5-Bromo-2-methylbenzene-1-sulfonyl chloride

Name: 5-Bromo-2-methylbenzene-1-sulfonyl chloride
Brand: ChemScene
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CAS No. 69321-56-8
Cat. No. CS-0153570
Purity≥95%
MDL No.MFCD06655596

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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+
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5-Bromo-2-methylbenzene-1-sulfonyl chloride|CS-0153570

Structure of 69321-56-8

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General Information

CAS No. 69321-56-8
Cat. No. CS-0153570
Purity ≥95%
MDL No. MFCD06655596
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₆BrClO₂S
Molecular Weight 269.54
Synonym(s) 5-Bromo-2-methylbenzenesulfonylchloride
SMILES CC1=C(C=C(C=C1)Br)S(=O)(=O)Cl

Description

5-Bromo-2-methylbenzene-1-sulfonyl chloride features a brominated aromatic ring paired with a sulfonyl chloride group, enabling direct functionalization in electrophilic substitution reactions. The methyl substituent enhances regioselectivity, while the sulfonyl chloride moiety offers high reactivity for amide and sulfonamide synthesis under mild conditions. This bench-stable intermediate supports efficient access to bioactive sulfonamide scaffolds.

Application

5-Bromo-2-methylbenzene-1-sulfonyl chloride serves as a versatile building block for sulfonamide synthesis, enabling efficient introduction of a brominated arylsulfonyl moiety. Its stability under standard bench conditions and compatibility with diverse nucleophiles facilitate straightforward functionalization in medicinal chemistry and agrochemical research. The ortho-methyl group enhances electronic modulation, while the reactive sulfonyl chloride functions efficiently in coupling reactions with amines and alcohols.

Synthesis

Route1
- 106-38-7
- ~80%
- In-stock
  
  69321-56-8
References
- Chen, Qiao-Hong; Rao, P. N. Praveen; Knaus, Edward E. Bioorganic and Medicinal Chemistry, 2005 , vol. 13, # 7 p. 2459 - 2468
Route2
- 56919-17-6
- ~%
- In-stock
  
  69321-56-8
References
- Justus Liebigs Annalen der Chemie, , vol. 169, p. 21

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS05
Signal Word : Danger	UN#: 3261
Class : 8	Packing Group : Ⅲ
Hazard Statements : H314-H318
Precautionary Statements : P260-P264-P280-P301+P330+P331-P303+P361+P353-P304+P340-P305+P351+P338-P363-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 34.14
LogP 2.68502
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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5-Bromo-2-methylbenzene-1-sulfonyl chloride

CAS No. 69321-56-8

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