| |
| Names | |
|---|---|
| Other names
Diaminomethane
Methylenediamine | |
| Identifiers | |
| |
3D model (
JSmol)
|
|
| 1696889 | |
| ChEBI | |
| ChEMBL | |
| ChemSpider | |
| EC Number |
|
| 163933 | |
PubChem
CID
|
|
| UNII |
|
CompTox Dashboard (
EPA)
|
|
| |
| |
| Properties | |
| CH6N2 | |
| Molar mass | 46.073 g·mol−1 |
| 1.72 D [1] | |
| Related compounds | |
Related compounds
|
methylamine ethylenediamine aminomethanol methanediol |
Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
| |
Methanediamine is the simplest diamine. Its chemical formula is CH2(NH2)2. Although methanediamine can only exists transiently in solution, [2] its hydrochloride has been used in chemical synthesis since 1914. [3] The hydrochloride is useful for the synthesis of primary amides from amino acids. [4]
Methylamine and ammonia will react to form methanediamine when exposed under energetic electrons, just like conditions similar to cold molecular clouds. [2] Since methanediamine is the simplest molecule to contain the N-C-N moiety, it could be a vital intermediate in the abiogenesis of heterocyclic compounds that contain the N-C-N moiety, such as nucleobases. [2]
References
- ^ Watrous, Alexandria G; Westbrook, Brent R; Fortenberry, Ryan C (2023-12-23). "On the detectability of interstellar diaminomethane ((NH2)2CH2)". Monthly Notices of the Royal Astronomical Society. 527 (4): 11090–11094. doi: 10.1093/mnras/stad3938. ISSN 0035-8711.
- ^ a b c Marks, Joshua H.; Wang, Jia; Fortenberry, Ryan C.; Kaiser, Ralf I. (2022-12-20). "Preparation of methanediamine (CH2(NH2)2)—A precursor to nucleobases in the interstellar medium". Proceedings of the National Academy of Sciences. 119 (51). doi: 10.1073/pnas.2217329119. ISSN 0027-8424. PMC 9907108. PMID 36508671.
- ^ Knudsen, Peter (1914). "Über Methylendiamin". Berichte der deutschen chemischen Gesellschaft. 47 (3): 2698–2701. doi: 10.1002/cber.19140470355. ISSN 0365-9496.
- ^ Galaverna, Gianni; Corradini, Roberto; Dossena, Arnaldo; Marchelli, Rosangela (1993). "Diaminomethane dihydrochloride, a novel reagent for the synthesis of primary amides of amino acids and peptides from active esters". International Journal of Peptide and Protein Research. 42 (1): 53–57. doi: 10.1111/j.1399-3011.1993.tb00349.x. ISSN 0367-8377.
 | This article about an organic compound is a stub. You can help Wikipedia by expanding it. |
|
| |
| Names | |
|---|---|
| Other names
Diaminomethane
Methylenediamine | |
| Identifiers | |
| |
3D model (
JSmol)
|
|
| 1696889 | |
| ChEBI | |
| ChEMBL | |
| ChemSpider | |
| EC Number |
|
| 163933 | |
PubChem
CID
|
|
| UNII |
|
CompTox Dashboard (
EPA)
|
|
| |
| |
| Properties | |
| CH6N2 | |
| Molar mass | 46.073 g·mol−1 |
| 1.72 D [1] | |
| Related compounds | |
Related compounds
|
methylamine ethylenediamine aminomethanol methanediol |
Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
| |
Methanediamine is the simplest diamine. Its chemical formula is CH2(NH2)2. Although methanediamine can only exists transiently in solution, [2] its hydrochloride has been used in chemical synthesis since 1914. [3] The hydrochloride is useful for the synthesis of primary amides from amino acids. [4]
Methylamine and ammonia will react to form methanediamine when exposed under energetic electrons, just like conditions similar to cold molecular clouds. [2] Since methanediamine is the simplest molecule to contain the N-C-N moiety, it could be a vital intermediate in the abiogenesis of heterocyclic compounds that contain the N-C-N moiety, such as nucleobases. [2]
References
- ^ Watrous, Alexandria G; Westbrook, Brent R; Fortenberry, Ryan C (2023-12-23). "On the detectability of interstellar diaminomethane ((NH2)2CH2)". Monthly Notices of the Royal Astronomical Society. 527 (4): 11090–11094. doi: 10.1093/mnras/stad3938. ISSN 0035-8711.
- ^ a b c Marks, Joshua H.; Wang, Jia; Fortenberry, Ryan C.; Kaiser, Ralf I. (2022-12-20). "Preparation of methanediamine (CH2(NH2)2)—A precursor to nucleobases in the interstellar medium". Proceedings of the National Academy of Sciences. 119 (51). doi: 10.1073/pnas.2217329119. ISSN 0027-8424. PMC 9907108. PMID 36508671.
- ^ Knudsen, Peter (1914). "Über Methylendiamin". Berichte der deutschen chemischen Gesellschaft. 47 (3): 2698–2701. doi: 10.1002/cber.19140470355. ISSN 0365-9496.
- ^ Galaverna, Gianni; Corradini, Roberto; Dossena, Arnaldo; Marchelli, Rosangela (1993). "Diaminomethane dihydrochloride, a novel reagent for the synthesis of primary amides of amino acids and peptides from active esters". International Journal of Peptide and Protein Research. 42 (1): 53–57. doi: 10.1111/j.1399-3011.1993.tb00349.x. ISSN 0367-8377.
|
| This article about an organic compound is a stub. You can help Wikipedia by expanding it. |