Benzenemethanol, 5-(aminomethyl)-a-methyl-2-nitro-

Base Information

• Chemical Name: Benzenemethanol, 5-(aminomethyl)-a-methyl-2-nitro-
• CAS No.: 138957-91-2
• Molecular Formula: C9H12N2O3
• Molecular Weight: 196.206
• Mol file: 138957-91-2.mol

Synonyms:1-(5-aminomethyl-2-nitrophenyl)ethanole;

Chemical Property of Benzenemethanol, 5-(aminomethyl)-a-methyl-2-nitro-

Chemical Property:

• Boiling Point: 386.8±32.0 °C(Predicted)
• PSA: 92.07000
• Density: 1.287±0.06 g/cm3(Predicted)
• LogP: 2.33030

Purity/Quality:

99.3% ^*data from raw suppliers

1-(5-(aminomethyl)-2-nitrophenyl)ethanol 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Benzenemethanol, 5-(aminomethyl)-a-methyl-2-nitro-

There total 7 articles about Benzenemethanol, 5-(aminomethyl)-a-methyl-2-nitro- 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: 83.0%

1-(5-(azidomethyl)-2-nitrophenyl)ethanol (1241387-87-0) → 1-[5-(aminomethyl)-2-nitrophenyl]ethanol (138957-91-2)

Guidance literature:

With triphenylphosphine; In tetrahydrofuran; water; at 20 ℃; for 4h;

DOI:10.1016/j.bmc.2017.09.014

Reference yield:

1-(5-Bromomethyl-2-nitrophenyl)-ethanone (99821-59-7) → 1-[5-(aminomethyl)-2-nitrophenyl]ethanol (138957-91-2)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium azide / water; acetone / 75 °C / Inert atmosphere

2: sodium tetrahydroborate / 1,4-dioxane; water / 0.5 h / Inert atmosphere

3: water; triphenylphosphine / tetrahydrofuran / 4 h / 60 °C / Inert atmosphere

With sodium tetrahydroborate; sodium azide; water; triphenylphosphine; In tetrahydrofuran; 1,4-dioxane; water; acetone; 3: Staudinger reaction;

DOI:10.1021/ja1083909

Reference yield:

(5-methyl-2-nitro-benzoyl)-malonic acid diethyl ester (872270-50-3) → 1-[5-(aminomethyl)-2-nitrophenyl]ethanol (138957-91-2)

Guidance literature:

Multi-step reaction with 5 steps

1: hydrogenchloride; water / Inert atmosphere

2: N-Bromosuccinimide; dibenzoyl peroxide / tetrachloromethane / Reflux; Inert atmosphere

3: sodium azide / water; acetone / 75 °C / Inert atmosphere

4: sodium tetrahydroborate / 1,4-dioxane; water / 0.5 h / Inert atmosphere

5: water; triphenylphosphine / tetrahydrofuran / 4 h / 60 °C / Inert atmosphere

With hydrogenchloride; sodium tetrahydroborate; N-Bromosuccinimide; sodium azide; water; triphenylphosphine; dibenzoyl peroxide; In tetrahydrofuran; 1,4-dioxane; tetrachloromethane; water; acetone; 5: Staudinger reaction;

DOI:10.1021/ja1083909

upstream raw materials:

1-(5-(azidomethyl)-2-nitrophenyl)ethanol

1-(5-azidomethyl-2-nitrophenyl)ethanone

5-methyl-2-nitrobenzoic acid

5-methyl-2-nitrobenzoyl chloride

Downstream raw materials:

C₄₂H₄₀N₄O₇

Refernces

• 1、 -. "MASSIVE PARALLEL METHOD FOR DECODING DNA AND RNA". Paragraph 0042; 0150. . Retrieved 2016/12/16.
• 2、 Szychowski, Janek,Mahdavi, Alborz,Hodas, Jennifer J. L.,Bagert, John D.,Ngo, John T.,Landgraf, Peter,Dieterich, Daniela C.,Schuman, Erin M.,Tirrell, David A.. "Cleavable biotin probes for labeling of biomolecules via azide-alkyne cycloaddition". experimental part. p. 18351 - 18360. Retrieved 2011/03/18.