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128007

Sigma-Aldrich

1,5-Dibromopentane

97%

Synonym(s):

Pentamethylene dibromide

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About This Item

Linear Formula:
Br(CH2)5Br
CAS Number:
111-24-0
Molecular Weight:
229.94
Beilstein:
1209245
EC Number:
203-849-7
MDL number:
MFCD00000268
UNSPSC Code:
12352100
PubChem Substance ID:
24847812
NACRES:
NA.22

vapor density

8 (vs air)

Assay

97%

form

liquid

refractive index

n20/D 1.512 (lit.)

bp

110 °C/15 mmHg (lit.)

mp

−34 °C (lit.)

density

1.688 g/mL at 25 °C (lit.)

SMILES string

BrCCCCCBr

InChI

1S/C5H10Br2/c6-4-2-1-3-5-7/h1-5H2

InChI key

IBODDUNKEPPBKW-UHFFFAOYSA-N

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General description

1,5-Dibromopentane is a growth supplement for Yarrowia lipolytica 3589, a tropical marine yeast.

Application

1,5-Dibromopentane can be used to prepare:
  • Derivatives of 5-pyrazolones.
  • O-alkylated phloroglucinol derivatives, which forms the core of poly(alkyl aryl ether) dendrimers.
  • Intermediate for dezocine viz, (R)-(+)-1-(5-bromopentyl)-1-methyl-7-methoxy-2-tetralone using 1-methyl-7-methoxy-2-tetralone.

1,5-Dibromopentane was used in the preparartion of 1,5-di-Grignard reagent. It was also used in the synthesis of novel spirocyclic pyrrolidones.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

174.2 °F - closed cup

Flash Point(C)

79 °C - closed cup

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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Zhengxin Cai et al.
Nuclear medicine and biology, 43(1), 108-115 (2015-11-26)
Imaging fatty acid uptake and utilization has broad impact in investigating myocardial diseases, hepatic functions, tumor progression, and the metabolic state of adipose tissue. The SPECT tracer (123)I-15-(p-iodophenyl)-3-(R,S)-methylpentadecanoic acid (BMIPP) is a clinically used nuclear medicine tracer to image myocardial
Ashraf Khan et al.
Journal of chromatographic science, 59(2), 112-119 (2020-12-09)
A new, simple and stability-indicating gas chromatography-flame ionization detection (GC-FID) method was developed and validated for the quantitative determination of busulfan and its organic impurities (OI) in drug substance without derivatization. The chromatographic attributes were achieved on a fused silica
Journal of Organometallic Chemistry, 466, 5-5 (1994)
Aakanksha Vatsal et al.
Yeast (Chichester, England), 28(10), 721-732 (2011-09-10)
Yarrowia lipolytica 3589, a tropical marine yeast, grew aerobically on a broad range of bromoalkanes varying in carbon chain length and differing in degree and position of bromide group. Amongst the bromoalkanes studied, viz. 2-bromopropane (2-BP), 1-bromobutane (1-BB), 1,5-dibromopentane (1,5-DBP)
Synthesis of poly (alkyl aryl ether) dendrimers
Nithyanandhan J and Jayaraman N
The Journal of Organic Chemistry, 67(17), 6282-6285 (2002)
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