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
Canonical 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.
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:

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
The molarity calculator equation

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

The dilution calculator equation

Concentration (start) × Volume (start) = Concentration (final) × Volume (final)

This equation is commonly abbreviated as: C1V1 = C2V2

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