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B62404

Sigma-Aldrich

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:
109-70-6
Molecular Weight:
157.44
Beilstein:
605278
EC Number:
203-697-1
MDL number:
MFCD00000998
UNSPSC Code:
12352100
PubChem Substance ID:
24891900
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.

Pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

Signal Word

Danger

Hazard Statements

H302,H331,H335,H341,H412

Hazard Classifications

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

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

PDSCL

Deleterious substance

ISHL Indicated Name

Substances Subject to be Indicated Names

ISHL Notified Names

Substances Subject to be Notified Names

JAN Code

B62404-250G:4548173288871
B62404-1KG:4548173288864
B62404-25G:4548173288888
B62404-VAR:
B62404-BULK:

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
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)
Design, synthesis, and evaluation of novel fluoroquinolone- aminoglycoside hybrid antibiotics.
Pokrovskaya, Varvara et al.
Journal of Medicinal Chemistry, 52(8), 2243-2254 (2009)
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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