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B73104

1-Bromonaphthalene

97%

Synonym(s):

1-Naphthyl bromide

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5 g

Available to ship TODAYfromMILWAUKEE

$57.20
100 g

Available to ship TODAYfromMILWAUKEE

$87.40
500 g

Available to ship TODAYfromMILWAUKEE

$165.00

About This Item

Empirical Formula (Hill Notation):
C10H7Br
CAS Number:
Molecular Weight:
207.07
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
201-965-2
Beilstein/REAXYS Number:
1906414
MDL number:
Assay:
97%
Form:
liquid

$57.20


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Quality Segment

assay

97%

form

liquid

refractive index

n20/D 1.6570 (lit.)

bp

133-134 °C/10 mmHg (lit.)

mp

−2-−1 °C (lit.)

density

1.48 g/mL at 20 °C (lit.)

functional group

bromo

SMILES string

Brc1cccc2ccccc12

InChI

1S/C10H7Br/c11-10-7-3-5-8-4-1-2-6-9(8)10/h1-7H

InChI key

DLKQHBOKULLWDQ-UHFFFAOYSA-N

General description

1-Bromonaphthalene serves as an intermediate for the synthesis of biaryl compounds via cross-coupling reactions.

Application

1-Bromonaphthalene is a bromoarene that can be used in:
  • Palladium-catalyzed Suzuki–Miyaura coupling reaction with potassium aryltrifluoroborates without the use of phase-transfer catalysts or phosphine ligands.
  • The preparation of indeno annelated polycyclic aromatic hydrocarbons by reacting with o-bromobenzeneboronic acid and oligocyclic bromoarenes via Suzuki-Heck type coupling.
  • Ni catalyzed Kumada–Tamao–Corriu cross-coupling reaction with PhMgBr.
  • The preparation of arylnaphthalenes via palladium-catalyzed Suzuki-Miyaura cross-coupling reaction with aryl boronic acid.



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Warning

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Eye Irrit. 2

Storage Class

10 - Combustible liquids

flash_point_f

230.0 °F - closed cup

flash_point_c

110 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter



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Questions

1–3 of 3 Questions  
  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/418/501/product-dating-information-06-25-mk.pdf

      Helpful?

  2. Good morning. I need to know if 1-bromonaphtalene is certified reference material and if it comes with this certificate.

    1 answer
    1. This product is not a certified reference material. This is a standard research grade chemical. A lot-specific Certificate of Analysis is available. Please see the link below to review a sample Certificate:
      https://www.sigmaaldrich.com/product/aldrich/b73104#product-documentation

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  3. 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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