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382043

Sigma-Aldrich

Benzyl 3-bromopropyl ether

98%

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About This Item

Linear Formula:
C6H5CH2O(CH2)3Br
CAS Number:
Molecular Weight:
229.11
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

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.)

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

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.
  • Preparation of 5-(3-Benzyloxypropoxy)psoralen (PAP-7).
  • Total synthesis of zincophorin and (+)-anatoxin-a.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

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

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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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)
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
Tetrahedron Letters, 45, 4397-4399 (2004)
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

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