EU/US Properties Organoleptics Cosmetics Suppliers Safety Safety in use Safety references References Other Blenders Uses Occurrence Synonyms Articles Notes
 

isoprene
1,3-butadiene, 2-methyl-

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Name:2-methylbuta-1,3-diene
CAS Number: 78-79-5Picture of molecule3D/inchi
Other(deleted CASRN):78006-92-5
ECHA EINECS - REACH Pre-Reg:201-143-3
FDA UNII: 0A62964IBU
Nikkaji Web:J1.958E
Beilstein Number:0969158
MDL:MFCD00008600
XlogP3-AA:2.50 (est)
Molecular Weight:68.11876000
Formula:C5 H8
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:indirect food additives: adhesives and components of coatings
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
Google Books:Search
Google Scholar: with word "volatile"Search
Google Scholar: with word "flavor"Search
Google Scholar: with word "odor"Search
Google Patents:Search
US Patents:Search
EU Patents:Search
Pubchem Patents:Search
PubMed:Search
NCBI:Search
DG SANTE Food Contact Materials:2-methyl-1,3-butadiene
FDA Mainterm (IAUFC):78-79-5 ; ISOPRENE
 
Physical Properties:
Appearance:colorless clear liquid (est)
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Specific Gravity:0.67700 to 0.68300 @ 25.00 °C.
Pounds per Gallon - (est).: 5.633 to 5.683
Refractive Index:1.41500 to 1.42100 @ 20.00 °C.
Boiling Point: 33.00 to 34.00 °C. @ 760.00 mm Hg
Vapor Pressure:548.955017 mmHg @ 25.00 °C. (est)
Flash Point: -65.00 °F. TCC ( -53.89 °C. )
logP (o/w): 2.420
Soluble in:
 alcohol
 water, 642 mg/L @ 25 °C (exp)
Insoluble in:
 water
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
LyondellBasell Industries
isoPrene
Sigma-Aldrich: Aldrich
For experimental / research use only.
isoPrene ≥99%
TCI AMERICA
For experimental / research use only.
isoPrene >99.0%(GC)
 
Safety Information:
Preferred SDS: View
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
gavage-rat LD50 [sex: M,F] 2043.00 - 2210 mg/kg
Study not available
(Kimmerle & Solmecke, 1972)

Dermal Toxicity:
Not determined
Inhalation Toxicity:
inhalation-rat LC50 180 gm/m3/4H
Russian Pharmacology and Toxicology Vol. 31, Pg. 162, 1968.

inhalation-mouse LC50 139 gm/m3/2H
Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 9(1), Pg. 36, 1965.

inhalation-mouse LC50 139000 mg/m3/2H
LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES
Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 9(1), Pg. 36, 1965.

inhalation-rat LC50 180000 mg/m3/4H
BEHAVIORAL: GENERAL ANESTHETIC LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION
Russian Pharmacology and Toxicology Vol. 31, Pg. 162, 1968.

 
Safety in Use Information:
Category:
indirect food additives: adhesives and components of coatings
Recommendation for isoprene usage levels up to:
 not for fragrance use.
 
Recommendation for isoprene flavor usage levels up to:
 not for flavor use.
Maximised Survey-derived Daily Intakes (MSDI-EU): 0.061 (μg/capita/day)
Modified Theoretical Added Maximum Daily Intake (mTAMDI): 3700 (μg/person/day)
Threshold of Concern:1800 (μg/person/day)
Structure Class: I
 
Safety References:
European Food Safety Athority(EFSA):Flavor usage levels; Subacute, Subchronic, Chronic and Carcinogenicity Studies; Developmental / Reproductive Toxicity Studies; Genotoxicity Studies...

European Food Safety Authority (EFSA) reference(s):

Flavouring Group Evaluation 25, (FGE.25)[1] - Aliphatic and aromatic hydrocarbons from chemical group 31 - Scientific Opinion of the Panel on Food Additives, Flavourings, Processing Aids and Materials in Contact with Food
View page or View pdf

Flavouring Group Evaluation 78 (FGE.78)[1] - Consideration of Aliphatic and alicyclic and aromatic hydrocarbons evaluated by JECFA (63rd meeting) structurally related to aliphatic and aromatic hydrocarbons evaluated by EFSA in FGE.25 - Scientific Opinion of the Panel on Food Additives,Flavourings, Processing Aids and Materials in Contact with Food (AFC)
View page or View pdf

EPI System: View
Daily Med:search
NIOSH International Chemical Safety Cards:search
Chemical Carcinogenesis Research Information System:Search
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
Carcinogenic Potency Database:Search
EPA GENetic TOXicology:Search
EPA Substance Registry Services (TSCA):78-79-5
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :6557
National Institute of Allergy and Infectious Diseases:Data
WISER:UN 1218
WGK Germany:3
2-methylbuta-1,3-diene
Chemidplus:0000078795
EPA/NOAA CAMEO:hazardous materials
RTECS:78-79-5
 
References:
 2-methylbuta-1,3-diene
NIST Chemistry WebBook:Search Inchi
Canada Domestic Sub. List:78-79-5
Pubchem (cid):6557
Pubchem (sid):134971076
Pherobase:View
 
Other Information:
(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
FDA Indirect Additives used in Food Contact Substances:View
CHEBI:View
CHEMBL:View
Metabolomics Database:Search
KEGG (GenomeNet):C16521
HMDB (The Human Metabolome Database):Search
FooDB:FDB005121
Export Tariff Code:2901.29.5000
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
Wikipedia:View
Formulations/Preparations:
grades: polymerization (minimum purity 99%); research (99.99%).
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 beer - 0.004 mg/kg
Search PMC Picture
 carrot root
Search Trop Picture
 orange oil
Search Trop Picture
 
Synonyms:
1,3-butadiene, 2-methyl-
2-methyl 1,3-butadiene
beta-methyl bivinyl
2-methyl butadiene
2-methyl-1,3-butadiene
3-methyl-1,3-butadiene
2-methylbuta-1,3-diene
2-methylbutadiene
isopentadiene
 

Articles:

Info:ISOPRENE and TERPENES
US Patents:4,003,935 - 7-Methyl-octahydro-1,4-methano-naphthalen-6-one
PubMed:Biomarkers of infection with Plasmodium falciparum detected in human breath.
PubMed:Isoprenoids and phenylpropanoids are part of the antioxidant defense orchestrated daily by drought-stressed Platanus × acerifolia plants during Mediterranean summers.
PubMed:Double bond stereochemistry influences the susceptibility of short-chain isoprenoids and polyprenols to decomposition by thermo-oxidation.
PubMed:The role of oxidative stress on carotene production by Blakeslea trispora in submerged fermentation.
PubMed:Reconciling functions and evolution of isoprene emission in higher plants.
PubMed:Isoprene production in transgenic tobacco alters isoprenoid, non-structural carbohydrate and phenylpropanoid metabolism, and protects photosynthesis from drought stress.
PubMed:Isoprene improves photochemical efficiency and enhances heat dissipation in plants at physiological temperatures.
PubMed:Toward a photosynthetic microbial platform for terpenoid engineering.
PubMed:On the origin of water-soluble organic tracer compounds in fine aerosols in two cities: the case of Los Angeles and Barcelona.
PubMed:Rapid determination of coenzyme Q10 in food supplements using 1H NMR spectroscopy.
PubMed:[Regulation of isoprenoid pathway for enhanced production of linalool in Saccharomyces cerevisiae].
PubMed:Early induction of apple fruitlet abscission is characterized by an increase of both isoprene emission and abscisic acid content.
PubMed:Chemoprevention of hepatocarcinogenesis with dietary isoprenic derivatives: cellular and molecular aspects.
PubMed:Effect of cigarette menthol content on mainstream smoke emissions.
PubMed:A novel application of the Margin of Exposure approach: segregation of tobacco smoke toxicants.
PubMed:The use of a novel tobacco treatment process to reduce toxicant yields in cigarette smoke.
PubMed:Engineering cyanobacteria for fuels and chemicals production.
PubMed:Identification of moderately halophilic bacteria from Thai fermented fish ( pla-ra ) and proposal of Virgibacillus siamensis sp. nov.
PubMed:Experimental setup and analytical methods for the non-invasive determination of volatile organic compounds, formaldehyde and NOx in exhaled human breath.
PubMed:Catabolism of citronellol and related acyclic terpenoids in pseudomonads.
PubMed:Bacillus siamensis sp. nov., isolated from salted crab (poo-khem) in Thailand.
PubMed:Nitrogen management is essential to prevent tropical oil palm plantations from causing ground-level ozone pollution.
PubMed:Biosynthesis and bioproduction of coenzyme Q10 by yeasts and other organisms.
PubMed:Determining concentration patterns of volatile compounds in exhaled breath by PTR-MS.
PubMed:[Foods fortified with phytosterins: their role in decreasing serum cholesterol level, their European Community authorization and requirements for placing them on the market].
PubMed:Isoprene emissions influence herbivore feeding decisions.
PubMed:Release of isoprene and monoterpenes during the aerobic decomposition of orange wastes from laboratory incubation experiments.
PubMed:Toxicological evaluation of potassium sorbate added to cigarette tobacco.
PubMed:Piscibacillus salipiscarius gen. nov., sp. nov., a moderately halophilic bacterium from fermented fish (pla-ra) in Thailand.
PubMed:Unusual features of a recombinant apple alpha-farnesene synthase.
PubMed:Metabolic engineering of coenzyme Q by modification of isoprenoid side chain in plant.
PubMed:Potential applications of breath isoprene as a biomarker in modern medicine: a concise overview.
PubMed:Antileishmanial activity of the terpene nerolidol.
PubMed:Biosynthesis of irregular diterpenes in Anisotome lyallii by head-to-head coupling of geranyl diphosphate.
PubMed:Selected ion flow tube mass spectrometry (SIFT-MS) for on-line trace gas analysis.
PubMed:Safety evaluation of a triterpenoid-rich extract from bamboo shavings.
PubMed:Arsenicicoccus bolidensis gen. nov., sp. nov., a novel actinomycete isolated from contaminated lake sediment.
PubMed:Effects of ventilation on the collection of exhaled breath in humans.
PubMed:Methyl palmitate: a novel product of the Medfly (Ceratitis capitata) corpus allatum.
PubMed:Reproductive fitness and quinone content of Caenorhabditis elegans clk-1 mutants fed coenzyme Q isoforms of varying length.
PubMed:Biosynthesis of anthecotuloide, an irregular sesquiterpene lactone from Anthemis cotula L. (Asteraceae) via a non-farnesyl diphosphate route.
PubMed:Increase of acetone and ammonia in urine headspace and breath during ovulation quantified using selected ion flow tube mass spectrometry.
PubMed:Volatile metabolites from actinomycetes.
PubMed:Modelling the responses to biological reactive intermediates: establishing the borderlines of risk.
PubMed:Volatile isoprenoid constituents of fruits, vegetables and herbs cumulatively suppress the proliferation of murine B16 melanoma and human HL-60 leukemia cells.
PubMed:Prediction of isoprene diepoxide levels in vivo in mouse, rat and man using enzyme kinetic data in vitro and physiologically-based pharmacokinetic modelling.
PubMed:Biosynthesis of the hemi- and monoterpene moieties of isoprenyl phenyl ethers from the liverwort Trichocolea tomentella.
PubMed:Trace gases in breath of healthy volunteers when fasting and after a protein-calorie meal: a preliminary study.
PubMed:Conjugation of isoprene monoepoxides with glutathione, catalyzed by alpha, mu, pi and theta-class glutathione S-transferases of rat and man.
PubMed:The biotransformation of isoprene and the two isoprene monoepoxides by human cytochrome P450 enzymes, compared to mouse and rat liver microsomes.
PubMed:Effect of crop development on biogenic emissions from plant populations grown in closed plant growth chambers.
PubMed:Changes of dolichol and dolichyl fatty acyl esters during the germination and development of soybeans.
PubMed:Indoor sources of mutagenic aerosol particulate matter: smoking, cooking and incense burning.
PubMed:Interactions of a model block copolymer drug delivery system with two serum proteins and myoglobin.
PubMed:Location and activity of ubiquinone 10 and ubiquinone analogues in model and biological membranes.
PubMed:Analysis of residual vulcanization accelerators in baby bottle rubber teats.
PubMed:Tissue damage and nutritional factors in experimental respiratory tract (Co-)carcinogenesis.
 
Notes:
used in manufacture of ''synthetic'' rubber, butyl rubber; copolymer in production of elastomers.
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