4-[(Dimethylamino)methyl]phenol

Base Information

• Chemical Name: 4-[(Dimethylamino)methyl]phenol
• CAS No.: 103-87-7
• Molecular Formula: C9H13 N O
• Molecular Weight: 151.208
• Hs Code.: 2922299090
• European Community (EC) Number: 203-153-3
• UNII: XA8M8AIM6T
• DSSTox Substance ID: DTXSID9041495
• Nikkaji Number: J141.522K
• Wikidata: Q27293745
• Mol file: 103-87-7.mol

Synonyms:4-[(dimethylamino)methyl]phenol;103-87-7;4-((Dimethylamino)methyl)phenol;(Dimethylaminomethyl)phenol;alpha-Dimethylamino-p-cresol;UNII-XA8M8AIM6T;Phenol, 4-((dimethylamino)methyl)-;Phenol, 4-[(dimethylamino)methyl]-;XA8M8AIM6T;4-(Dimethylaminomethyl)-phenol;EINECS 203-153-3;4-(dimethylaminomethyl)phenol;p-dimethylaminomethylphenol;Oprea1_743284;SCHEMBL116611;.alpha.-(Dimethylamino)-cresol;DTXSID9041495;Phenol,[(dimethylamino)methyl]-;MFCD00053408;STK008862;AKOS003658338;P-((DIMETHYLAMINO)METHYL)PHENOL;4-HYDROXYBENZYL-N,N-DIMETHYLAMINE;NCGC00323992-01;.ALPHA.-(DIMETHYLAMINO)-P-CRESOL;CS-0325442;P-CRESOL, .ALPHA.-(DIMETHYLAMINO)-;C80067;AB01319221-02;A929558;Q27293745

Chemical Property of 4-[(Dimethylamino)methyl]phenol

Chemical Property:

• Vapor Pressure: 0.0473mmHg at 25°C
• Boiling Point: 229°Cat760mmHg
• Flash Point: 96.5°C
• PSA: 23.47000
• Density: 1.046g/cm³
• LogP: 1.45380
• XLogP3: 1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 151.099714038
• Heavy Atom Count: 11
• Complexity: 106

Purity/Quality:

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

4-[(Dimethylamino)methyl]phenol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C)CC1=CC=C(C=C1)O

Technology Process of 4-[(Dimethylamino)methyl]phenol

There total 13 articles about 4-[(Dimethylamino)methyl]phenol 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: 90.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + dimethyl amine (124-40-3) + phenol (108-95-2,27073-41-2) → 4-((dimethylamino)methyl)phenol (103-87-7)

Guidance literature:

With β‐cyclodextrin; In water; at 20 ℃; for 4h; Reagent/catalyst; regioselective reaction;

DOI:10.1016/j.tet.2017.12.007

Reference yield: 53.0%

N,N-dimethylammonium chloride (506-59-2) + 4-hydroxy-benzaldehyde (123-08-0,65581-83-1) → 4-((dimethylamino)methyl)phenol (103-87-7)

Guidance literature:

With sodium acetate; sodium cyanoborohydride; acetic acid; In methanol; for 22h; Ambient temperature;

DOI:10.1021/jo00253a019

Reference yield: 50.0%

N,N-dimethyl(methylene)ammonium chloride (30354-18-8) + trimethyl(4-tetrahydro-2H-2-pyranyloxyphenyl)stannane (108613-04-3) → 4-((dimethylamino)methyl)phenol (103-87-7) + Dimethyl-[4-(tetrahydro-pyran-2-yloxy)-benzyl]-amine

Guidance literature:

In dichloromethane; for 15h; Heating;

DOI:10.1016/S0040-4039(00)85120-5

upstream raw materials:

N,N-dimethyl-4-methoxylbenzylamine

4-hydroxy-benzaldehyde

dimethyl amine

N,N-dimethyl(methylene)ammonium chloride

Downstream raw materials:

N,N-dimethyl acetamide

4-(acetyloxy)benzyl acetate

methyl-carbamic acid-(4-dimethylaminomethyl-phenyl ester)

[4-(7-Chloro-5,11-dihydro-10-thia-dibenzo[a,d]cyclohepten-5-yloxy)-benzyl]-dimethyl-amine

Refernces

• 1、 Lasne, M. C.,Ripoll, J. L.,Denis, J. M.. "REACTIONS RETRODIENIQUES-XI SYNTHESE DE COMPOSES POLYINSATURES REACTIFS PAR DOUBLE REACTION DE RETRO-DIELS-ALDER". . p. 503 - 508. Retrieved 1981.
• 2、 Johansson, Anders,L?fberg, Christian,Antonsson, Madeleine,Von Unge, Sverker,Hayes, Martin A.,Judkins, Robert,Ploj, Karolina,Benthem, Lambertus,Lindén, Daniel,Brodin, Peter,Wennerberg, Marie,Fredenwall, Marléne,Li, Lanna,Persson, Joachim,Bergman, Rolf,Pettersen, Anna,Gennemark, Peter,Hogner, Anders. "Discovery of (3-(4-(2-Oxa-6-azaspiro[3.3]heptan-6-ylmethyl)phenoxy)azetidin-1-yl)(5-(4-methoxyphenyl)-1,3,4-oxadiazol-2-yl)methanone (AZD1979), a Melanin Concentrating Hormone Receptor 1 (MCHr1) Antagonist with Favorable Physicochemical Properties". . p. 2497 - 2511. Retrieved 2016/04/10.