2-HYDROXYMETHYL-1,4-BENZODIOXANE

Base Information

• Chemical Name: 2-HYDROXYMETHYL-1,4-BENZODIOXANE
• CAS No.: 3663-82-9
• Molecular Formula: C9H10 O3
• Molecular Weight: 166.177
• Hs Code.: 29329990
• European Community (EC) Number: 222-921-9
• NSC Number: 403800,51502,36578,36118,24520,1880
• DSSTox Substance ID: DTXSID101283793
• Nikkaji Number: J71.430E
• Wikidata: Q106902658
• Mol file: 3663-82-9.mol

Synonyms:1,4-Benzodioxan-2-methanol(7CI,8CI); (1,4-Benzodioxan-2-yl)methanol;(2,3-Dihydro-1,4-benzodioxin-2-yl)methanol; 1,4-Benzodioxane-2-methanol;2,3-Dihydro-1,4-benzodioxin-2-methanol; 2-(Hydroxymethyl)-1,4-benzodioxan;2-(Hydroxymethyl)-1,4-benzodioxane; NSC 1880; NSC 24520; NSC 36118; NSC 36578;NSC 403800; NSC 51502

Chemical Property of 2-HYDROXYMETHYL-1,4-BENZODIOXANE

Chemical Property:

• Appearance/Colour: white to light yellow crystalline powder
• Vapor Pressure: 0.00172mmHg at 25°C
• Melting Point: 87-90 °C(lit.)
• Refractive Index: 1.5500 (estimate)
• Boiling Point: 286 °C
• PKA: 13.98±0.10(Predicted)
• Flash Point: 124℃
• PSA: 38.69000
• Density: 1.213
• LogP: 0.81870
• Storage Temp.: Store below +30°C.
• XLogP3: 1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 166.062994177
• Heavy Atom Count: 12
• Complexity: 149

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-Hydroxymethyl-1,4-benzodioxane ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(OC2=CC=CC=C2O1)CO
• Uses: 2-Hydroxymethyl-1,4-benzodioxane is a substituted benzodioxane with antihepatotoxic activity. 2-Hydroxymethyl-1,4-benzodioxane is used as an intermediate in the preparation of Guanoxan (G839500).

Technology Process of 2-HYDROXYMETHYL-1,4-BENZODIOXANE

There total 31 articles about 2-HYDROXYMETHYL-1,4-BENZODIOXANE 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: 98.0%

ethyl 2,3-dihydro-1,4-benzodioxin-2-carboxylate (4739-94-0) → 2-hydroxymethyl-2,3-dihydrobenzo[1,4]dioxin (3663-82-9)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 20 ℃; for 0.5h;

DOI:10.1016/S0223-5234(00)00164-1

Reference yield: 94.0%

Carbonic acid 2,3-dihydro-benzo[1,4]dioxin-2-ylmethyl ester 2-trimethylsilanyl-ethyl ester (78687-54-4) → ethene (74-85-1) + trimethylsilyl fluoride (420-56-4) + 2-hydroxymethyl-2,3-dihydrobenzo[1,4]dioxin (3663-82-9)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 0.166667h; deprotection of TMSEC derivat with various catalyst;

DOI:10.1016/0040-4039(81)89023-5

Reference yield: 91.0%

2-(2-bromophenoxy)propane-1,3-diol → 2-hydroxymethyl-2,3-dihydrobenzo[1,4]dioxin (3663-82-9)

Guidance literature:

With (4,4′-di-tert-butyl-2,2′-dipyridyl)Ni(o-tolyl)(Br); 1,8-diazabicyclo[5.4.0]undec-7-ene; In toluene; at 80 ℃; for 24h; Inert atmosphere; Sealed tube; UV-irradiation;

DOI:10.1002/anie.202003359

upstream raw materials:

ethyl 2,3-dihydro-1,4-benzodioxin-2-carboxylate

benzene-1,2-diol

glycerol

epichlorohydrin

Downstream raw materials:

1,4-benzodioxane-2-carboxylic acid

(2,3-dihydrobenzo[b][1,4]dioxin-2-yl)(piperazin-1-yl)methanone

doxazosin

(R)-doxazosin

Refernces

• 1、 Cawley, John J.,Onat, Ediz. "THE KINETICS AND MECHANISM(S) OF NUCLEOPHILIC ATTACK BY CATECHOLATE ANION ON EPIBROMOHYDRIN-d2". . p. 395 - 398. Retrieved 1994.
• 2、 Cao, Rui,Lai, Chu-Hui,Li, Gang,Liu, Fengyi,Lu, Huan-Huan,Wang, Chao,Xiao, Jianliang,Xue, Dong,Yang, Liu,Zhang, Wei. "Light-Promoted Nickel Catalysis: Etherification of Aryl Electrophiles with Alcohols Catalyzed by a NiII-Aryl Complex". . p. 12714 - 12719. Retrieved 2020/06/02.
• 3、 -. "PROCESS FOR OBTAINING PHENOLIC DERIVATIVES BY USING GLYCEROL CARBONATE". Page/Page column 17; 18; 19; 20; 21; 22; 23; 24. . Retrieved 2018/10/19.