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194395

Sigma-Aldrich

1,3-Dibromobenzene

97%

Synonym(s):

1-Bromo-3-bromobenzene, m-Dibromobenzene

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About This Item

Empirical Formula (Hill Notation):
C6H4Br2
CAS Number:
108-36-1
Molecular Weight:
235.90
Beilstein:
1904538
EC Number:
203-574-2
MDL number:
MFCD00000078
UNSPSC Code:
12352100
PubChem Substance ID:
24851649
NACRES:
NA.22
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vapor density

8.16 (vs air)

vapor pressure

5 mmHg ( 66 °C)

Assay

97%

form

liquid

refractive index

n20/D 1.608 (lit.)

bp

218-219 °C (lit.)

mp

−7 °C (lit.)

density

1.952 g/mL at 25 °C (lit.)

functional group

bromo

SMILES string

Brc1cccc(Br)c1

InChI

1S/C6H4Br2/c7-5-2-1-3-6(8)4-5/h1-4H

InChI key

JSRLURSZEMLAFO-UHFFFAOYSA-N

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General description

1,3-Dibromobenzene undergoes solid-supported [KF-Al2O3] palladium-catalyzed polyarylation reaction with phenyl boronic acid under microwave irradiation to yield conjugated polyaryls[1].

Application

1,3-Dibromobenzene was used in the synthesis of [n]metacyclophanes via Suzuki coupling reaction[2].

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK

WGK 2

Flash Point(F)

200.1 °F - closed cup

Flash Point(C)

93.4 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCS5469
MKCP7494
MKCM9956
MKCM4165
MKCL4576

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Microwave-assisted Suzuki coupling on a KF-alumina surface: synthesis of polyaryls. Microwave-assisted Suzuki coupling on a KF-alumina surface: synthesis of polyaryls.
Basu B, et al.
Tetrahedron Letters, 44(19), 3817-3820 (2003)
Beverly B Smith et al.
The Journal of organic chemistry, 67(15), 5333-5337 (2002-07-20)
Reaction of the bis-9-BBN adduct of several dienes with 1,3-dibromobenzene via Suzuki coupling leads to a series of [n]metacyclophanes ranging in size from 10 to 17 atom members. In each case, two carbon-carbon bonds are formed in one reaction vessel.
J A Szymańska
Archives of toxicology, 71(1-2), 99-106 (1996-01-01)
Rats were used to study acute and subacute hepatotoxicity of 1,3-dibromobenzene (1,3-dBB). In the single-exposure experiment, maximum hepatic 1,3-dBB concentrations were found to occur 1 to 12 h after the exposure, depending on the dose. Maximum concentrations of covalently bound
A Sapota et al.
Chemosphere, 39(13), 2229-2238 (1999-11-27)
The distribution, excretion and metabolism of 1,3-dibromobenzene following a single i.p. administration to rats 100 or 300 mg/kg was investigated using radiotracer [3H] and GC-MS technique. After 72 hours about 74 to 90% were excreted in urine. The highest radioactivity
J A Szymańska et al.
Journal of applied toxicology : JAT, 16(1), 35-41 (1996-01-01)
Various doses of dibromobenzene isomers (1,2-dBB, 1,3-dBB, 1,4-dBB) were administered (i.p.) to BALB mice. The levels of reduced glutathione (GSH) and malondialdehyde (MDA) in the liver, and glutamate-pyruvate transaminase (GPT) (EC.2.6.1.2) gamma-glutamyltransferase (gamma-GT) (EC.2.3.2.2) and triglycerides (TG) in the serum
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Questions

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  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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