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343870

Sigma-Aldrich

1-Bromo-3-(trifluoromethoxy)benzene

99%

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$11.90

About This Item

Linear Formula:
BrC6H4OCF3
CAS Number:
2252-44-0
Molecular Weight:
241.01
MDL number:
MFCD00040943
UNSPSC Code:
12352100
PubChem Substance ID:
24861214
NACRES:
NA.22

$11.90

List price$23.80Save 50%
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Available to ship onApril 08, 2025Details

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assay

99%

form

liquid

refractive index

n20/D 1.462 (lit.)

density

1.62 g/mL at 25 °C (lit.)

functional group

bromo
fluoro

SMILES string

FC(F)(F)Oc1cccc(Br)c1

InChI

1S/C7H4BrF3O/c8-5-2-1-3-6(4-5)12-7(9,10)11/h1-4H

InChI key

WVUDHWBCPSXAFN-UHFFFAOYSA-N

Related Categories

General description

1-Bromo-3-(trifluoromethoxy)benzene undergoes Diels-Alder reaction with lithium diisopropylamide (LDA) in THF and furan, to yield the corresponding 1,4-dihydro-1,4-epoxy-5- or 6-(trifluoromethoxy)naphthalenes.[1]

Application

1-Bromo-3-(trifluoromethoxy)benzene may be used in the preparation of 1,2-dehydro-3-(trifluoromethoxy)benzene.[2] It may be used in the synthesis of new electronically deficient atropisomeric diphosphine ligand (S)-CF3O-BiPhep [2,2′-bis(diphenylphosphino)-6,6′-ditrifluoromethoxy-1,1′-biphenyl].[3]

accessory

Product No.
Description
Pricing

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

145.4 °F - closed cup

flash_point_c

63 °C - closed cup

ppe

Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)

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Certificates of Analysis (COA)

Lot/Batch Number
MKBC1371
01104BW
00602TC
19222KG
08817EI

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The use of arynes in organic synthesis.
Pellissier H and Santelli M.
Tetrahedron, 59(6), 701-730 (2003)
1, 2-Didehydro-3-and-4-(trifluoromethoxy) benzene: The ?Aryne? Route to 1-and 2-(Trifluoromethoxy) naphthalenes.
Schlosser M and Castagnetti E.
European Journal of Organic Chemistry, 21, 3991-3997 (2001)
A new electronically deficient atropisomeric diphosphine ligand (S)-CF3O-BiPhep and its application in asymmetric hydrogenation.
Zhang D-Y, et al.
Tetrahedron Letters, 53(20), 2556-2559 (2012)

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