(2-(Aminomethyl)phenyl)methanol

Base Information

• Chemical Name: (2-(Aminomethyl)phenyl)methanol
• CAS No.: 4152-92-5
• Molecular Formula: C8H11NO
• Molecular Weight: 137.181
• Hs Code.: 2922199090
• UNII: VW6E8HZ346
• ChEMBL ID: CHEMBL3139541
• DSSTox Substance ID: DTXSID10460772
• Nikkaji Number: J2.663.914J
• Wikidata: Q72439109
• Mol file: 4152-92-5.mol

Synonyms:(2-(aminomethyl)phenyl)methanol;4152-92-5;[2-(aminomethyl)phenyl]methanol;2-(Aminomethyl)benzyl Alcohol;Benzenemethanol, 2-(aminomethyl)-;2-(Hydroxymethyl)benzylamine;VW6E8HZ346;UNII-VW6E8HZ346;MFCD09035091;CHEMBL3114404;2-Hydroxymethylbenzylamine;(2-Aminomethylphenyl)methanol;SCHEMBL2553273;CHEMBL3139541;DTXSID10460772;FTFHSGKASINZBY-UHFFFAOYSA-N;AMY20743;1-hydroxymethyl-2-aminomethylbenzene;BDBM50446750;AKOS004123435;CS-W003577;BS-13250;SY021933;(2-(aminomethyl)phenyl)methanol, AldrichCPR;BB 0261378;FT-0703120;EN300-52062;AB01003845-01;A825584;Z336080860

Chemical Property of (2-(Aminomethyl)phenyl)methanol

Chemical Property:

• Vapor Pressure: 0.00321mmHg at 25°C
• Boiling Point: 271℃
• PKA: 14.28±0.10(Predicted)
• Flash Point: 118℃
• PSA: 46.25000
• Density: 1.113
• LogP: 1.33790
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: -0.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 137.084063974
• Heavy Atom Count: 10
• Complexity: 95.3

Purity/Quality:

99% ^*data from raw suppliers

(2-(Aminomethyl)phenyl)methanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)CN)CO
• Uses: [2-(aminomethyl)phenyl]methanol can be used as organic synthesis intermediate and pharmaceutical intermediate, mainly used in laboratory research and development process and chemical production process. (2-(Aminomethyl)phenyl)methanol is a useful research intermediate for the total synthesis of Adalinine.

Technology Process of (2-(Aminomethyl)phenyl)methanol

There total 15 articles about (2-(Aminomethyl)phenyl)methanol 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: 91.0%

o-formylbenzonitrile (7468-67-9) → 2-(hydroxymethyl)benzylamine (4152-92-5)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1021/ja108212v

Reference yield: 70.0%

5,6-benzo-2-methyl-4,7-dihydro-1,3-oxazepine (359010-73-4) → 2-(hydroxymethyl)benzylamine (4152-92-5)

Guidance literature:

Alkaline hydrolysis;

DOI:10.1023/A:1017513522525

Reference yield: 64.0%

1,5-dihydro-2,4,3-benzodioxadiepin-3-oxide (6538-31-4) + acetonitrile (75-05-8,26809-02-9) → 2-(hydroxymethyl)benzylamine (4152-92-5) + 5,6-benzo-2-methyl-4,7-dihydro-1,3-oxazepine (359010-73-4)

Guidance literature:

1,5-dihydro-2,4,3-benzodioxadiepin-3-oxide; acetonitrile; With sulfuric acid; for 3h; Heating;

With lithium hydroxide; In water; at 0 ℃; pH=9 - 10;

DOI:10.1023/A:1012380812933

upstream raw materials:

4-oxo-3,4-dihydro-(1H)-2,3-benzoxazine

3,4-dihydro-1H-benzo[d][1,2]oxazine

1,5-dihydro-2,4,3-benzodioxadiepin-3-oxide

acetonitrile

Downstream raw materials:

C₂₄H₂₇NO₃

t-butyldimethylsilyl ether of 2-(aminomethyl)benzyl alcohol

Refernces

• 1、 Chen, Yang-Bo,Sun, Zhou,Wang, Ze-Shu,Ye, Long-Wu,Zhang, Hao-Wen,Zhu, Chunyin. "Ynamide Smiles Rearrangement Triggered by Visible-Light-Mediated Regioselective Ketyl-Ynamide Coupling: Rapid Access to Functionalized Indoles and Isoquinolines". supporting information. p. 3636 - 3644. Retrieved 2020/03/06.
• 2、 Bernárdez, Rodrigo,Suárez, Jaime,Fa?anás-Mastral, Martín,Varela, Jesús A.,Saá, Carlos. "Tandem Long Distance Chain-Walking/Cyclization via RuH2(CO)(PPh3)3/Br?nsted Acid Catalysis: Entry to Aromatic Oxazaheterocycles". supporting information. p. 642 - 645. Retrieved 2016/03/01.