Methyl (1r,4r)-4-(bromomethyl)cyclohexane-1-carboxylate

Name: Methyl (1r,4r)-4-(bromomethyl)cyclohexane-1-carboxylate
Brand: ChemScene
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CAS No. 167833-10-5
Cat. No. CS-0478736
Purity≥98%
MDL No.MFCD30290228

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Methyl (1r,4r)-4-(bromomethyl)cyclohexane-1-carboxylate|CS-0478736

Structure of 167833-10-5

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General Information

CAS No. 167833-10-5
Cat. No. CS-0478736
Purity ≥98%
MDL No. MFCD30290228
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₁₅BrO₂
Molecular Weight 235.12
Synonym(s) None
SMILES COC(=O)[C@@H]1CC[C@@H](CBr)CC1

Description

Methyl (1r,4r)-4-(bromomethyl)cyclohexane-1-carboxylate is a stereochemically defined cyclohexane derivative featuring a bromomethyl group at the 4-position and a methyl ester at the 1-position. This configuration enables selective functionalization in asymmetric synthesis, with the benzylic bromide serving as a reactive handle for nucleophilic substitution. The compound exhibits excellent stability under standard handling conditions and integrates readily into complex molecular architectures.

Application

Methyl (1r,4r)-4-(bromomethyl)cyclohexane-1-carboxylate serves as a versatile chiral building block for cyclohexane-based scaffolds, enabling efficient functionalization via nucleophilic substitution at the bromomethyl position. The stereodefined trans-1,4-cyclohexane framework provides predictable conformational control, while the ester group offers compatibility with standard transformations. Bench-stable and readily purified, it facilitates streamlined synthesis of complex intermediates in medicinal chemistry and natural product derivatization.

Safety Information

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GHS Pictogram :	GHS No : GHS05
Signal Word : Danger	UN#: 3265
Class : 8	Packing Group : Ⅲ
Hazard Statements : H302-H314
Precautionary Statements : P260-P264-P270-P280-P301+P330+P331-P304+P340-P330-P363-P405-P501

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Computational Chemistry Data

TPSA 26.3
LogP 2.3607
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Ester

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Fatty ring compounds Cyclohexane compounds

Key Words

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Methyl (1r,4r)-4-(bromomethyl)cyclohexane-1-carboxylate

CAS No. 167833-10-5

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