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558753

Sigma-Aldrich

1,4-Diacetoxy-2-bromobenzene

97%

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About This Item

Linear Formula:
(H3CCO2)2C6H3Br
CAS Number:
Molecular Weight:
273.08
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

97%

form

solid

mp

70-75 °C (lit.)

SMILES string

CC(=O)Oc1ccc(OC(C)=O)c(Br)c1

InChI

1S/C10H9BrO4/c1-6(12)14-8-3-4-10(9(11)5-8)15-7(2)13/h3-5H,1-2H3

InChI key

XRIFNWOHWJOCQG-UHFFFAOYSA-N

General description

1,4-Diacetoxy-2-bromobenzene can be prepared by reacting 1,4-benzoquinone with zinc bromide in the presence of acetic anhydride.

Application

1,4-Diacetoxy-2-bromobenzene may be used to synthesize bromohydroquinone and (Sp,S)-1-(2,5-diacetoxyphenyl)-2-(p-tolylsulfinyl)ferrocene.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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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Total synthesis of siccayne.
Pinault M, et al.
Synthesis, 10, 935-937 (1990)
Design, Synthesis, and Evaluation of Synthetic Mimics of Cell Surface Receptors, 212-212 (2007)
Highly Selective Negishi Cross-Coupling Reaction of a Zinc-Metallated Ferrocenyl p-Tolyl Sulfoxide: New Chiral Ferrocene-Based Quinone Ligands.
Cotton HK, et al.
European Journal of Organic Chemistry, 15, 2756-2763 (2003)

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