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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
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Quality Level

100

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. [1] [2] [3]

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

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Certificates of Analysis (COA)

Lot/Batch Number
MKCV8616
MKCP7826
MKCL8639
MKCJ3414
MKBW1986V

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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)
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)
Synthesis of Polymerizable Ionic Liquid Monomer and Its Characterization
J Sardar
IOP Conference Series: Materials Science and Engineering, 111, 012021-012021 (2016)
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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  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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