1-Bromo-8-chloronaphthalene

Name: 1-Bromo-8-chloronaphthalene
Brand: ChemScene
Availability: InStock
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CAS No. 20816-79-9
Cat. No. CS-0099973
Purity≥96%
MDL No.None

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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Structure of 20816-79-9

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General Information

CAS No. 20816-79-9
Cat. No. CS-0099973
Purity ≥96%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₆BrCl
Molecular Weight 241.51
Synonym(s) 1-Brom-8-chlornaphthalin
SMILES BrC1=C2C(C=CC=C2Cl)=CC=C1

Description

1-Bromo-8-chloronaphthalene features a naphthalene core with bromine at position 1 and chlorine at position 8, creating a sterically accessible, electron-deficient aromatic scaffold. This dual-heteroatom substitution enables efficient cross-coupling reactions under palladium catalysis, delivering functionalized biaryls with high regiocontrol. The compound exhibits bench-stable handling characteristics and compatibility with standard reaction conditions in synthetic organic chemistry workflows.

Application

1-Bromo-8-chloronaphthalene serves as a versatile building block in cross-coupling reactions, enabling efficient construction of biaryl and polycyclic architectures. The bromo group facilitates palladium-catalyzed coupling with broad functional group tolerance, while the ortho-chloro substituent enhances regioselectivity in electrophilic substitution and provides a handle for further derivatization. Its bench-stable crystalline form simplifies handling and purification in synthetic workflows.

Synthesis

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- 7647-01-0
- In-stock
  
  145-74-4
- 7726-95-6
- ~%
- In-stock
  
  20816-79-9
References
- I.G.Farbenind Patent: DE516671 , 1928 ; Fortschr. Teerfarbenfabr. Verw. Industriezweige, vol. 17, p. 670

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H315-H319
Precautionary Statements : P264-P280-P284-P302+P352

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Computational Chemistry Data

TPSA 0
LogP 4.2557
H_Acceptors 0
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Chloride

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Naphthalene compounds

Drug Discovery Cancer KRAS

Key Words

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1-Bromo-8-chloronaphthalene

CAS No. 20816-79-9

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