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Merck
CN

B62404

1-Bromo-3-chloropropane

99%

Synonym(s):

I-BCP, Trimethylene bromochloride, Trimethylene chlorobromide

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About This Item

Linear Formula:
Cl(CH2)3Br
CAS Number:
Molecular Weight:
157.44
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
203-697-1
Beilstein/REAXYS Number:
605278
MDL number:
Assay:
99%
Form:
liquid
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Quality Level

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

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.



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pictograms

Skull and crossbonesHealth hazard

signalword

Danger

Hazard Classifications

Acute Tox. 3 Inhalation - Acute Tox. 4 Oral - Aquatic Chronic 3 - Muta. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

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

wgk

WGK 2

ppe

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

Regulatory Information

危险化学品

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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)
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)
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)



Global Trade Item Number

SKUGTIN
B62404-250G04061833434550
B62404-1KG04061838352644