Merck
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B62404

Sigma-Aldrich

1-Bromo-3-chloropropane

99%

Synonym(s):
Trimethylene chlorobromide, I-BCP, Trimethylene bromochloride
Linear Formula:
Cl(CH2)3Br
CAS Number:
Molecular Weight:
157.44
Beilstein:
605278
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

assay

99%

form

liquid

refractive index

n20/D 1.486 (lit.)

bp

144-145 °C (lit.)

density

1.592 g/mL at 25 °C (lit.)

SMILES string

ClCCCBr

InChI

1S/C3H6BrCl/c4-2-1-3-5/h1-3H2

InChI key

MFESCIUQSIBMSM-UHFFFAOYSA-N

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Application

1-Bromo-3-chloropropane is generally used as C3 linker/spacer in a wide range of molecules including medicinally important compounds. Some of the examples are:
  • Synthesis of polymer nanoparticles (NPs) to deliver doxorubicin, camptothecin, and cisplatin.
  • Synthesis of antiprion active acridine derivatives for prion infection.
  • Total synthesis of aspidospermine, aspidospermidine, and quebrachamine and (±)-crispine A.

Packaging

250 g in glass bottle
1 kg in glass bottle

Pictograms

Skull and crossbonesHealth hazard

Signal Word

Danger

Hazard Classifications

Acute Tox. 3 Inhalation - Acute Tox. 4 Oral - Aquatic Chronic 3 - Carc. 1B - Muta. 2 - Repr. 1A - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

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

WGK

WGK 2

Flash Point(F)

284.0 °F

Flash Point(C)

> 140 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificate of Analysis

Enter Lot Number to search for Certificate of Analysis (COA).

Certificate of Origin

Enter Lot Number to search for Certificate of Origin (COO).

Discovery of novel and potent thiazoloquinazolines as selective Aurora A and B kinase inhibitors.
Jung, Frederic H et al.
Journal of Medicinal Chemistry, 49(3), 955-970 (2006)
Cascade condensation, cyclization, intermolecular dipolar cycloaddition by multi-component coupling and application to a synthesis of (?)-crispine A.
Coldham, Iain et al.
Organic & Biomolecular Chemistry, 7(8), 1674-1679 (2009)
Design, synthesis, and evaluation of novel fluoroquinolone- aminoglycoside hybrid antibiotics.
Pokrovskaya, Varvara et al.
Journal of Medicinal Chemistry, 52(8), 2243-2254 (2009)
A chimeric ligand approach leading to potent antiprion active acridine derivatives: design, synthesis, and biological investigations.
Dollinger, Silke et al.
Journal of Medicinal Chemistry, 49(22), 6591-6595 (2006)
Highly efficient synthesis of tricyclic amines by a cyclization/cycloaddition cascade: total syntheses of aspidospermine, aspidospermidine, and quebrachamine.
Coldham, Iain et al.
Angewandte Chemie (International Edition in English), 46(32), 6159-6162 (2007)

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