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D41007

Sigma-Aldrich

1,6-Dibromohexane

96%

Synonym(s):

Hexamethylene dibromide

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About This Item

Linear Formula:
Br(CH2)6Br
CAS Number:
629-03-8
Molecular Weight:
243.97
Beilstein:
1236322
EC Number:
211-067-2
MDL number:
MFCD00000272
UNSPSC Code:
12352100
PubChem Substance ID:
24893815
NACRES:
NA.22

Assay

96%

form

liquid

refractive index

n20/D 1.507 (lit.)

bp

243 °C (lit.)

mp

−2-2.5 °C (lit.)

density

1.586 g/mL at 25 °C (lit.)

SMILES string

BrCCCCCCBr

InChI

1S/C6H12Br2/c7-5-3-1-2-4-6-8/h1-6H2

InChI key

SGRHVVLXEBNBDV-UHFFFAOYSA-N

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General description

1,6-Dibromohexane is classified as an alkyl halide compound and is useful as a versatile building block in the synthesis of diverse organic compounds.

Application

1,6-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.

Pictograms

Exclamation markEnvironment
GHS07,GHS09

Signal Word

Warning

Hazard Statements

H302,H317,H411

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Chronic 2 - Skin Sens. 1

Storage Class Code

10 - Combustible liquids

WGK

WGK 2

Flash Point(F)

>230.0 °F - closed cup

Flash Point(C)

> 110 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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A soluble and conductive polyfluorene ionomer with pendant imidazolium groups for alkaline fuel cell applications.
Lin B, et al.
Macromolecules, 44(24), 9642-9649 (2011)
Water-soluble thermoresponsive polylactides.
Jiang X, et al.
Macromolecules, 41(2), 318-324 (2008)
Nurudeen A Odewunmi et al.
ACS omega, 5(42), 27057-27071 (2020-11-03)
N 1,N 1-diallyl-N 6,N 6,N 6-tripropylhexane-1,6-diaminium chloride (NDTHDC) and its polymer poly(N 1,N 1-diallyl-N 6,N 6,N 6-tripropylhexane-1,6-diaminium chloride) (poly-NDTHDC) were synthesized and tested against API X60 carbon steel corrosion in 15 wt % HCl solution. Weight loss, electrochemical, and surface
Structure? Property Relationships in Redox-Gated Single Molecule Junctions? A Comparison of Pyrrolo-Tetrathiafulvalene and Viologen Redox Groups.
Leary E, et al.
Journal of the American Chemical Society, 130(37), 12204-12205 (2008)
Gözde Murat Saltan et al.
Journal of fluorescence, 27(6), 1975-1984 (2017-07-09)
The riboflavin dye 2,3,4,5-tetra-O-acetyl-1-[3-(6-bromohexyl)-7,8-dimethyl-2,4-dioxo-3,4-dihydrobenzo[g]pteridin-10(2H)-yl]-1-deoxypentitol and its pyridinium salt were synthesized, and studied by absorption and fluorescence spectroscopy in solutions and on thin film states. The first absorption band of riboflavin-pyridinium salt derivative is red-shifted by 10 nm compared to neutral one
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