4-Hydroxyphenylacetaldehyde

Base Information

• Chemical Name: 4-Hydroxyphenylacetaldehyde
• CAS No.: 7339-87-9
• Molecular Formula: C8H8O2
• Molecular Weight: 136.15
• Hs Code.: 2912499000
• European Community (EC) Number: 689-849-1
• UNII: HDJ7B4KB3X
• DSSTox Substance ID: DTXSID00223631
• Nikkaji Number: J707.372K
• Wikipedia: 4-Hydroxyphenylacetaldehyde
• Wikidata: Q9552908
• Metabolomics Workbench ID: 38394
• Mol file: 7339-87-9.mol

Synonyms:4-hydroxyphenylacetaldehyde;p-hydroxyphenylacetaldehyde;pOH-Ph-CH2CHO

Chemical Property of 4-Hydroxyphenylacetaldehyde

Chemical Property:

• Vapor Pressure: 0.00209mmHg at 25°C
• Melting Point: 118℃
• Refractive Index: 1.554
• Boiling Point: 281.4 °C at 760 mmHg
• PKA: 9.93±0.15(Predicted)
• Flash Point: 117.9 °C
• PSA: 37.30000
• Density: 1.153 g/cm³
• LogP: 1.13360
• Storage Temp.: -20?C Freezer
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 136.052429494
• Heavy Atom Count: 10
• Complexity: 104

Purity/Quality:

99.5% ^*data from raw suppliers

4-Hydroxyphenylacetaldehyde,approximately~15%wt/volinEthylAcetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1CC=O)O
• Uses: An intermediate in the metabolic pathway in yeast. This compound contains p-Hydroxybenzaldehyde.

Technology Process of 4-Hydroxyphenylacetaldehyde

There total 28 articles about 4-Hydroxyphenylacetaldehyde 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: 94.0%

tyrosamine (51-67-2) → 4-hydroxyphenylacetaldehyde (7339-87-9)

Guidance literature:

With Halomonas elongata/Co imm pyridoxal phosphate; In toluene; at 37 ℃; for 0.25h; pH=7.5; Flow reactor; Enzymatic reaction;

DOI:10.1002/cbic.201900356

Reference yield: 87.0%

(Z)-(4-oxo-2-cyclohexen-1-ylidene)acetaldehyde (105456-83-5) → 4-hydroxyphenylacetaldehyde (7339-87-9)

Guidance literature:

In benzene; at 160 ℃; for 36h;

DOI:10.1021/jo00263a009

Reference yield: 85.0%

(methoxymethyl)triphenylphosphonium chloride (4009-98-7) + 4-hydroxy-benzaldehyde (123-08-0,65581-83-1) → 4-hydroxyphenylacetaldehyde (7339-87-9)

Guidance literature:

(methoxymethyl)triphenylphosphonium chloride; 4-hydroxy-benzaldehyde; With potassium tert-butylate; In tetrahydrofuran;

With hydrogenchloride; In tetrahydrofuran; water; Reflux;

DOI:10.1016/j.tetlet.2020.152756

upstream raw materials:

synephrine

bamethane

α-ketoglutaric acid

L-tyrosine

Downstream raw materials:

4-(2-hydroxy-but-3-enyl)-phenol

3-hydroxy-1,4-bis(4-hydroxyphenyl)butan-2-one

soraphinol A

3-hydroxy-1,4-di(1H-indol-3-yl)butan-2-one

Refernces

• 1、 Bonamore, Alessandra,Rovardi, Irene,Gasparrini, Francesco,Baiocco, Paola,Barba, Marco,Molinaro, Carmela,Botta, Bruno,Boffi, Alberto,MacOne, Alberto. "An enzymatic, stereoselective synthesis of (S)-norcoclaurine". . p. 1623 - 1627. Retrieved 2010.
• 2、 Wang, Mei,Liu, Yuan-Lie,Li, Dashan,Xiao, Wen-Wen,Chen, Yang,Zhang, Hong-Lin,Zhan, Rui,Shao, Li-Dong. "Biomimetic synthesis and anti-inflammatory effects of horsfiequinone A". . . Retrieved 2021/02/05.
• 3、 Mao, Zuoxi,Liu, Lijun,Zhang, Yang,Yuan, Jifeng. "Efficient Synthesis of Phenylacetate and 2-Phenylethanol by Modular Cascade Biocatalysis". . p. 2676 - 2679. Retrieved 2020/06/03.