trans-Crotononitrile (contains ca. 20% cis- isomer)
Product Information
Molecular Formula
C4H5N
Molecular Weight
67.09
Description
Crotononitrile is a nitrile.
Synonyms
trans-2-Butenenitrile (contains ca. 20% cis- isomer)
IUPAC Name
(E)-but-2-enenitrile
SMILES
CC=CC#N
InChI
InChI=1S/C4H5N/c1-2-3-4-5/h2-3H,1H3/b3-2+
InChI Key
NKKMVIVFRUYPLQ-NSCUHMNNSA-N
Flash Point
16 °C
Purity
>75.0%(GC)
Density
0.83
Appearance
Colorless to Light yellow clear liquid
Refractive Index
1.42
Vapor Pressure
32.0 [mmHg]
Safety Information
Hazards
H225:
Highly flammable liquid and vapour.
H302:
Harmful if swallowed.
H315:
Causes skin irritation.
H319:
Causes serious eye irritation.
Highly flammable liquid and vapour.
H302:
Harmful if swallowed.
H315:
Causes skin irritation.
H319:
Causes serious eye irritation.
Precautionary Statement
P210:
Keep away from heat, sparks, open flames, hot surfaces. No smoking.
P233:
Keep container tightly closed.
P264:
Wash thoroughly after handling.
P280:
Wear protective gloves/protective clothing/eye protection/face protection.
P303+P361+P353:
IF ON SKIN (or hair):
Take off immediately all contaminated clothing. [As modified by IV ATP].
Rinse skin with water/shower.
P370+P378:
In case of fire:
Use for extinction:
Keep away from heat, sparks, open flames, hot surfaces. No smoking.
P233:
Keep container tightly closed.
P264:
Wash thoroughly after handling.
P280:
Wear protective gloves/protective clothing/eye protection/face protection.
P303+P361+P353:
IF ON SKIN (or hair):
Take off immediately all contaminated clothing. [As modified by IV ATP].
Rinse skin with water/shower.
P370+P378:
In case of fire:
Use for extinction:
Computed Properties
XLogP3
0.8
Hydrogen Bond Donor Count
0
Hydrogen Bond Acceptor Count
1
Rotatable Bond Count
0
Exact Mass
67.042199164 g/mol
Monoisotopic Mass
67.042199164 g/mol
Topological Polar Surface Area
23.8Ų
Heavy Atom Count
5
Formal Charge
0
Complexity
72.9
Isotope Atom Count
0
Defined Atom Stereocenter Count
0
Undefined Atom Stereocenter Count
0
Defined Bond Stereocenter Count
1
Undefined Bond Stereocenter Count
0
Covalently-Bonded Unit Count
1
Compound Is Canonicalized
Yes
Patents
| Publication Number | Title | Priority Date |
|---|---|---|
| CN-114188545-A | Current collector, battery and electronic equipment | 2021-12-07 |
| CN-114031715-A | Sulfoamido-containing resin and preparation method and application thereof | 2021-10-18 |
| CN-113731310-A | Hollow expandable microsphere with super-large particle size and preparation method thereof | 2021-10-15 |
| CN-113929834-A | High-voltage-resistant solid polymer electrolyte, preparation method thereof and lithium ion battery | 2021-10-11 |
| CN-113511971-A | 4-halogenated-2-methyl-2-ethyl crotonate and preparation method thereof | 2021-07-14 |
| CN-113636992-A | Method for synthesizing ethyl fenugreek lactone spice | 2021-07-09 |
| CN-113201090-A | Thermally foamed microspheres and method for preparing same | 2021-06-08 |
| CN-113372611-A | Super-absorbent polymer capable of improving absorption speed and preparation method and application thereof | 2021-06-07 |
| CN-113241478-A | Electrolyte solution, electrochemical device, and electricity-consuming apparatus | 2021-05-08 |
| CN-113161612-A | Non-aqueous electrolyte for lithium ion battery and lithium ion battery comprising same | 2021-03-31 |
Literatures
| PMID | Publication Date | Title | Journal |
|---|---|---|---|
| 22051853 | 2012-01-25 | Role of CYP2E1-mediated metabolism in the acute and vestibular toxicities of nineteen nitriles in the mouse | Toxicology letters |
| 20553991 | 2011-03-01 | A new unifying hypothesis for lathyrism, konzo and tropical ataxic neuropathy: nitriles are the causative agents | Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association |
| 21126563 | 2011-02-05 | Butenenitriles have low axonopathic potential in the rat | Toxicology letters |
| 19103577 | 2008-12-01 | The reaction of beta-amino-alpha,gamma-dicyanocrotononitrile with acetophenone: synthesis of pyridine, pyridazine and thiophene derivatives with antimicrobial activities | Acta pharmaceutica (Zagreb, Croatia) |
| 18209810 | 2008-02-07 | Oxidation of primary alcohols to methyl esters by hydrogen transfer | Chemical communications (Cambridge, England) |
| 17878057 | 2007-12-15 | Differential role of CYP2E1-mediated metabolism in the lethal and vestibulotoxic effects of cis-crotononitrile in the mouse | Toxicology and applied pharmacology |
| 17159233 | 2007-03-01 | Behavioral disturbances and hair cell loss in the inner ear following nitrile exposure in mice, guinea pigs, and frogs | Toxicological sciences : an official journal of the Society of Toxicology |
| 16115211 | 2005-08-01 | Differential effects of trans-crotononitrile and 3-acetylpyridine on inferior olive integrity and behavioural performance in the rat | The European journal of neuroscience |
| 15136811 | 2004-05-21 | Exploring the boundaries of a light-driven molecular motor design: new sterically overcrowded alkenes with preferred direction of rotation | Organic & biomolecular chemistry |
| 12649041 | 2003-03-01 | Comparison of cis- and trans-crotononitrile effects in the rat reveals specificity in the neurotoxic properties of nitrile isomers | Toxicology and applied pharmacology |
