AZADO

Base Information

• Chemical Name: AZADO
• CAS No.: 57625-08-8
• Molecular Formula: C9H14NO
• Molecular Weight: 152.22
• Hs Code.: 2933990090
• Mol file: 57625-08-8.mol

Synonyms:2-Azaadamantane-N-oxyl;AZADO

Chemical Property of AZADO

Chemical Property:

• Melting Point: 182-189 °C (D)
• PSA: 3.24000
• LogP: 1.53270
• Storage Temp.: 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

2-Azaadamantane-N-oxyl 96% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Description: 2-Azaadamantane N-Oxyl (AZADO) is a less hindered nitroxyl radical, that exhibits an enhanced reactivity compared with TEMPO.
• Uses: 2-Azaadamantane-N-oxyl (AZADO) may be employed in the following studies:As catalyst for the oxidation of wood cellulose.As catalyst in the total synthesis of Yaku′amide A, a potential cytotoxin obtained from sponge Ceratopsion sp.As oxidant for the oxidation of (S)-glycidol.

Technology Process of AZADO

There total 21 articles about AZADO 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: 67.0%

2-azatricyclo[3.3.1.13,7 ]decane (768-41-2) → 2-azatricyclo[3.3.1.13,7]dec-2-yloxidanyl (57625-08-8)

Guidance literature:

2-azatricyclo[3.3.1.13,7 ]decane; With sodium tungstate (VI) dihydrate; In methanol; at 25 ℃; for 0.5h;

With urea hydrogen peroxide adduct; In methanol; for 3h;

DOI:10.1002/anie.201706594

Reference yield:

2-azatricyclo[3.3.1.13,7 ]decane (768-41-2) → 2-azaadamantane-N-oxyl (57625-08-8)

Guidance literature:

With sodium tungstate (VI) dihydrate; urea hydrogen peroxide adduct; In dichloromethane; at 20 ℃; for 3h;

Reference yield:

1,3-adamantandiol (5001-18-3) → 2-azatricyclo[3.3.1.13,7]dec-2-yloxidanyl (57625-08-8)

Guidance literature:

Multi-step reaction with 10 steps

1.1: 81 percent / p-TsCl / pyridine; benzene / 12 h / 75 °C

2.1: 54 percent / OsO₄; NaIO₄ / tetrahydrofuran; H₂O / 5 h / 20 °C

3.1: 94 percent / p-TsOH*H₂O / toluene / 2 h / Heating

4.1: 100 percent / HCl*NH₂OH / pyridine / 4 h / 40 °C

5.1: MoO₃; NaBH₄ / methanol

5.2: 75 percent / Et₃N / methanol / 1 h / 0 °C

6.1: 100 percent / aq. HCl / methanol / 2 h / 20 °C

7.1: H₂ / Pd/C / methanol / 2 h / 20 °C

8.1: SOCl₂ / 1 h / Heating

9.1: LiAlH₄ / 1,2-dimethoxy-ethane / 1 h / Heating

10.1: Na₂WO₄*2H₂O / methanol / 0.5 h / 20 °C

10.2: 42 mg / urea hdyrpgenperoxide / methanol / 3.5 h / 20 °C

With hydrogenchloride; sodium tetrahydroborate; sodium tungstate; sodium periodate; osmium(VIII) oxide; lithium aluminium tetrahydride; thionyl chloride; hydroxylamine hydrochloride; hydrogen; toluene-4-sulfonic acid; p-toluenesulfonyl chloride; molybdenum(VI) oxide; palladium on activated charcoal; In tetrahydrofuran; pyridine; methanol; 1,2-dimethoxyethane; water; toluene; benzene;

DOI:10.1021/ja0620336

upstream raw materials:

2-azatricyclo[3.3.1.13,7 ]decane

7,7-ethylenedioxybicyclo[3.3.1]nonan-3-one oxime

N-benzyloxycarbonyl-2-azaadamantane-1-ol

1-Hydroxy-2-aza-adamantan

Downstream raw materials:

C₁₉H₂₉NO₂

3-(3-butenyl)cyclohex-2-en-1-one

C₂₃H₂₅NO₂

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