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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)

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Enantioselective phase-transfer catalyzed alkylation of 1-methyl-7-methoxy-2-tetralone: an effective route to dezocine
Li R, et al.
Beilstein Journal of Organic Chemistry, 14(1), 1421-1427 (2018)
Journal of Organometallic Chemistry, 466, 5-5 (1994)
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