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{{Chembox |
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{{Chembox |
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| Verifiedfields = changed |
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| Watchedfields = changed |
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| IUPACName = Hydroxymethyl |
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| verifiedrevid = 386006473 |
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| Section1 = {{Chembox Identifiers |
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| OtherNames = Methanol radical |
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| CASNo = 2597-43-5 |
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| IUPACName = Hydroxymethyl group |
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| CASNo1 = 58456-46-5 |
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| ImageFile = Hydroxymethyl group skeletal.svg |
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| CASNo1_Comment = (<sup>2</sup>''H''),() |
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| ImageSize = 200px |
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| CASNo2 = 79825-55-1 |
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| ImageCaption = Hydroxymethyl group covalently bonded to an R group |
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| CASNo2_Comment = (),(<sup>2</sup>''H''<sub>2</sub>) |
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| Section1 = {{Chembox Identifiers |
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| PubChem = 137654 |
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| PubChem_Ref = {{Pubchemcite}} |
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| CASNo_Ref = {{cascite|correct|??}} |
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| PubChem1 = 143554 |
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| CASNo = 2597-43-5 |
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| PubChem = 137654 |
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| PubChem1_Comment = (<sup>2</sup>''H''),() |
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| ChemSpiderID = 121313 |
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| PubChem1_Ref = {{Pubchemcite}}| SMILES = O |
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| ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}} |
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| PubChem2 = 144905 |
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| SMILES = O |
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| PubChem2_Comment = (),(<sup>2</sup>''H''<sub>2</sub>) |
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| StdInChI = 1S/CH3O/c1-2/h2H,1H2 |
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| PubChem2_Ref = {{Pubchemcite}} |
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| StdInChI_Ref = {{stdinchicite|changed|chemspider}} |
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| InChI = 1S/CH3O/c1-2/h2H,1H2 |
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| InChIKey = CBOIHMRHGLHBPB-UHFFFAOYSA-N}} |
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| StdInChIKey = CBOIHMRHGLHBPB-UHFFFAOYSA-N |
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| StdInChIKey_Ref = {{stdinchicite|changed|chemspider}} |
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}} |
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| Section2 = {{Chembox Properties |
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| Formula = {{chem2|\sCH2OH}} |
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| C=1|H=3|O=1 |
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}} |
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| Section3 = {{Chembox Thermochemistry |
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| DeltaHf = −9 kJ/mol |
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The '''hydroxymethyl group''' is a ] with the ] {{chem2|\sCH2\sOH}}. It consists of a ] ({{chem2|\sCH2\s}} unit) bonded to a ] ({{chem2|\sOH}}). This makes the hydroxymethyl group an ]. It has the identical chemical formula with the ] ({{chem2|\sO\sCH3}}) that differs only in the attachment site and orientation to the rest of the molecule. However, their ] are different.<ref>{{Cite book |title=NAMING ORGANIC COMPOUNDS |url=https://www.kpu.ca/sites/default/files/downloads/sup08.pdf |url-status=dead |page=37 |archive-url=https://web.archive.org/web/20220721055000/https://www.kpu.ca/sites/default/files/downloads/sup08.pdf |archive-date=2022-07-21 |access-date=2022-08-08}}</ref><ref>{{Cite journal |last1=Dong |first1=Hao |last2=Zheng |first2=Erjin |last3=Niu |first3=Zhiyin |last4=Zhang |first4=Xiaoyu |last5=Lin |first5=Yi-Yu |last6=Jain |first6=Priyesh |last7=Yu |first7=Qiuming |date=2020-04-15 |title=Hydroxymethyl-Functionalized PEDOT-MeOH:PSS for Perovskite Solar Cells |url=https://pubmed.ncbi.nlm.nih.gov/32204591/ |url-status=live |journal=ACS Applied Materials & Interfaces |volume=12 |issue=15 |pages=17571–17582 |doi=10.1021/acsami.0c01756 |issn=1944-8252 |pmid=32204591 |s2cid=214630308 |archive-url=https://web.archive.org/web/20220808221741/https://pubmed.ncbi.nlm.nih.gov/32204591/ |archive-date=2022-08-08 |access-date=2022-08-08}}</ref> |
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'''Hydroxymethyl''' in the field of ], particularly in ], is the name for a ] with the ] -CH<sub>2</sub>-OH. The hydroxymethyl group consists of a ] (-CH<sub>2</sub>-) group connected to a ] (-OH) group. This makes the hydroxymethyl group an ]. The hydroxymethyl group structurally resembles the ] group (-O-CH<sub>3</sub>) that differs only in the attachment site and orientation to the rest of the molecule. However, their ] are different. |
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Hydroxymethyl is the ] of ] ].<ref>{{Cite journal |last1=Perczel |first1=András |last2=Farkas |first2=Ödön |last3=Csizmadia |first3=Imre G. |date=1996-01-01 |title=Peptide Models. 18. Hydroxymethyl Side-Chain Induced Backbone Conformational Shifts of l -Serine Amide. All ab Initio Conformers of For- l -Ser-NH 2 |url=https://pubs.acs.org/doi/10.1021/ja960464q |url-status=live |journal=Journal of the American Chemical Society |language=en |volume=118 |issue=33 |pages=7809–7817 |doi=10.1021/ja960464q |issn=0002-7863 |archive-url=https://web.archive.org/web/20220808210908/https://pubs.acs.org/doi/10.1021/ja960464q |archive-date=2022-08-08 |access-date=2022-08-08}}</ref> |
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== See also == |
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==References== |
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* ] |
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{{Reflist}} |
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* ] |
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* ] |
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== External links == |
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{{Commons category}} |
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{{Organic-compound-stub}} |
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] |
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{{organic-compound-stub}} |
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