CAS 109-78-4|3-hydroxypropanenitrile|3-Hydroxypropionitrile|3-羟基丙腈|2-氰乙醇|氰化乙醇|ethylene cyanohydrin|3-羟丙腈|ETHYLENECYANOHYDRIN|3-Hydroxypropanenitrile|2-Cyanoethan-1-ol|3-Hydroxypropioni...

General Information

Structure

Molecular Formula

C₃H₅NO

Molecular Mass

71.0779

Exact Mass

71.03711379

Charge

InChI

InChI=1S/C3H5NO/c4-2-1-3-5/h5H,1,3H2

InChIKey

WSGYTJNNHPZFKR-UHFFFAOYSA-N

Canonic Smiles

OCCC#N

Isomeric Smiles

OCCC#N

Calculated Properties

JChem

Acid pKa

15.1908455

H Acceptors

H Donor

LogD (pH = 5.5)

-0.7456322

LogD (pH = 7.4)

-0.7456322

Log P

-0.7456322

Molar Refractivity

18.0246

Polarizability

6.7570677

Polar Surface Area

44.02

Rotatable Bonds

Lipinski's Rule of Five

true

Data Source

Names and Identifiers

IUPAC name

3-hydroxypropanenitrile

Synonyms

3-Hydroxypropionitrile3-羟基丙腈2-氰乙醇氰化乙醇3-羟丙腈ETHYLENECYANOHYDRIN3-Hydroxypropanenitrile2-Cyanoethan-1-ol3-HydroxypropionitrileHydracrylonitrileEthylene cyanohydrin2-Cyanoethanol2-Hydroxycyanoethane3-Hydroxypropionitrile2-Cyanoethyl AlcoholGlycol Canohydrin2-Hydroxyethyl CyanideNSC 25982-CYANOETHANOL

IUPAC Traditional name

ethylene cyanohydrin

Names and Identifiers

Registration numbers

EC Number

203-704-8

CAS Number

109-78-4

PubChem SID

2484694616207431424854166

Beilstein Number

MDL Number

PubChem CID

Merck Index

Registration numbers

Properties

Safety Information

Irritant/Light Sensitive/Store under Argon

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Properties

Related Proteins

No Data Available

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Molecular Spectra

Molecule Details

MP Biomedicals

02154998

(Hydracrylonitrile; 3-Hydroxypropionitrile) Purity: >99% 1 ml = approx. 1.04 g

05215859

MP Biomedicals Rare Chemical collection

Sigma Aldrich

236357

Packaging
50 g in glass bottle
Legal Information
ReagentPlus is a registered trademark of Sigma-Aldrich Co. LLC

109924

Packaging
1 kg in glass bottle
5, 250 g in glass bottle

Molecule Details

References

PubChem Literature

From Data Sources

• 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).

• 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.

• 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).

References

Bioactivity

PubChem BioAssay

Bioactivity

Names and Identifiers

IUPAC name

3-hydroxypropanenitrile

Synonyms

IUPAC Traditional name

ethylene cyanohydrin

Registration numbers

EC Number

203-704-8

CAS Number

109-78-4

PubChem SID

2484694616207431424854166

Beilstein Number

MDL Number

PubChem CID

Merck Index

Molecule Details

(Hydracrylonitrile; 3-Hydroxypropionitrile) Purity: >99% 1 ml = approx. 1.04 g

05215859

MP Biomedicals Rare Chemical collection

Sigma Aldrich

236357

Packaging
50 g in glass bottle
Legal Information
ReagentPlus is a registered trademark of Sigma-Aldrich Co. LLC

109924

Packaging
1 kg in glass bottle
5, 250 g in glass bottle

References

PubChem Literature

From Data Sources

• 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.

Bioactivity

PubChem BioAssay

Properties

Safety Information

Irritant/Light Sensitive/Store under Argon

Download link

Molecule

ID:87198