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B83207

Sigma-Aldrich

5-Bromovaleronitrile

98%

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About This Item

Fórmula lineal:
Br(CH2)4CN
Número de CAS:
5414-21-1
Peso molecular:
162.03
Beilstein/REAXYS Number:
1742080
EC Number:
226-505-8
MDL number:
MFCD00001976
UNSPSC Code:
12352100
PubChem Substance ID:
24891939
NACRES:
NA.22

Quality Level

100

assay

98%

form

liquid

refractive index

n20/D 1.478 (lit.)

density

1.388 g/mL at 25 °C (lit.)

SMILES string

BrCCCCC#N

InChI

1S/C5H8BrN/c6-4-2-1-3-5-7/h1-4H2

InChI key

NWWWGAKVHCSAEU-UHFFFAOYSA-N

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Application

5-Bromovaleronitrile can be used as a reactant to prepare:
  • A key intermediate benzyl(methyl)amino)pentanenitrile, which is used in the synthesis of N-methylcadaverine.
  • 1-cyanobutyl-3-alkylbenzimidazolium bromide salt by reacting with various N-alkylbenzimidazoles.
  • Tridecanenitrile by Ni-catalyzed cross-coupling reaction with dioctylzinc in the presence of tetraene and MgBr2.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk_germany

WGK 3

flash_point_f

230.0 °F - closed cup

flash_point_c

110 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

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Certificados de análisis (COA)

Lot/Batch Number
MKCW6989
MKCM7001
MKCM2415
MKCM1205
MKCL3225

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Kayla N Anderson et al.
Molecules (Basel, Switzerland), 23(5) (2018-05-23)
Alkaloids compose a large class of natural products, and mono-methylated polyamines are a common intermediate in their biosynthesis. In order to evaluate the role of selectively methylated natural products, synthetic strategies are needed to prepare them. Here, N-methylcadaverine is prepared
Nitrile functionalized silver (I) N-heterocyclic carbene complexes: DFT calculations and antitumor studies
Hussaini SY, et al.
Transition Metal Chemistry, 43(4), 301-312 (2018)
Michelle Muñoz-Osses et al.
Dalton transactions (Cambridge, England : 2003), 47(4), 1233-1242 (2018-01-05)
Substituted amino-piperazine derivatives were synthesized and used as precursors for the preparation of a series of new organometallic Re(i) imine complexes with the general formula [(η
Nickel-catalyzed cross-coupling reaction of alkyl halides with organozinc and Grignard reagents with 1,3,8,10-tetraenes as additives.
Jun Terao et al.
Angewandte Chemie (International ed. in English), 43(45), 6180-6182 (2004-11-19)
Franziska Kupke et al.
Scientific reports, 6, 37631-37631 (2016-11-25)
Isothiocyanates are the most intensively studied breakdown products of glucosinolates from Brassica plants and well recognized for their pleiotropic effects against cancer but also for their genotoxic potential. However, knowledge about the bioactivity of glucosinolate-borne nitriles in foods is very

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