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538523

Sigma-Aldrich

6-Bromo-1,4-benzodioxane

97%

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1 EA
$482.00

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About This Item

Empirical Formula (Hill Notation):
C8H7BrO2
CAS Number:
52287-51-1
Molecular Weight:
215.04
EC Number:
257-817-2
MDL number:
MFCD00040750
UNSPSC Code:
12352100
PubChem Substance ID:
24878339
NACRES:
NA.22

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Quality Level

100

Assay

97%

refractive index

n20/D 1.588 (lit.)

bp

259-260 °C (lit.)

density

1.598 g/mL at 25 °C (lit.)

functional group

bromo

SMILES string

Brc1ccc2OCCOc2c1

InChI

1S/C8H7BrO2/c9-6-1-2-7-8(5-6)11-4-3-10-7/h1-2,5H,3-4H2

InChI key

LFCURAJBHDNUNG-UHFFFAOYSA-N

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This Item
733296731560136913
3-Oxetanone

731536

3-Oxetanone

3-Hydroxyoxetane 95%

733296

3-Hydroxyoxetane

3-Iodooxetane 95%

731560

3-Iodooxetane

3-Octanone ≥98%

136913

3-Octanone

storage temp.

−20°C

storage temp.

-

storage temp.

2-8°C

storage temp.

-

density

1.124 g/mL at 25 °C

density

1.167 g/mL at 25 °C

density

2.090 g/mL at 25 °C

density

0.822 g/mL at 25 °C (lit.)

refractive index

n20/D 1.426

refractive index

n20/D 1.438

refractive index

n20/D 1.563

refractive index

n20/D 1.415 (lit.)

form

liquid

form

liquid

form

liquid

form

liquid

availability

not available in EU

availability

not available in Japan, EU

availability

not available in EU

availability

-

General description

6-Bromo-1,4-benzodioxane is an aryl halide. It can be synthesized from 1,4-benzodioxane, via bromination with bromine in acetic acid. It undergoes alkoxycarbonylation reaction with sodium tert-butoxide in the presence of CO to yield 2,3-dihydro-benzo[1,4]dioxine-6-carboxylic acid t-butyl ester.[1]

Application

6-Bromo-1,4-benzodioxane may be used as a starting reagent in the synthesis of chiral diphosphines (SYNPHOS and DIFLUORPHOS).[2]

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

230.0 °F - closed cup

Flash Point(C)

110 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves
  • Specification Sheet

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    Certificates of Analysis (COA)

    Lot/Batch Number
    MKBK1133V
    MKBG0984V
    MKBD3492
    00820BJ
    03729KD

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    Chiral biphenyl diphosphines for asymmetric catalysis: Stereoelectronic design and industrial perspectives.
    Jeulin, Severine, et al.
    Proceedings of the National Academy of Sciences of the USA, 101(16), 5799-5804 (2004)
    An Efficient Method for the Preparation of Tertiary Esters by Palladium-Catalyzed Alkoxycarbonylation of Aryl Bromides.
    Xin, Zhuo, et al.
    Organic Letters, 14(1), 284-287 (2011)

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