4-(Hydroxymethyl)phenylacetic acid
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4-(Hydroxymethyl)phenylacetic acid

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4-(Hydroxymethyl)phenylacetic acid (CAS# 73401-74-8) is a useful research chemical.

Category
Peptide Synthesis Reagents
Catalog number
BAT-006386
CAS number
73401-74-8
Molecular Formula
C9H10O3
Molecular Weight
166.17
4-(Hydroxymethyl)phenylacetic acid
IUPAC Name
2-[4-(hydroxymethyl)phenyl]acetic acid
Synonyms
[4-(hydroxymethyl)phenyl]acetic acid; 4-Hydroxymethylphenylacetic acid; MFCD00065692; Benzeneacetic acid,4-(hydroxymethyl)-; 4-hydro-xymethylphenylacetic acid; CTK5D7960
Appearance
White powder
Purity
99 % (HPLC)
Density
1.271±0.06 g/cm3 (Predicted)
Melting Point
131-134 ℃
Boiling Point
357.8±22.0 ℃ (Predicted)
Storage
RT
InChI
InChI=1S/C9H10O3/c10-6-8-3-1-7(2-4-8)5-9(11)12/h1-4,10H,5-6H2,(H,11,12)
InChI Key
FWZBPBKAANKOJQ-UHFFFAOYSA-N
Canonical SMILES
C1=CC(=CC=C1CC(=O)O)CO
1. [Chemical constituents of Osmanthus fragrans]
Wei Yin, Zu-rong Song, Jin-qi Liu, Guo-sheng Zhang Zhongguo Zhong Yao Za Zhi. 2015 Feb;40(4):679-85.
By Silica gel, Sephadex LH-20 and other materials for isolation and purification and by physicochemical methods and spectral analysis for structural identification, 32 compounds were isolated and identified from ethyl acetate portion of alcohol extract of the Osmanthus fragrans. Their structures were identified as boschniakinic acid (1), ursolaldehyde (2), augustic acid (3), arjunolic acid (4), 5-hydroxymethyl-2-furancarboxaldehyde (5), isoscutellarein (6), 6, 7-dihydroxycoumarin (7), 2α-hydroxy-oleanolic acid (8), quercetin-3-0-β-D-glu-copyranoside (9), D-allito (10), 5, 4'-dihydroxy-7- methoxyflavone-3-0-β-D-glucopyranoside (11), 5,7-dihydroxychromone (12), lupeol (13), naringenin (14), acetyloleanolic acid (15), chlorogenic acid (16), kaempferol-3-0-β- D-glucopyranoside (17), oleanolic acid (18), kaempferol-3-0-β-D-galactopyanoside (19), 3', 7-dihydroxy-4'-methoxyisoflavon (20), ergosta-4,6,8 (14), 22-tetraen-3-one (21), p-hydroxycinnamic acid (22), syringaresinol (23), 3,4-dihydroxyacetophenonel (24), β-sitosterol (25), ethyl p-hydroxyphenylacetate (26), benzoic acid (27), caffeic acid (28), coelonin (29), p-hydorxy-phenylacetic acid (30), p-hydroxyacetophenone (31), and methyl-p-hydroxphenylacetate (32). Except for compounds 2, 4, 5, 8-11, 13, 15, 18, 20, 25, and 27, the rest were isolated from the Osmanthus fragrans for the first time.
2. Two-cationic 2-methylbenzothiazole derivatives as green light absorbed sensitizers in initiation of free radical polymerization
Janina Kabatc, Katarzyna Kostrzewska, Katarzyna Jurek Colloid Polym Sci. 2015;293(7):1865-1876. doi: 10.1007/s00396-015-3572-1. Epub 2015 Apr 3.
N-Methylpyridinium esters derivatives of 2-methylbenzothiazole hemicyanine dyes photoinitiators/photosensitizers derived from N-propyl-3-[N-2-methylbenzothiazolo]-4-pyridyno phenylacetic acid ester diiodide and N-propyl-3-[N-2-me]thylbenzothiazolo]-4-pyridino diphenylacetic acid ester diiodide were synthesized and proposed as new photoinitiators of polymerization of 2-ethyl-(2-hydroxymethyl)-1,3-propanediol triacrylate under argon laser exposure at 514 nm. These compounds exhibit a strong absorption around 520 nm. The dye/borate salt, dye/borate salt/N-methoxypyridinium salt, dye/borate salt/diphenyliodonium salt, and dye/borate salt/1,3,5-triazine derivative combinations are very efficient in initiating of radical photopolymerization of triacrylate. Excellent polymerization profiles were obtained. The effect of both sensitizer and co-initiator structure on the ability to initiate of free radical polymerization of photoinitiating systems was also presented. The mechanism was discussed for different multicomponent initiating systems. Graphical AbstractTwo-cationic 2-methylbenzothiazole derivatives as green light absorbed sensitizers in initiation of free radical polymerization.
3. New glycosides from the Japanese fern Hymenophyllum barbatum
Masao Toyota, Yasushi Oiso, Yoshinori Asakawa Chem Pharm Bull (Tokyo). 2002 Apr;50(4):508-14. doi: 10.1248/cpb.50.508.
Thirteen glycosides and methyl (3R,5R)-5-hydroxy-(beta-D-glucopyranosyloxy)-hexanoate were newly isolated from the Japanese fern Hymenophyllum barbatum, although our previous work revealed the isolation of hemiterpene glycosides, hymenosides A-J, from the same species. The structures of the newly isolated glycosides were elucidated by extensive two-dimensional (2D) NMR and/or chemical evidence. The structures of those aglycones were divided into four types, 2-methyl-but-2-ene-1,4-diol, 2-hydroxymethyl-but-2-ene-1,4-diol, 2-methylene-butane-1,3,4-triol, and 3-hydroxy-5-hexanolide. The sugar moieties, which were acylated by phenylacetic acid derivatives, were also established by chemical and spectroscopic methods. Eight glucosides of the isolated compounds in the present investigation had a bitter or weakly pungent taste. It is clear that a phenylacetyl group attached to glucose or allose as an ester is necessary for the bitter taste.
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