![]() Hydroxymethyl group covalently bonded to an R group
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Names | |
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IUPAC name
Hydroxymethyl group
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Other names
Methanol radical
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Identifiers | |
3D model (JSmol)
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ChemSpider | |
PubChem CID
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Properties | |
−CH2OH | |
Molar mass | 31.034 g·mol−1 |
Thermochemistry | |
Std enthalpy of
formation (ΔfH⦵298) |
−9 kJ/mol |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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The hydroxymethyl group is a substituent with the structural formula −CH2−OH. It consists of a methylene bridge (−CH2− unit) bonded to a hydroxyl group (−OH). This makes the hydroxymethyl group an alcohol. It has the identical chemical formula with the methoxy group (−O−CH3) that differs only in the attachment site and orientation to the rest of the molecule. However, their chemical properties are different.[1][2]
Hydroxymethyl is the side chain of encoded amino acid serine.[3]
References
[edit]- ^ NAMING ORGANIC COMPOUNDS (PDF). p. 37. Archived from the original (PDF) on 2022-07-21. Retrieved 2022-08-08.
- ^ Dong, Hao; Zheng, Erjin; Niu, Zhiyin; Zhang, Xiaoyu; Lin, Yi-Yu; Jain, Priyesh; Yu, Qiuming (2020-04-15). "Hydroxymethyl-Functionalized PEDOT-MeOH:PSS for Perovskite Solar Cells". ACS Applied Materials & Interfaces. 12 (15): 17571–17582. doi:10.1021/acsami.0c01756. ISSN 1944-8252. PMID 32204591. S2CID 214630308. Archived from the original on 2022-08-08. Retrieved 2022-08-08.
- ^ Perczel, András; Farkas, Ödön; Csizmadia, Imre G. (1996-01-01). "Peptide Models. 18. Hydroxymethyl Side-Chain Induced Backbone Conformational Shifts of l -Serine Amide. All ab Initio Conformers of For- l -Ser-NH 2". Journal of the American Chemical Society. 118 (33): 7809–7817. doi:10.1021/ja960464q. ISSN 0002-7863. Archived from the original on 2022-08-08. Retrieved 2022-08-08.