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158410

Sigma-Aldrich

5-Bromovaleric acid

97%

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About This Item

Linear Formula:
Br(CH2)4COOH
CAS Number:
2067-33-6
Molecular Weight:
181.03
Beilstein/REAXYS Number:
1745664
EC Number:
218-185-3
MDL number:
MFCD00004414
UNSPSC Code:
12352100
PubChem Substance ID:
24849734
NACRES:
NA.22

Quality Level

100

assay

97%

form

solid

mp

38-40 °C (lit.)

solubility

95% ethanol: soluble 50 mg/mL, clear, colorless to faintly yellow

SMILES string

OC(=O)CCCCBr

InChI

1S/C5H9BrO2/c6-4-2-1-3-5(7)8/h1-4H2,(H,7,8)

InChI key

WNXNUPJZWYOKMW-UHFFFAOYSA-N

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Application

5-Bromovaleric acid was used in the preparation of:
  • 5-(3-dimethylammonio)propylammonio pentanoate bromide via reaction with 1,1-dimethyl-1,3-propylenediamine
  • nanodiamond functionalized by carboxylic acid groups
  • water-soluble nanoplatelets of potassium graphite

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

230.0 °F - closed cup

flash_point_c

110 °C - closed cup

ppe

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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Oleksandr Kuznetsov et al.
Langmuir : the ACS journal of surfaces and colloids, 28(11), 5243-5248 (2012-03-01)
Reduction of the graphenic edges of annealed nanodiamond by sodium in liquid ammonia leads to a nanodiamond salt that reacts with either alkyl or aryl halides by electron transfer to yield radical anions that dissociate spontaneously into free radicals and
Functionalization of potassium graphite.
Soma Chakraborty et al.
Angewandte Chemie (International ed. in English), 46(24), 4486-4488 (2007-05-05)
Natashya Falcone et al.
Chembiochem : a European journal of chemical biology, 20(6), 838-845 (2018-12-01)
Nicotinamide and pyridine-containing conjugates have attracted a lot of attention in research as they have found use in a wide range of applications including as redox flow batteries and calcium channel blockers, in biocatalysis, and in metabolism. The interesting redox
Caixia Yue et al.
Theranostics, 6(13), 2352-2366 (2016-11-24)
Mitochondria in cancer cells maintain a more negative membrane potential than normal cells. Mitochondria are the primary source of cellular reactive oxygen species (ROS), which are necessary for photodynamic therapy. Thus, the strategy of targeting mitochondria can maximize the photodynamic
Iwona Kowałczyk
Acta chimica Slovenica, 61(1), 39-50 (2014-03-26)
3-(3-Dimethylammonio)propylammonio propanoate bromide (1), 4-(3-dimethylammonio)propylammonio butanoate bromide (2), and 5-(3-dimethylammonio)propylammonio pentanoate bromide (3) have been obtained in reaction of 1,1-dimethyl-1,3-propylenediamine with 3-bromopropionic acid, ethyl 4-bromobutyrate and 5-bromovaleric acid, respectively. The products have been characterized by FTIR, Raman and NMR spectroscopy.
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