Methyl 4-hydroxyphenylacetate

Base Information

• Chemical Name: Methyl 4-hydroxyphenylacetate
• CAS No.: 14199-15-6
• Deprecated CAS: 1000398-39-9
• Molecular Formula: C9H10O3
• Molecular Weight: 166.177
• Hs Code.: 29182990
• European Community (EC) Number: 238-050-2
• UNII: WN72UVQ99P
• DSSTox Substance ID: DTXSID0065725
• Nikkaji Number: J31.457I
• Wikidata: Q27136571
• Mol file: 14199-15-6.mol

Synonyms:Methyl 4-hydroxyphenylacetate;14199-15-6;methyl 2-(4-hydroxyphenyl)acetate;4-Hydroxyphenylacetic acid methyl ester;Benzeneacetic acid, 4-hydroxy-, methyl ester;4-Hydroxyphenylacetic acid methl ester;Methyl (4-hydroxyphenyl)acetate;Acetic acid, (p-hydroxyphenyl)-, methyl ester;4-hydroxybenzeneacetic acid methyl ester;EINECS 238-050-2;MFCD00002387;p-Hydroxyphenylacetic acid methyl ester;AI3-36062;methyl2-(4-hydroxyphenyl)acetate;methyl p-hydroxyphenylacetate;Methy 4-Hydroxyphenylacetate;WN72UVQ99P;Methyl-4-hydroxyphenylacetate;methyl 4-hydroxybenzeneacetate;SCHEMBL112488;methyl 4-hydroxyphenylethanoate;methyl(4-hydroxyphenyl)acetate;Methyl (p-hydroxyphenyl)acetate;DTXSID0065725;CHEBI:68078;methyl (4-hydroxyphenyl)ethanoate;4-Hydroxybenzeneacetic acid methyl;Methyl-2-(4-hydroxyphenyl)acetate;STR01403;STK400488;AKOS003267785;CS-W001084;HY-W001084;4-hydroxyphenylacetic acid, methyl ester;(4-hydroxyphenyl)acetic acid methyl ester;4-hydroxy phenyl acetic acid methyl ester;AC-14361;SY001844;(4-Hydroxy-phenyl)-acetic acid methyl ester;2-(4-hydroxyphenyl)acetic acid methyl ester;A3067;BB 0301228;FT-0618734;H0856;EN300-20984;J-007573;J-522359;Methyl 4-hydroxyphenylacetate, ReagentPlus(R), 99%;Q27136571;Methyl 4-hydroxyphenylacetate, Vetec(TM) reagent grade, 98%;Methyl 4-Hydroxyphenylacetate

Chemical Property of Methyl 4-hydroxyphenylacetate

Chemical Property:

• Appearance/Colour: white to pale yellow crystals
• Vapor Pressure: 0.000189mmHg at 25°C
• Melting Point: 55-58 °C
• Refractive Index: 1.539
• Boiling Point: 318.8 °C at 760 mmHg
• PKA: 9.72±0.13(Predicted)
• Flash Point: 118.1 °C
• PSA: 46.53000
• Density: 1.181 g/cm³
• LogP: 1.10770
• Storage Temp.: Store below +30°C.
• Solubility.: Chloroform, Methanol
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 166.062994177
• Heavy Atom Count: 12
• Complexity: 148

Purity/Quality:

99.9% ^*data from raw suppliers

Methyl 4-Hydroxyphenylacetate >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC(=O)CC1=CC=C(C=C1)O
• Uses: Methyl 4-hydroxyphenylacetate was used in the synthesis of 4-(2-hydroxy-3-isopropylamino)propoxyphenylacetic acid.

Technology Process of Methyl 4-hydroxyphenylacetate

There total 43 articles about Methyl 4-hydroxyphenylacetate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

methanol (67-56-1) + 4-hydroxyphenylacetate (156-38-7) → Methyl 4-hydroxyphenylacetate (14199-15-6)

Guidance literature:

With sulfuric acid; Heating;

DOI:10.1002/adsc.200606168

Reference yield: 100.0%

methyl 2-{4-[(tert-butyldimethylsilyl)oxy]phenyl}acetate (105460-59-1) → Methyl 4-hydroxyphenylacetate (14199-15-6)

Guidance literature:

With SO₃H silica gel; In methanol; at 50 ℃; for 2h; Inert atmosphere;

DOI:10.1080/00397911.2018.1548023

Reference yield: 96.0%

methyl 2-{4-[(tert-butyldimethylsilyl)oxy]phenyl}acetate (105460-59-1) → Methyl 4-hydroxyphenylacetate (14199-15-6)

Guidance literature:

In water; N,N-dimethyl-formamide; at 20 ℃; for 2.5h;

DOI:10.1016/S0040-4039(03)00736-6

upstream raw materials:

methanol

4-hydroxyphenylacetate

methyl 2-phenoxyacetate

sodium cyanide

Downstream raw materials:

[4-(3-Chloro-4-isopropoxy-benzyloxy)-phenyl]-acetic acid

[4-(4-Chloro-phenoxymethoxy)-phenyl]-acetic acid methyl ester

methyl 4-<5-formyl-2-furanoxy>phenylacetate

(4-hydroxy-phenyl)-acetic acid ethyl ester

Refernces

• 1、 Tan, Si Yu,Ang, Chung Yen,Luo, Zhong,Li, Peizhou,Nguyen, Kim Truc,Zhao, Yanli. "An iGlu Receptor Antagonist and Its Simultaneous Use with an Anticancer Drug for Cancer Therapy". . p. 6123 - 6131. Retrieved 2015.
• 2、 Zhang, Kai,Corrie, John E. T.,Munasinghe, V. Ranjit N.,Wan, Peter. "Mechanism of photosolvolytic rearrangement of p-hydroxyphenacyl esters: Evidence for excited-state intramolecular proton transfer as the primary photochemical step". . p. 5625 - 5632. Retrieved 1999.
• 3、 Campos, Pedro M.,Carrasco, Esther,Gomez-Gutierrez, Patricia,Messeguer, Angel,Perez, Juan J.,Vega, Miguel. "Discovery of novel 2,3,5-trisubstituted pyridine analogs as potent inhibitors of IL-1β via modulation of the p38 MAPK signaling pathway". . . Retrieved 2021/07/28.
• 4、 Hu, Kun,Ren, Jie,Wu, Dongdong,Xie, Yuxuan,Zhang, Meiju. "A Novel Synthesis of Pimavanserin: A Selective Serotonin 5-HT2A Receptor Inverse Agonist". . . Retrieved 2020/01/31.