2-Bromo-n-(tert-butyl)acetamide

Name: 2-Bromo-n-(tert-butyl)acetamide
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CAS No. 57120-58-8
Cat. No. CS-0154602
Molecule weight194.07
Purity≥98%
MDL No.MFCD04113978

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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2-Bromo-n-(tert-butyl)acetamide|CS-0154602

Structure of 57120-58-8

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General Information

CAS No. 57120-58-8
Cat. No. CS-0154602
Purity ≥98%
MDL No. MFCD04113978
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₁₂BrNO
Molecular Weight 194.07
Synonym(s) 2-Bromo-N-(2-methyl-2-propanyl)acetamide
SMILES CC(C)(NC(CBr)=O)C

Description

2-Bromo-N-(tert-butyl)acetamide features a bromine-substituted alkyl chain attached to a sterically shielded amide nitrogen, enabling selective functionalization in complex synthesis. The tert-butyl group imparts enhanced stability and reduced nucleophilicity, while the electrophilic bromide facilitates cross-coupling reactions under mild conditions. This reagent serves as a key building block for bioactive molecule construction.

Application

2-Bromo-N-(tert-butyl)acetamide serves as a versatile acylating agent and electrophilic bromide source in synthetic organic chemistry. Its tert-butyl group enhances bench stability and facilitates purification, while the bromoacetyl moiety enables efficient amide bond formation, nucleophilic substitution, and incorporation into heterocyclic scaffolds. Functions reliably in standard peptide coupling and conjugation workflows with broad functional group tolerance.

Safety Information

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GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

TPSA 29.1
LogP 1.296
H_Acceptors 1
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Fatty chain compounds

Key Words

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2-Bromo-n-(tert-butyl)acetamide

CAS No. 57120-58-8

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