Lot numbers can be found on the outside label of a product:
(2-Iodophenyl)methanamine
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CAS No. 39959-51-8
- Cat. No. CS-0096870
- Purity≥97%
- MDL No.MFCD00047929
*For research and further manufacturing use only, not for direct human use.
Structure of 39959-51-8
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General Information
- CAS No. 39959-51-8
- Cat. No. CS-0096870
- Purity ≥97%
- MDL No. MFCD00047929
- Storage 4°C, protect from light
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₇H₈IN
- Molecular Weight 233.05
- Synonym(s) 2-Iodo-benzylamine
- SMILES NCC1=CC=CC=C1I
Description
(2-Iodophenyl)methanamine is a bench-stable arylalkyl amine featuring an iodinated benzene ring positioned ortho to the methylene-amino group. This configuration enables direct functionalization in cross-coupling reactions, facilitating rapid access to substituted biaryl scaffolds. The iodide serves as a high-efficiency coupling handle under palladium catalysis, while the primary amine offers a versatile anchor for further derivatization.
Application
(2-Iodophenyl)methanamine serves as a versatile building block for the synthesis of biologically relevant heterocycles and pharmaceutical intermediates. Its iodine substituent enables efficient palladium-catalyzed cross-coupling reactions, while the primary amine functionality facilitates derivatization via amidation, alkylation, or reductive amination. The compound exhibits good bench stability and is compatible with standard purification protocols, making it well-suited for iterative synthetic sequences in medicinal chemistry and process development.
Synthesis
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Route1
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405198-82-5 - ~80%
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In-stock
39959-51-8
References
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Boehringer Ingelheim Pharmaceuticals, Inc. Patent: US2006/25433 A1, 2006 ; Location in patent: Page/Page column 107 ; US 20060025433 A1
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Route2
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In-stock
40400-13-3 - ~83%
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In-stock
39959-51-8
References
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Majumdar; Mondal, Shovan; De, Nirupam Synthesis, 2009 , # 18 p. 3127 - 3135
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Route3
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In-stock
4387-36-4 - ~44%
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In-stock
39959-51-8
References
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Shao, Changzhun; Stolte, Matthias; Wuerthner, Frank Angewandte Chemie - International Edition, 2013 , vol. 52, # 29 p. 7482 - 7486 Angew. Chem., 2013 , vol. 125, # 29 p. 7630 - 7634,5
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS05
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Signal Word : Danger
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UN#: 2735
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Class : 8
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Packing Group : Ⅲ
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Hazard Statements : H314
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Precautionary Statements : P260-P264-P280-P301+P330+P331-P304+P340-P363-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 26.02
- LogP 1.7499
- H_Acceptors 1
- H_Donors 1
- Rotatable_Bonds 1
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Key Words
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