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alpha-(Methylaminomethyl)benzyl alcohol

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alpha-(Methylaminomethyl)benzyl alcohol Basic information

Product Name:
alpha-(Methylaminomethyl)benzyl alcohol
Synonyms:
  • (+-)-alpha-((methylamino)methyl)benzenemethanol
  • dl-1-phenyl-1-oxy-2-(methylamino)-aethan
  • dl-benzylalcoho
  • HALOSTACHINE
  • DL-ALPHA-(METHYLAMINOMETHYL)BENZYL ALCOHOL
  • 2-METHYLAMINO-1-PHENYLETHANOL
  • ALPHA-(METHYLAMINOMETHYL)BENZYL ALCOHOL
  • N-METHYLPHENYLETHANOLAMINE
CAS:
68579-60-2
MF:
C9H13NO
MW:
151.21
EINECS:
218-689-3
Mol File:
68579-60-2.mol
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alpha-(Methylaminomethyl)benzyl alcohol Chemical Properties

Melting point:
74-76 °C(lit.)
Boiling point:
273.23°C (rough estimate)
Density 
1.0406 (rough estimate)
refractive index 
1.5380 (estimate)
storage temp. 
-20°C, Inert atmosphere
solubility 
Chloroform (Slightly), Methanol (Slightly)
form 
Solid
color 
White to Off-White
InChI
InChI=1S/C9H13NO/c1-10-7-9(11)8-5-3-2-4-6-8/h2-6,9-11H,7H2,1H3
InChIKey
ZCTYHONEGJTYQV-UHFFFAOYSA-N
SMILES
C(O)(CNC)C1=CC=CC=C1
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Safety Information

Hazard Codes 
Xn
Risk Statements 
20/22
Safety Statements 
36
WGK Germany 
3
RTECS 
DO9625000

MSDS

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alpha-(Methylaminomethyl)benzyl alcohol Usage And Synthesis

Chemical Properties

WHITE FINE CRYSTALLINE NEEDLES

Uses

α-(Methylaminomethyl)benzyl alcohol was used in the synthesis of 1,4-disubstituted-2,3,4,5-tetrahydro-1H-3-benzazepines. It was also used as internal standard during determination of pseudoephedrine and phenylpropanolamine urine concentrations by HPLC. And 2-(Methylamino)-1-phenylethanol is a reagent used in the synthesis of novel hydrazine inhibitors for human vascular adhesion protein-1.

Definition

ChEBI: alpha-(Methylaminomethyl)benzyl alcohol is an alkaloid that is ethanolamine having the phenyl group at the 1-position and a methyl group attached to the nitrogen. It has been isolated from Halostachys caspica. It has a role as a human metabolite and a plant metabolite. It is an alkaloid and a member of phenylethanolamines. It is a conjugate base of a N-methylphenylethanolaminium.

Synthesis Reference(s)

Journal of the American Chemical Society, 102, p. 7125, 1980 DOI: 10.1021/ja00543a051
The Journal of Organic Chemistry, 49, p. 4107, 1984 DOI: 10.1021/jo00196a001

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