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Sigma-Aldrich

Benzyl 3-bromopropyl ether

98%

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About This Item

Linear Formula:
C6H5CH2O(CH2)3Br
CAS Number:
54314-84-0
Molecular Weight:
229.11
MDL number:
MFCD00134570
UNSPSC Code:
12352100
PubChem Substance ID:
24863860
NACRES:
NA.22
Pricing and availability is not currently available.

Assay

98%

form

liquid

refractive index

n20/D 1.531 (lit.)

bp

130-132 °C/8 mmHg (lit.)

density

1.298 g/mL at 25 °C (lit.)

functional group

bromo
ether
phenyl

SMILES string

BrCCCOCc1ccccc1

InChI

1S/C10H13BrO/c11-7-4-8-12-9-10-5-2-1-3-6-10/h1-3,5-6H,4,7-9H2

InChI key

PSUXTZLDBVEZTD-UHFFFAOYSA-N

Related Categories

General description

Benzyl 3-bromopropyl ether is an ether.

Application

Benzyl 3-bromopropyl ether may be used in the following studies:
  • Preparation of (2S,3S)-1-[(triisopropylsilyl)oxy]-7-(benzyloxy)-2,3-(isopropylidenedioxy)-4(Z)-heptene.[1]
  • Preparation of 5-(3-Benzyloxypropoxy)psoralen (PAP-7).[2]
  • Total synthesis of zincophorin[3] and (+)-anatoxin-a.[4]

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000221723
BGBC2501V
1421559V
1421559

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Magali Defosseux et al.
The Journal of organic chemistry, 69(14), 4626-4647 (2004-07-03)
A total synthesis of the naturally occurring ionophore zincophorin has been realized. The route features an intramolecular oxymercuration of a cyclopropanemethanol and a Carroll-Claisen rearrangement for the respective elaboration of the C1-C12 and C13-C25 subunits, which have been assembled by
Synthesis of natural and modified trapoxins, useful reagents for exploring histone deacetylase function.
Taunton J, et al.
Journal of the American Chemical Society, 118(43), 10412-10422 (1996)
Tetrahedron Letters, 45, 4397-4399 (2004)
Alexander Schmitz et al.
Molecular pharmacology, 68(5), 1254-1270 (2005-08-16)
The lymphocyte K+ channel Kv1.3 constitutes an attractive pharmacological target for the selective suppression of terminally differentiated effector memory T (TEM) cells in T cell-mediated autoimmune diseases, such as multiple sclerosis and type 1 diabetes. Unfortunately, none of the existing

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