovoltaic cells.Synthesis of pyrrolo-tetrathiafulvalene molecular bridge (6PTTF6) to study redox switching behavior of single molecules.Synthesis of water-soluble thermoresponsive polylactides.
Preparation methods
Preparation1,6-Dibromohexane is synthesized from hexanediol by bromination.
Upstream & downstream products
Upstream raw materials
Related reactions
540 records
Compound notes
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