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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:
1745664
EC Number:
218-185-3
MDL number:
MFCD00004414
UNSPSC Code:
12352100
PubChem Substance ID:
24849734
NACRES:
NA.22

Assay

97%

form

solid

mp

38-40 °C (lit.)

solubility

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

functional group

bromo

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

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

11 - Combustible Solids

WGK

WGK 3

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

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Certificates of Analysis (COA)

Lot/Batch Number
0000319322
0000319323
0000309818
0000291217
0000319322

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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
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
Avni Berisha et al.
Langmuir : the ACS journal of surfaces and colloids, 34(38), 11264-11271 (2018-09-04)
The surface of gold can be modified with alkyl groups through a radical crossover reaction involving alkyliodides or bromides in the presence of a sterically hindered diazonium salt. In this paper, we characterize the Au-C(alkyl) bond by surface-enhanced Raman spectroscopy
Functionalization of potassium graphite.
Soma Chakraborty et al.
Angewandte Chemie (International ed. in English), 46(24), 4486-4488 (2007-05-05)
Na Peng et al.
Acta biomaterialia, 105, 223-238 (2020-01-12)
Targeting delivery of photosensitizers to mitochondria as the most sensitive cellular organelles to reactive oxygen species (ROS) by positively charged polymeric nanocarriers (NCs) is one of the useful methods for efficient photodynamic therapy (PDT). However, the NCs with positively charged
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