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Sigma-Aldrich

1,3-Dibromopropane

ReagentPlus®, 99%

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Synonym(s):
Trimethylene dibromide
Linear Formula:
Br(CH2)3Br
CAS Number:
109-64-8
Molecular Weight:
201.89
Beilstein/REAXYS Number:
635662
EC Number:
203-690-3
MDL number:
MFCD00000255
UNSPSC Code:
12352100
PubChem Substance ID:
24847685
NACRES:
NA.21

vapor density

7 (vs air)

Quality Level

100

product line

ReagentPlus®

assay

99%

form

liquid

refractive index

n20/D 1.524 (lit.)

bp

167 °C (lit.)

mp

−34 °C (lit.)

density

1.989 g/mL at 25 °C (lit.)

SMILES string

BrCCCBr

InChI

1S/C3H6Br2/c4-2-1-3-5/h1-3H2

InChI key

VEFLKXRACNJHOV-UHFFFAOYSA-N

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General description

1,3-Dibromopropane is a dihalogenated propane. It undergoes reduction catalyzed by electrogenerated solution-phase nickel(I) salen and nickel(I) salen confined in a polymer film on the surface of a carbon electrode to afford cyclopropane and propylene, respectively.

Application

1,3-Dibromopropane may be used in the preparation of chiral geminal dicationic ionic liquid and 1,3-bis(1-7′-chloro-4-quinolyl-4- piperazinyl)propane.3

Legal Information

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

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Warning

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Chronic 2 - Flam. Liq. 3 - Skin Irrit. 2

wgk_germany

WGK 2

flash_point_f

129.2 °F

flash_point_c

54 °C

ppe

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

Certificates of Analysis (COA)

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Synthesis of Chiral Geminal Dicationic Ionic Liquid from Amino Acids.
Yin A, et al.
Asian Journal of Chemistry, 25(12), 6721-6721 (2013)
Catalytic reduction of α,ω-dihaloalkanes with nickel (I) salen as a homogeneous-phase and polymer-bound mediator.
Dahm CE and Peters DG.
Journal of Electroanalytical Chemistry, 406(1), 119-129 (1996)
Rasmus Y Brogaard et al.
The journal of physical chemistry. A, 112(42), 10481-10486 (2008-09-30)
We have conducted wave packet simulations of excited-state dynamics of 1,3-dibromopropane (DBP) with the aim of reproducing the experimental results of the gas-phase pump-probe experiment by Kotting et al. [ Kotting, C. ; Diau, E. W.-G. ; Sølling, T. I.
A R Jones et al.
Xenobiotica; the fate of foreign compounds in biological systems, 11(8), 541-546 (1981-08-01)
1. The metabolism of 1,3-dibromopropane had been investigated in the rat. Two conjugated metabolites have been isolated from the urine and identified as S-(3-hydroxypropyl)cysteine and N-acetyl-S-(3-hydroxypropyl)cysteine. 2. An oxidation product, identified as beta-bromolactic acid, has been isolated as a urinary
Matthew S Nalewanski et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 61(7), 1547-1557 (2005-04-12)
The infrared and Raman spectrum of 1,3-dibromopropane is reported in the crystalline, liquid and gaseous states. These measurements are compared to the results of ab initio calculations carried out using the 6-31+g* Gaussian basis set for a restricted Hartree-Fock computation.
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