Hydroxymethyl group covalently bonded to an R group
Names
IUPAC name
Hydroxymethyl group
Other names
Methanol radical
Identifiers
CAS Number
2597-43-5Y
3D model (JSmol)
Interactive image
ChemSpider
121313N
PubChem CID
137654
InChI
InChI=1S/CH3O/c1-2/h2H,1H2N
Key: CBOIHMRHGLHBPB-UHFFFAOYSA-NN
SMILES
[CH2]O
Properties
Chemical formula
−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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Infobox references
Chemical compound
The hydroxymethyl group is the name for 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]
^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.
and 24 Related for: Hydroxymethyl group information
The hydroxymethylgroup is the name for a substituent with the structural formula −CH2−OH. It consists of a methylene bridge (−CH2− unit) bonded to a...
multifunctional molecule, kojic acid has diverse organic chemistry. The hydroxymethylgroup gives the chloromethyl derivative upon treatment with thionyl chloride...
all cases involves the formation of a hydroxymethyl phenol: HOC6H5 + CH2O → HOC6H4CH2OH The hydroxymethylgroup is capable of reacting with either another...
a methyl group occurs widely in nature and industry. The oxidation products derived from methyl are hydroxymethylgroup −CH2OH, formyl group −CHO, and...
consists of a tetrahydrofuran ring substituted in the 2-position with a hydroxymethylgroup. It is a colorless liquid that is used as a specialty solvent and...
The molecular formula CH3O may refer to: Hydroxymethylgroup (HOCH2–) Methoxy group (H3CO–) This set index page lists chemical structure articles associated...
form under biological conditions), and a side chain consisting of a hydroxymethylgroup, classifying it as a polar amino acid. It can be synthesized in the...
alcohol is an organic compound containing a furan substituted with a hydroxymethylgroup. It is a colorless liquid, but aged samples appear amber. It possesses...
which the hydroxymethylgroup (−CH2OH) at the initial end of a 2-ketose is oxidized creating an α-ketoacid. Uronic acids, in which the −CH2OH group at the...
phenol group has donated a proton to the basic pyridine group to form a zwitterion, and the hydroxymethylgroup has reacted with the aldehyde group to form...
imidazolinone ring where a carbonyl group functions as a hydrogen bond acceptor instead of the hydroxymethylgroup in losartan. Irbesartan is a non-competitive...
full IUPAC name of 2,2-bis(hydroxymethyl)propionic acid and is an organic compound with one carboxyl and two hydroxy groups. It has the CAS Registry Number...
hydroxymethyltransferase (SHMT). The enzyme effectively replaces a hydroxymethylgroup with a hydrogen atom. SHMT is coded by the gene glyA. The regulation...
(ISP-I-28) with the carboxylic acid of myriocin transformed to a hydroxymethylgroup was generated. ISP-I-28 was found to be less toxic and more effective...
Hydroxymethylfurfural (HMF), also known as 5-(hydroxymethyl)furfural, is an organic compound formed by the dehydration of reducing sugars. It is a white...
interconnected by methylene bridges −CH2−. The chain starts with a hydroxymethylgroup −CH2−OH and ends with an hydrogen, in place of the respective methylene...
in which THPC is treated with urea. The urea condenses with the hydroxymethylgroups on THPC. The phosphonium structure is converted to phosphine oxide...
February 1998). "Synthesis and Properties of Ring-Deactivated Deuterated (Hydroxymethyl)pyrroles". Journal of the American Chemical Society. 120 (8). doi:10...
equatorial positioning of the remaining hydroxyl groups, the trans or gauche nature of the C5 hydroxymethylgroup, and the glycosidic linkage (either 1-4 or...
ionic groups - Perrin 67 (5): 716-728 - Pure and Appl. Chem. Bock, Klaus; Duus, Jens Ø. (1994). "A conformational study of hydroxymethylgroups in carbohydrates...
reference to its 5 carbon atoms and erythritol, which also possesses 4 alcohol groups. Pentaerythritol was first reported in 1891 by German chemist Bernhard Tollens...
to PLP, PLP triggers the α-elimination of the hydroxymethylgroup of the substrate (serine). This group is released as a formaldehyde molecule because...
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