N-Boc-N-methylethylenediamine Chemical Properties

Melting point:

248-251 °C (decomp)

Boiling point:

79°C/0.4mmHg(lit.)

Density 

0.975 g/mL at 20 °C (lit.)

refractive index 

n20/D 1.447

Flash point:

>100 °C

storage temp. 

under inert gas (nitrogen or Argon) at 2–8 °C

solubility 

Chloroform (Slightly), Methanol (Slightly)

pka

9.44±0.10(Predicted)

form 

Liquid

color 

Clear colorless to pale yellow

BRN 

3588326

InChI

InChI=1S/C8H18N2O2/c1-8(2,3)12-7(11)10(4)6-5-9/h5-6,9H2,1-4H3

InChIKey

QYJVBVKFXDHFPQ-UHFFFAOYSA-N

SMILES

C(OC(C)(C)C)(=O)N(CCN)C

CAS DataBase Reference

121492-06-6(CAS DataBase Reference)

Safety Information

Hazard Codes 

C

Risk Statements 

34

Safety Statements 

26-36/37/39-45

RIDADR 

2734

WGK Germany 

3

HazardClass 

8

PackingGroup 

Ⅲ

HS Code 

2924190090

MSDS

• Language:English Provider:SigmaAldrich

N-Boc-N-methylethylenediamine Usage And Synthesis

Uses

N-Boc-N-methylethylenediamine is a compound useful in organic synthesis and other chemical processes.

Chemical Properties

Liquid

Uses

Mono-protected building block.

reaction suitability

reagent type: cross-linking reagent

Synthesis

Step 1: N-methylethylenediamine (11.8 mL, 134.9 mmol) was dissolved in acetonitrile (300 mL) and cooled to -30 °C. Subsequently, triethylamine (TEA, 7.46 mL, 53.9 mmol) was added to this solution, followed by dropwise addition of di-tert-butyl dicarbonate (Boc2O, 9.81 g, 45 mmol) in acetonitrile solution. The reaction mixture was stirred at room temperature for 2 hours. After completion of the reaction, the insoluble material was removed by Celite filtration. The filtrate was purified by silica gel column chromatography (elution gradient: 1:50→1:20→1:10 ethyl acetate/hexane) to afford tert-butyl N-(2-aminoethyl)-N-methylcarbamate (CXVIII) as a yellow oil (5.2 g, 29.9 mmol, 66% yield). The product was confirmed by electrospray ionization mass spectrometry (ESIMS) with molecular formula C8H18N2O2, m/z 175 (M + H).

References

[1] Patent: US2008/318957, 2008, A1. Location in patent: Page/Page column 72; 73
[2] Journal of Medicinal Chemistry, 2000, vol. 43, # 16, p. 3093 - 3102

N-Boc-N-methylethylenediamine(121492-06-6)Related Product Information

• 2-Butoxyethanol
• tert-Butyl peroxybenzoate
• Urethane
• Diethylene glycol monobutyl ether
• Diisobutyl phthalate
• N-METHYLETHYLENEDIAMINE
• tert-Butyl carbazate
• tert-Butyl acetate
• 4-Aminobenzoic acid
• N,N-Dimethylethylenediamine
• Methyl anthranilate
• 2-(2-Aminoethylamino)ethanol
• tert-Butyl 4-aminobenzoate
• N,N,N',N'-Tetramethylethylenediamine
• N-(1-Naphthyl)ethylenediamine dihydrochloride
• Butyl acrylate
• Thiophanate-methyl
• tert-Butanol