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125903

Sigma-Aldrich

1,3-Dibromopropane

ReagentPlus®, 99%

Synonym(s):

Trimethylene dibromide

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About This Item

Linear Formula:
Br(CH2)3Br
CAS Number:
Molecular Weight:
201.89
Beilstein:
635662
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.21

vapor density

7 (vs air)

Quality Level

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

Signal Word

Warning

Hazard Statements

Hazard Classifications

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

Storage Class Code

3 - Flammable liquids

WGK

WGK 2

Flash Point(F)

129.2 °F - closed cup

Flash Point(C)

54 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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)
Synthesis of Chiral Geminal Dicationic Ionic Liquid from Amino Acids.
Yin A, et al.
Asian Journal of Chemistry, 25(12), 6721-6721 (2013)
S P James et al.
Toxicology letters, 8(1-2), 7-15 (1981-04-01)
Oral administration of 1,3-dibromopropane (2 mmol/kg) to rats resulted in a marked decrease in the level of hepatic glutathione (GSH). Sulphur-containing [14C]-metabolites were excreted in the bile of rats dose with 1,3-bromo[14C]propane and were subjected to enterohepatic cycling. After an
A Witkowski et al.
The Journal of biological chemistry, 267(26), 18488-18492 (1992-09-15)
Thioesterase II is a 29-kDa monomer which, in certain specialized tissues, acts as a chain terminator in fatty acid synthesis by hydrolyzing medium-chain fatty acids from the fatty acid synthase. As with serine proteases, hydrolysis appears to involve acylation of
E E Badr et al.
Journal of oleo science, 59(12), 647-652 (2010-11-26)
A fatty hydrazide based cationic gemini surfactants, 1,3-bis (N'-acyl-N,N-dimethylhydrazinium) propane dibromide which possess hydrolyzable amido moieties in the lipophilic portions, were prepared by reacting 1,3-bromopropane with N,N-dimethyl fatty hydrazide. The surface properties were explained and discussed based on the effect

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