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L12570 3-Hydroxypropionitrile, 97%

CAS Number
109-78-4
Synonyms
2-Cyanoethanol
Ethylene cyanohydrin

Stock No. Size Price ($) Quantity Availability
L12570-14 25g 23.90
L12570-30 250g 38.80
L12570-0B 1000g 96.20
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3-Hydroxypropionitrile, 97%

MDL
MFCD00002826
EINECS
203-704-8

Chemical Properties

Formula
C3H5NO
Formula Weight
71.08
Melting point
-46°
Boiling Point
227-228°
Flash Point
128°(262°F)
Density
1.041
Refractive Index
1.4250
Storage & Sensitivity
Ambient temperatures.
Solubility
Fully miscible in water.

Applications

3-Hydroxypropionitrile has been used as polar solvent to investigate the orientation of the phospholipid at the surface of the polar solvents by neutral impact collision ion scattering spectroscopy and as a reagent for carboxyl protection in peptide synthesis. It has been used also in solid state composite electrolyte for dye-sensitized solar cells.

Notes

Stable under recommended storage conditions. Incompatible with oxidizing agents.

Literature References

Hartwig Pohl; Thomas Krebs; Harald Morgner. Orientation of 1-palmitoyl-2-oleoyl-sn-glycero-3-phosphocholine at the surface of formamide and hydroxypropionitrile. Langmuir. 2010, 26,(4), 2473-2476.

 

Hongxia Wang; Xizhe Liu; Zhaoxiang Wang; Hong Li; Dongmei Li; Qingbo Meng; Liquan Chen. Effect of iodine addition on solid-state electrolyte LiI/3-hydroxypropionitrile (1:4) for dye-sensitized solar cells. Journal of Physical Chemistry B. 2006, 110,(12), 5970-5974.

Protection of carboxylic acids as 2-cyanoethyl esters can be accomplished by DCC-DMAP coupling. The esters can be cleaved with TBAF in DMF-THF: Chem. Pharm. Bull., 42, 147 (1994), or Na2S in methanol: Chem. Pharm. Bull., 42, 1579 (1994).

Can also be used to protect the phosphate group, by condensation with 2,4,6-Triisopropyl­benzenesulfonyl­ chloride, A11458: Chem. Pharm. Bull., 25, 2844 (1977), or DCC: J. Am. Chem. Soc., 83, 159 (1961). Cleavage can be effected with an amine: Tetrahedron Lett., 23, 5119 (1982), ammonia: J. Org. Chem., 59, 2482 (1994); Tetrahedron Lett., 35, 4311 (1994), or TBAF: Tetrahedron Lett., 1255 (1976).

Precursor of 2-cyanoethyl 2,2,2-trichloroethyl phosphorochloridate, a reagent for the phosphorylation of nucleosides: Synthesis, 831 (1980); see 2,2,2-Trichloroethanol, L08163.

Hazard Statements:

May be harmful if swallowed. Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.

Precautionary Statements:

Avoid breathing dust/fume/gas/mist/vapours/spray. Wear protective gloves and eye/face protection. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Other References

Merck
14,3794
Beilstein
635773
Harmonized Tariff Code
2926.90
TSCA
Yes
RTECS
MU5250000

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