2-Hydroxy-2-phenylethyl 4-methylbenzene-1-sulfinate--formaldehyde (1/1)

Base Information

• Chemical Name: 2-Hydroxy-2-phenylethyl 4-methylbenzene-1-sulfinate--formaldehyde (1/1)
• CAS No.: 40434-87-5
• Molecular Formula: C15H16O4S
• Molecular Weight: 292.356
• Hs Code.: 2906299090
• DSSTox Substance ID: DTXSID60960833
• Mol file: 40434-87-5.mol

Synonyms:DTXSID60960833;2-Hydroxy-2-phenylethyl 4-methylbenzene-1-sulfinate--formaldehyde (1/1)

Chemical Property of 2-Hydroxy-2-phenylethyl 4-methylbenzene-1-sulfinate--formaldehyde (1/1)

Chemical Property:

• Vapor Pressure: 4.77E-10mmHg at 25°C
• Melting Point: 79-81°C
• Refractive Index: 1.59
• Boiling Point: 480.6 °C at 760 mmHg
• PKA: 12.95±0.20(Predicted)
• Flash Point: 244.5 °C
• PSA: 71.98000
• Density: 1.274 g/cm³
• LogP: 3.51470
• Storage Temp.: Sealed in dry,Room Temperature
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 306.09258022
• Heavy Atom Count: 21
• Complexity: 283

Purity/Quality:

99% ^*data from raw suppliers

(R)-(-)-1-Phenyl-1,2-ethanediol2-tosylate 98% ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)S(=O)OCC(C2=CC=CC=C2)O.C=O

Technology Process of 2-Hydroxy-2-phenylethyl 4-methylbenzene-1-sulfinate--formaldehyde (1/1)

There total 17 articles about 2-Hydroxy-2-phenylethyl 4-methylbenzene-1-sulfinate--formaldehyde (1/1) 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: 99.0%

phenylethane 1,2-diol (93-56-1) + p-toluenesulfonyl chloride (98-59-9) → toluene-4-sulfonic acid 2-hydroxy-2-phenylethyl ester (40434-87-5,40435-14-1,127911-68-6,40348-74-1)

Guidance literature:

With triethylamine; di(n-butyl)tin oxide; In dichloromethane; at 20 ℃; for 0.833333h;

DOI:10.1021/ja016031r

Reference yield: 99.0%

1-phenyl-2-(p-tolylsulfonyloxy)ethanone (7257-94-5) → (R)-2-hydroxy-2-phenylethyl 4-methylbenzenesulfonate (40434-87-5)

Guidance literature:

With formic acid; C₂₅H₂₉N₂O₃RuS; potassium formate; In water; ethyl acetate; at 60 ℃; for 8h; enantioselective reaction; Inert atmosphere;

DOI:10.1002/adsc.201701227

Reference yield: 92.2%

(R)-1-phenyl-1,2-ethanediol (16355-00-3) + p-toluenesulfonyl chloride (98-59-9) → (R)-2-hydroxy-2-phenylethyl 4-methylbenzenesulfonate (40434-87-5)

Guidance literature:

With di(n-butyl)tin oxide; triethylamine; In dichloromethane; at 0 - 20 ℃; for 3h;

DOI:10.1002/jhet.2871

upstream raw materials:

styrene oxide

toluene-4-sulfonic acid

phenylethane 1,2-diol

p-toluenesulfonyl chloride

Downstream raw materials:

(R)-2-azido-1-phenylethanol

C₂₁H₃₀O₄SSi

(R)-3-phenyl-3-hydroxypropanenitrile

4-Phenyl-1,3-dioxolan-2-one

Refernces

• 1、 Dong, Hai,Liu, Yu,Lv, Jian,Zhu, Jia-Jia. "Regioselective Sulfonylation/Acylation of Carbohydrates Catalyzed by FeCl3 Combined with Benzoyltrifluoroacetone and Its Mechanism Study". . p. 3307 - 3319. Retrieved 2020/03/25.
• 2、 Xu, Guiqing,Mao, Shen,Mao, Longfei,Jiang, Yuqin,Zhou, Yong,Shen, Jiaxuan,Dong, Wenpei. "Study on a New Method for Synthesis of Mirabegron". . p. 2703 - 2707. Retrieved 2017/09/26.