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186481

Sigma-Aldrich

6-Bromo-1-hexanol

97%

Synonym(s):

Hexamethylene bromohydrin

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About This Item

Linear Formula:
Br(CH2)6OH
CAS Number:
4286-55-9
Molecular Weight:
181.07
Beilstein:
1732415
MDL number:
MFCD00002983
UNSPSC Code:
12352200
PubChem Substance ID:
24851223
NACRES:
NA.22

Assay

97%

form

liquid

reaction suitability

reagent type: cross-linking reagent

refractive index

n20/D 1.482 (lit.)

bp

105-106 °C/5 mmHg (lit.)

density

1.384 g/mL at 25 °C (lit.)

functional group

bromo
hydroxyl

storage temp.

2-8°C

SMILES string

BrCCCCCCO

InChI

1S/C6H13BrO/c7-5-3-1-2-4-6-8/h8H,1-6H2

InChI key

FCMCSZXRVWDVAW-UHFFFAOYSA-N

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General description

6-Bromo-1-hexanol, also known as hexamethylene bromohydrin is a cross-linking reagent that is commonly used in organic and polymeric synthesis.

Application

6-Bromo-1-hexanol is used as a cross linker to synthesize cyclic, branched, and bicyclic oligonucleotides by click chemistry. It is also utilized to synthesize gel polymer electrolytes, and polymerizable ionic liquids (PILs) such as 1-[(6-methacryloyloxy)hexyl]3-methylimidazolium bromide.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

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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New strategies for cyclization and bicyclization of oligonucleotides by click chemistry assisted by microwaves
J Lietard
The Journal of Organic Chemistry, 73, 191-200 (2008)
Synthesis of Polymerizable Ionic Liquid Monomer and Its Characterization
J Sardar
IOP Conference Series: Materials Science and Engineering, 111, 012021-012021 (2016)
Cycling performance of lithium polymer cells assembled by in situ polymerization of a non-flammable ionic liquid monomer
YS Lee
Electrochimica Acta, 106, 460-464 (2013)
Zrinka Rajic et al.
Journal of inorganic biochemistry, 169, 50-60 (2017-01-29)
We disclose here the studies that preceded and guided the preparation of the metal-based, redox-active therapeutic Mn(III) meso-tetrakis(N-n-butoxyethylpyridyl)porphyrin, MnTnBuOE-2-PyP
Eike T Röchow et al.
Polymers, 12(8) (2020-08-06)
Solid polymer electrolytes for bipolar lithium ion batteries requiring electrochemical stability of 4.5 V vs. Li/Li+ are presented. Thus, imidazolium-containing poly(ionic liquid) (PIL) networks were prepared by crosslinking UV-photopolymerization in an in situ approach (i.e., to allow preparation directly on

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