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3-Methoxypropionitrile

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3-Methoxypropionitrile Basic information

Product Name:
3-Methoxypropionitrile
Synonyms:
  • 1-Cyano-2-methoxyethane
  • 2-Cyanoethyl methyl ether
  • 2-cyanoethylmethylether
  • 3-methoxy-propanenitril
  • 3-Methoxypropanenitrile
  • 3-Methoxypropannitril
  • 3-methoxy-propionitril
  • 3-Methoxypropylnitrile
CAS:
110-67-8
MF:
C4H7NO
MW:
85.1
EINECS:
203-790-7
Product Categories:
  • Building Blocks
  • C1 to C5
  • Chemical Synthesis
  • Nitrogen Compounds
  • Organic Building Blocks
  • C1 to C5
  • Cyanides/Nitriles
  • Nitrogen Compounds
Mol File:
110-67-8.mol
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3-Methoxypropionitrile Chemical Properties

Melting point:
-62.9 °C
Boiling point:
164-165 °C (lit.)
Density 
0.937 g/mL at 25 °C (lit.)
vapor pressure 
2.3 hPa (30 °C)
refractive index 
n20/D 1.403(lit.)
Flash point:
66 °C
storage temp. 
2-8°C
solubility 
540g/l
form 
Liquid
Specific Gravity
0.946
color 
Clear colorless to yellow
PH
6.8 (111g/l, H2O, 25℃)
explosive limit
1.9-15.3%(V)
Water Solubility 
335 g/L (20 ºC)
BRN 
1739284
CAS DataBase Reference
110-67-8(CAS DataBase Reference)
NIST Chemistry Reference
3-Methoxypropionitrile(110-67-8)
EPA Substance Registry System
Propanenitrile, 3-methoxy- (110-67-8)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36-37/39
RIDADR 
3276
WGK Germany 
2
RTECS 
TZ4870000
Autoignition Temperature
390 °C DIN 51794
TSCA 
Yes
HazardClass 
3.2
PackingGroup 
III
HS Code 
29269095
Toxicity
LD50 orally in Rabbit: 4130 mg/kg LD50 dermal Rabbit > 9400 mg/kg

MSDS

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3-Methoxypropionitrile Usage And Synthesis

Chemical Properties

clear colorless to yellow liquid

Uses

3-Methoxypropionitrile is used as a component in high power lithium ion batteries. It is used as pharmaceutical intermediates. It acts as a good solvent for plastic polymers.

Synthesis

67-56-1

107-13-1

110-67-8

GENERAL PROCEDURE: To a solution of activated 2-acrylonitrile (0.5 mmol) in methanol (2.0 mmol) was added Na2CO3 (0.2 mL, 0.05 M aqueous solution) and the reaction mixture was stirred until the 2-acrylonitrile was either completely consumed (monitored by TLC) or a predetermined reaction time was reached. Upon completion of the reaction, the reaction mixture was extracted with ethyl acetate (3 x 5 mL). The organic layers were combined, washed with brine (10 mL), dried over anhydrous Na2SO4, filtered, and concentrated under reduced pressure. The crude product was purified by silica gel column chromatography to give 3-methoxypropionitrile.

References

[1] Inorganic Chemistry, 2010, vol. 49, # 13, p. 6203 - 6213
[2] Tetrahedron, 2011, vol. 67, # 14, p. 2562 - 2569
[3] Tetrahedron, 1981, vol. 37, # 16, p. 2905 - 2908
[4] Tetrahedron Letters, 2014, vol. 55, # 49, p. 6718 - 6720
[5] Journal of the American Chemical Society, 2003, vol. 125, # 29, p. 8696 - 8697

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