Home Nitriles 3-Butenenitrile

3-Butenenitrile

CAS No.:
109-75-1
Catalog Number:
AG003J5M
Molecular Formula:
C5H6
Molecular Weight:
66.1011
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
5g
97%
In Stock USA
United States
$13
- +
25g
97%
In Stock USA
United States
$38
- +
100g
97%
In Stock USA
United States
$125
- +
500g
97%
In Stock USA
United States
$500
- +
Product Description
Catalog Number:
AG003J5M
Chemical Name:
3-Butenenitrile
CAS Number:
109-75-1
Molecular Formula:
C5H6
Molecular Weight:
66.1011
MDL Number:
MFCD00001962
IUPAC Name:
but-3-enenitrile
InChI:
InChI=1S/C4H5N/c1-2-3-4-5/h2H,1,3H2
InChI Key:
SJNALLRHIVGIBI-UHFFFAOYSA-N
SMILES:
C=CCC#C
EC Number:
203-701-1
UNII:
527U1WJJ18
NSC Number:
2583
Properties
Complexity:
65  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
67.042g/mol
Formal Charge:
0
Heavy Atom Count:
5  
Hydrogen Bond Acceptor Count:
1  
Hydrogen Bond Donor Count:
0
Isotope Atom Count:
0
Molecular Weight:
67.091g/mol
Monoisotopic Mass:
67.042g/mol
Rotatable Bond Count:
1  
Topological Polar Surface Area:
23.8A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
0.4  
Literature
Title Journal
Vestibulotoxic properties of potential metabolites of allylnitrile. Toxicological sciences : an official journal of the Society of Toxicology 20130901
New tetraphosphorus ligands for highly linear selective hydroformylation of allyl and vinyl derivatives. Chemistry (Weinheim an der Bergstrasse, Germany) 20120806
Role of CYP2E1-mediated metabolism in the acute and vestibular toxicities of nineteen nitriles in the mouse. Toxicology letters 20120125
Branching fractions of the CN + C3H6 reaction using synchrotron photoionization mass spectrometry: evidence for the 3-cyanopropene product. The journal of physical chemistry. A 20111124
Asymmetric synthesis of isothiazoles through Cu catalysis: direct catalytic asymmetric conjugate addition of allyl cyanide to α,β-unsaturated thioamides. Angewandte Chemie (International ed. in English) 20110816
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 20110301
Butenenitriles have low axonopathic potential in the rat. Toxicology letters 20110205
Direct catalytic asymmetric addition of allyl cyanide to ketones via soft Lewis acid/hard Brønsted base/hard Lewis base catalysis. Journal of the American Chemical Society 20100421
Preconditioning with subneurotoxic allyl nitrile: protection against allyl nitrile neurotoxicity. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20100201
Synthesis and application of modular phosphine-phosphoramidite ligands in asymmetric hydroformylation: structure-selectivity relationship. Chemistry (Weinheim an der Bergstrasse, Germany) 20100118
Elementary reactions and their role in gas-phase prebiotic chemistry. International journal of molecular sciences 20090501
Direct catalytic asymmetric addition of allyl cyanide to ketones. Journal of the American Chemical Society 20090311
Allylnitrile metabolism by CYP2E1 and other CYPs leads to distinct lethal and vestibulotoxic effects in the mouse. Toxicological sciences : an official journal of the Society of Toxicology 20090201
Direct catalytic asymmetric addition of allylic cyanides to ketoimines. Journal of the American Chemical Society 20081105
Reaction dynamics on the formation of 1- and 3-cyanopropylene in the crossed beams reaction of ground-state cyano radicals (CN) with propylene (C3H6) and its deuterated isotopologues. The journal of physical chemistry. A 20081002
Modular chiral bidentate phosphonites: design, synthesis, and application in catalytic asymmetric hydroformylation reactions. Chemistry (Weinheim an der Bergstrasse, Germany) 20080101
Adsorption of 125I-labeled immunoglobulin G, its F(ab')2 and Fc fragments onto plasma-polymerized films. Biosensors & bioelectronics 20070515
Changes in glucosinolate concentrations, myrosinase activity, and production of metabolites of glucosinolates in cabbage (Brassica oleracea Var. capitata) cooked for different durations. Journal of agricultural and food chemistry 20061004
Induction of detoxication enzymes in mice by naturally occurring allyl nitrile. Journal of agricultural and food chemistry 20051116
Surface reactions of 3-butenenitrile on the Si(001)-2 x 1 surface at room temperature. The journal of physical chemistry. B 20050707
Binolam-AlCl: a two-centre catalyst for the synthesis of enantioenriched cyanohydrin O-phosphates. Chemistry (Weinheim an der Bergstrasse, Germany) 20050620
Synthesis of unsaturated amino alcohols through unexpectedly selective Ru-catalyzed cross-metathesis reactions. Organic letters 20050526
Highly active, regioselective, and enantioselective hydroformylation with Rh catalysts ligated by Bis-3,4-diazaphospholanes. Journal of the American Chemical Society 20050413
Parallel ligand screening on olefin mixtures in asymmetric hydroformylation reactions. Organic letters 20040916
Synthesis and application of a new bisphosphite ligand collection for asymmetric hydroformylation of allyl cyanide. The Journal of organic chemistry 20040611
Kinetics, thermodynamics, and effect of BPh3 on competitive C-C and C-H bond activation reactions in the interconversion of allyl cyanide by [Ni(dippe)]. Journal of the American Chemical Society 20040324
In vitro digestion of sinigrin and glucotropaeolin by single strains of Bifidobacterium and identification of the digestive products. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20040301
Allylnitrile: generation from cruciferous vegetables and behavioral effects on mice of repeated exposure. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20040301
Pi-halogen dimer interactions and the inclusion chemistry of a new tetrahalo aryl host. Organic & biomolecular chemistry 20040121
Removal of nitriles from synthetic wastewater by acrylonitrile utilizing bacteria. Journal of environmental science and health. Part A, Toxic/hazardous substances & environmental engineering 20040101
Competition and selectivity in the reaction of nitriles on ge(100)-2x1. Journal of the American Chemical Society 20030423
Plant-derived biomolecules in fermented cabbage. Journal of agricultural and food chemistry 20021106
[Determination of isothiocyanates and related compounds in mustard extract and horseradish extract used as natural food additives]. Shokuhin eiseigaku zasshi. Journal of the Food Hygienic Society of Japan 20020201
Glucosinolate breakdown products as insect fumigants and their effect on carbon dioxide emission of insects. BMC ecology 20020101
The effect of chlorination on organocyanide compounds. Water environment research : a research publication of the Water Environment Federation 20020101
Biodegradation of glucosinolates in brown mustard seed meal (Brassica juncea) by Aspergillus sp. NR-4201 in liquid and solid-state cultures. Biodegradation 20020101
Behavioural disturbances and sensory pathology following allylnitrile exposure in rats. Brain research 20010622
The ototoxic effects induced in rats by treatment for 12 weeks with 2-butenenitrile, 3-butenenitrile and cis-2-pentenenitrile. Pharmacology & toxicology 20010301
Enzymatic characterization of the recombinant Arabidopsis thaliana nitrilase subfamily encoded by the NIT2/NIT1/NIT3-gene cluster. Planta 20010301
Properties