2-methyl thiophene
thiophene, 2-methyl-
 
Notes:
Maillard product; present in roast beef and coffee aromas
  • Beijing Lys Chemicals
    • Beijing Lys Chemicals Co, LTD.
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      BEIJING LYS CHEMICALS CO, LTD, established in 2004, is a fine chemical high-tech company which contains R&D, production, and sales. We mainly engaged in export and technology development of flavor and fragrance materials and pharmaceutical intermediates. We have nearly 500 kinds of products, from grams to tons, exported to USA, Europe, South Asia and etc. And we custom manufacture new products according to customers’ needs, and serve good quality products and service. Our goal is to become a fine chemical enterprise which could provide special products and services.
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      10126 2-Methylthiophene
       
  • BOC Sciences
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  • Penta International
    • Penta International Corporation
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      For over 30 years, Penta Manufacturing Company has played a growing role in worldwide chemistry innovations and applications. As an industry leader, Penta continues to pioneer chemistry-based solutions for practically every area of commerce. Our products and expertise have helped fuel technical advances in dozens of commercial applications including flavoring, coloring, fragrances and chemical processes.
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      13-71250 2-METHYLTHIOPHENE
       
  • TCI AMERICA
    • TCI AMERICA
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      Product(s):
      M0635 2-Methylthiophene >97.0%(GC)
       
  • Tianjin Danjun International
    • Tianjin Danjun International Trade Co., LTD.
      Quality Products
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      Tianjin danjun international trade co., LTD. is an organic chemicals trading company approved by the relevant state authorities to register. We have about 300 kinds of products (natural aroma chemicals, synthetic aroma chemicals and pharmaceutical intermediates). Most of the products are used in flavor and fragrance industry. We know the Chinese chemical market well and we have close relationship with many of the main manufacturers, and to provide our customers with quality goods together with comprehensive service.
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      B-068 2-Methyl thiophene
       
  • WholeChem
    • WholeChem, LLC
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      2-Methylthiophene
       
Synonyms   Articles   Notes   Search
CAS Number: 554-14-3Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg: 209-063-0
FDA UNII: 7115JAP77A
Nikkaji Web: J6.459I
Beilstein Number: 0103734
MDL: MFCD00005451
CoE Number: 11631
XlogP3: 2.30 (est)
Molecular Weight: 98.16782000
Formula: C5 H6 S
NMR Predictor: Predict (works with chrome, Edge or firefox)
EFSA/JECFA Comments: No longer supported by Industry (DG SANCO, 2013).
Category: flavoring agents
 
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
Perfumer and Flavorist: Search
Google Patents: Search
US Patents: Search
EU Patents: Search
Pubchem Patents: Search
PubMed: Search
NCBI: Search
DG SANTE Food Flavourings: 15.091  2-methylthiophene
FEMA Number: 4928 2-methylthiophene
FDA:No longer provide for the use of these seven synthetic flavoring substances
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Physical Properties:
Appearance: colorless clear liquid (est)
Assay: 97.00 to 100.00 % 
Food Chemicals Codex Listed: No
Specific Gravity: 1.01300 to 1.02200 @  25.00 °C.
Pounds per Gallon - (est).: 8.429 to  8.504
Refractive Index: 1.51600 to 1.52300 @  20.00 °C.
Melting Point: -63.00 °C. @ 760.00 mm Hg
Boiling Point: 112.00 °C. @ 760.00 mm Hg
Vapor Pressure: 30.964001 mmHg @ 25.00 °C. (est)
Flash Point: 59.00 °F. TCC ( 15.00 °C. )
logP (o/w): 2.330
Soluble in:
 water, 112.6 mg/L @ 25 °C (exp)
 water, 1212 mg/L @ 25 °C (est)
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Organoleptic Properties:
 
Odor Type: sulfurous
 
 sulfurous  alliaceous  onion  roasted  green  
Odor Description:
at 0.01 % in propylene glycol. 
sulfurous alliaceous onion roasted green
 
 
Flavor Type: sulfurous
 
 sulfurous  roasted  green  cabbage  onion  bitter  
Taste Description:
sulfurous roasted green cabbage onion bitter
 
Odor and/or flavor descriptions from others (if found).
 
 
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Cosmetic Information:
None found
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Suppliers:
Ambles Nature et Chimie
2-METHYL THIOPHENE
Beijing Lys Chemicals
2-Methylthiophene
BOC Sciences
For experimental / research use only.
2-Methylthiophene
EMD Millipore
For experimental / research use only.
2-Methylthiophene
Jinan Enlighten Chemical Technology(Wutong Aroma )
2-Methyl thiophene Kosherk
Matrix Scientific
For experimental / research use only.
2-Methylthiophene, 98%
Penta International
2-METHYLTHIOPHENE
Santa Cruz Biotechnology
For experimental / research use only.
2-Methylthiophene 98%
Sigma-Aldrich: Aldrich
For experimental / research use only.
2-Methylthiophene 98%
TCI AMERICA
For experimental / research use only.
2-Methylthiophene >97.0%(GC)
Tianjin Danjun International
2-Methyl thiophene
WholeChem
2-Methylthiophene
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Safety Information:
Preferred SDS: View
European information :
Most important hazard(s):
Xn - Harmful.
R 11 - Highly flammable.
R 22 - Harmful if swallowed.
S 02 - Keep out of the reach of children.
S 16 - Keep away from sources of ignition - No Smoking.
S 20/21 - When using do not eat, drink or smoke.
S 24/25 - Avoid contact with skin and eyes.
S 26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S 36/37/39 - Wear suitable clothing, gloves and eye/face protection.
 
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:
intraperitoneal-rat LD50  1000 mg/kg
"Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure," Izmerov, N.F., et al., Moscow, Centre of International Projects, GKNT, 1982Vol. -, Pg. 87, 1982.

unreported-mammal (species unspecified) LD50  1260 mg/kg
Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 51(5), Pg. 61, 1986.

oral-mouse LD50  1460 mg/kg
"Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure," Izmerov, N.F., et al., Moscow, Centre of International Projects, GKNT, 1982Vol. -, Pg. 87, 1982.

oral-rat LD50  3200 mg/kg
"Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure," Izmerov, N.F., et al., Moscow, Centre of International Projects, GKNT, 1982Vol. -, Pg. 87, 1982.

Dermal Toxicity:
Not determined
Inhalation Toxicity:
inhalation-mouse LC50 11500 mg/m3/2H
"Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure," Izmerov, N.F., et al., Moscow, Centre of International Projects, GKNT, 1982Vol. -, Pg. 87, 1982.

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Safety in Use Information:
Category: flavoring agents
Recommendation for 2-methyl thiophene usage levels up to:
 not for fragrance use.
 
Maximised Survey-derived Daily Intakes (MSDI-EU): 0.019 (μg/capita/day)
Modified Theoretical Added Maximum Daily Intake (mTAMDI): 78 (μg/person/day)
Threshold of Concern:540 (μg/person/day)
Structure Class: II
Use levels for FEMA GRAS flavoring substances on which the FEMA Expert Panel based its judgments that the substances are generally recognized as safe (GRAS).
The Expert Panel also publishes separate extensive reviews of scientific information on all FEMA GRAS flavoring substances and can be found at FEMA Flavor Ingredient Library
publication number: 29
Click here to view publication 29
 average usual ppmaverage maximum ppm
baked goods: 0.3000010.00000
beverages(nonalcoholic): 0.100005.00000
beverages(alcoholic): 0.100005.00000
breakfast cereal: 0.3000010.00000
cheese: 0.100005.00000
chewing gum: 0.100005.00000
condiments / relishes: 0.100005.00000
confectionery froastings: 0.3000010.00000
egg products: 0.100005.00000
fats / oils: 0.100005.00000
fish products: 0.100005.00000
frozen dairy: 0.100005.00000
fruit ices: 0.100005.00000
gelatins / puddings: 0.100005.00000
granulated sugar: --
gravies: 0.100005.00000
hard candy: 0.3000010.00000
imitation dairy: 0.3000010.00000
instant coffee / tea: 0.100005.00000
jams / jellies: 0.100005.00000
meat products: 0.100005.00000
milk products: 0.100005.00000
nut products: 0.100005.00000
other grains: 0.100005.00000
poultry: 0.100005.00000
processed fruits: --
processed vegetables: --
reconstituted vegetables: --
seasonings / flavors: 0.100005.00000
snack foods: 0.3000010.00000
soft candy: 0.3000010.00000
soups: 0.100005.00000
sugar substitutes: --
sweet sauces: 0.100005.00000
 
Food categories according to Commission Regulation EC No. 1565/2000 (EC, 2000) in FGE.06 (EFSA, 2002a). According to the Industry the "normal" use is defined as the average of reported usages and "maximum use" is defined as the 95th percentile of reported usages (EFSA, 2002i).
Note: mg/kg = 0.001/1000 = 0.000001 = 1/1000000 = ppm.
 average usage mg/kgmaximum usage mg/kg
Dairy products, excluding products of category 02.0 (01.0): 0.200001.00000
Fats and oils, and fat emulsions (type water-in-oil) (02.0): 0.100000.50000
Edible ices, including sherbet and sorbet (03.0): 0.200001.00000
Processed fruit (04.1): 0.200001.00000
Processed vegetables (incl. mushrooms & fungi, roots & tubers, pulses and legumes), and nuts & seeds (04.2): --
Confectionery (05.0): 0.200001.00000
Chewing gum (05.0): --
Cereals and cereal products, incl. flours & starches from roots & tubers, pulses & legumes, excluding bakery (06.0): 0.100000.50000
Bakery wares (07.0): 0.200001.00000
Meat and meat products, including poultry and game (08.0): 0.100000.20000
Fish and fish products, including molluscs, crustaceans and echinoderms (MCE) (09.0): 0.100000.20000
Eggs and egg products (10.0): --
Sweeteners, including honey (11.0): --
Salts, spices, soups, sauces, salads, protein products, etc. (12.0): 0.100000.50000
Foodstuffs intended for particular nutritional uses (13.0): 0.200001.00000
Non-alcoholic ("soft") beverages, excl. dairy products (14.1): 0.100000.50000
Alcoholic beverages, incl. alcohol-free and low-alcoholic counterparts (14.2): 0.200001.00000
Ready-to-eat savouries (15.0): 0.400002.00000
Composite foods (e.g. casseroles, meat pies, mincemeat) - foods that could not be placed in categories 01.0 - 15.0 (16.0): 0.100000.50000
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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 21: Thiazoles, thiophene, thiazoline and thienyl derivatives from chemical group 29. Miscellaneous substances from chemical group 30. (Commission Regulation (EC) No 1565/2000 of 18 July 2000) - Opinion of the Scientific Panel on Food Additives, Flavourings, Processing Aids and Materials in contact with Food (AFC)
View page or View pdf
Flavouring Group Evaluation 76, (FGE.76)[1] - Consideration of sulphur-containing heterocyclic compounds evaluated by JECFA (59th meeting) structurally related to thiazoles, thiophene, thiazoline and thienyl derivatives from chemical group 29, miscellaneous substances from chemical group 30 evaluated by EFSA in FGE.21 - 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 21, Revision 1 (FGE.21Rev1): Thiazoles, thiophene, thiazoline and thienyl derivatives from chemical group 29 Miscellaneous substances from chemical group 30
View page or View pdf
Flavouring Group Evaluation 93 (FGE.93): Consideration of sulphur heterocyclic evaluated by JECFA (68th meeting) structurally related to thiazoles, thiophene, thiazoline and thienyl evaluated by EFSA in FGE.21Rev1 (2009)
View page or View pdf
Scientific Opinion on Flavouring Group Evaluation 21, Revision 2 (FGE.21Rev2): Thiazoles, thiophene, thiazoline and thienyl derivatives from chemical group 29. Miscellaneous substances from chemical group 30.
View page or View pdf
Scientific Opinion on Flavouring Group Evaluation 21, Revision 3 (FGE.21Rev3): Thiazoles, thiophenes, thiazoline and thienyl derivatives from chemical groups 29 and 30
View page or View pdf
Statement on List of Representative Substances for Testing. The current Statement lays down a list of substances in sub-groups with representative substances for which additional data are required prior to their evaluation through the Procedure (Regulation (EC) No 1565/2000).
View page or View pdf
Scientific Opinion on Flavouring Group Evaluation 21, Revision 4 (FGE.21Rev4): Thiazoles, thiophenes, thiazoline and thienyl derivatives from chemical groups 29 and 30
View page or View pdf
Scientific Opinion on Flavouring Group Evaluation 21, Revision 5 (FGE.21Rev5): Thiazoles, thiophenes, thiazoline and thienyl derivatives from chemical groups 29 and 30
View page or View pdf
EPI System: View
Chemical Carcinogenesis Research Information System: Search
AIDS Citations: Search
Cancer Citations: Search
Toxicology Citations: Search
EPA Substance Registry Services (TSCA): 554-14-3
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 11126
National Institute of Allergy and Infectious Diseases: Data
WISER: UN 1993
WGK Germany: 3
 2-methylthiophene
Chemidplus: 0000554143
RTECS: XM9625000 for cas# 554-14-3
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References:
 2-methylthiophene
NIST Chemistry WebBook: Search Inchi
Canada Domestic Sub. List: 554-14-3
Pubchem (cid): 11126
Pubchem (sid): 134976149
Flavornet: 554-14-3
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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
CHEBI: View
HMDB (The Human Metabolome Database): HMDB33118
FooDB: FDB011118
YMDB (Yeast Metabolome Database): YMDB01462
Export Tariff Code: 2934.99.9000
VCF-Online: VCF Volatile Compounds in Food
ChemSpider: View
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Potential Blenders and core components note
 
For Odor
alliaceous
 dimethyl trisulfideFL/FR
 dipropyl disulfideFL/FR
 ferula assa-foetida gum oilFL/FR
 methyl furfuryl disulfideFL/FR
coffee
 furfuryl mercaptanFL/FR
 methyl mercaptanFL/FR
 onion oilFL/FR
 
For Flavor
 
No flavor group found for these
 allyl methyl disulfideFL
 allyl methyl trisulfideFL
 allyl propyl trisulfideFL
 ethyl propyl trisulfideFL
 furfuryl propyl disulfideFL
S-methyl thiopropionateFL
isopropyl disulfideFL
 thiopheneFL
alliaceous
 allyl mercaptanFL
 allyl thiopropionateFL
1,3-butane dithiolFL
 cyclopentyl mercaptanFL
 dicyclohexyl disulfideFL
 dimethyl trisulfideFL/FR
 dipropyl disulfideFL/FR
 dipropyl trisulfideFL
 ferula assa-foetida gum oilFL/FR
 leek oilFL
3-mercapto-2-pentanoneFL
 shallot oilFL
 truffle sulfideFL
coffee
 furfuryl mercaptanFL/FR
 methyl furfuryl disulfideFL/FR
eggy
isopropyl mercaptanFL
garlic
 allyl methyl sulfideFL
green
2-methyl-5-isopropyl pyrazineFL
green pepper distillatesFL
meaty
3-mercapto-2-butanoneFL
(R,S)-2-mercapto-3-butanolFL
2-methyl 3-(methyl thio) furanFL
onion
 methyl propyl disulfideFL
2-methyl-1,3-dithiolaneFL
roasted
 ethyl 3-(furfuryl thio) propionateFL
sulfurous
 methyl ethyl disulfideFL
 methyl mercaptanFL/FR
 onion oilFL/FR
 roasted butanolFL
 
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Potential Uses:
None Found
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Occurrence (nature, food, other): note
 beef grilled, roasted beef - up to 0.0076 mg/kg
Search  PMC Picture
 chicken roasted chicken - trace amount
Search  PMC Picture
 coffee
Search  PMC Picture
 guava fruit
Search Trop  Picture
 papaya fruit - up to 0.1 mg/kg
Search Trop  Picture
 shrimp cooked shrimp - 0.0009 mg/kg
Search  PMC Picture
 whiskey - up to 0.0073 mg/kg
Search  Picture
Synonyms   Articles   Notes   Search   Top
Synonyms:
alpha-methyl thiophene
2-methylthiophene
 thiophene, 2-methyl-
Synonyms   Articles   Notes   Search   Top
Articles:
US Patents: 3,931,166 - Certain 2,5-dimethyl-3-thiopyrazines
PubMed: High-intensity ultrasound production of Maillard reaction flavor compounds in a cysteine-xylose model system.
PubMed: Mixed-metal chalcogenide tetrahedral clusters with an exo-polyhedral metal fragment.
PubMed: Green synthesis and anti-inflammatory studies of a series of 1,1-bis(heteroaryl)alkane derivatives.
PubMed: Product ion distributions for the reactions of NO(+) with some physiologically significant volatile organosulfur and organoselenium compounds obtained using a selective reagent ionization time-of-flight mass spectrometer.
PubMed: Structural, spectroscopic, and electrochemical properties of tri- and tetradentate N3 and N3S copper complexes with mixed benzimidazole/thioether donors.
PubMed: Mechanisms for the reaction of thiophene and methylthiophene with singlet and triplet molecular oxygen.
PubMed: A mechanistic study of the 2-thienylmethyl + HO2 radical recombination reaction.
PubMed: Metabolomic approach for determination of key volatile compounds related to beef flavor in glutathione-Maillard reaction products.
PubMed: Practical preparation of ethyl 2-methylthiophene-3-carboxylate.
PubMed: Effects of lard on the formation of volatiles from the Maillard reaction of cysteine with xylose.
PubMed: RuCl₃·3H₂O catalyzed reactions: facile synthesis of bis(indolyl)methanes under mild conditions.
PubMed: Pyrolysis mechanisms of thiophene and methylthiophene in asphaltenes.
PubMed: On-line measurement of oxidative degradation kinetics for trace gasoline contaminants in aqueous solutions and natural water by membrane introduction tandem mass spectrometry.
PubMed: Biodesulfurization of dibenzothiophene by a newly isolated Rhodococcus erythropolis strain.
PubMed: Diastereoselective domino reactions of chiral 2-substituted 1-(2',2',3',3'-tetramethylcyclopropyl)-alkan-1-ols under Friedel-Crafts conditions.
PubMed: A computational study of photochemical isomerization reactions of thiophenes.
PubMed: Selectivity in the oxidative addition of C-S bonds of substituted thiophenes to the (C5Me5)Rh(PMe3) fragment: a comparison of theory with experiment.
PubMed: Highly diastereoselective Friedel-Crafts alkylation reactions via chiral alpha-functionalized benzylic carbocations.
PubMed: [Determination and distribution of sulfur compounds in coked gasoline by gas chromatography-sulfur chemiluminescence detection].
PubMed: Aquasonolysis of thiophene and its derivatives.
PubMed: [Determination of sulfur compounds in fluid catalytic cracking gasoline by gas chromatography with a sulfur chemiluminescence detector].
PubMed: Aroma extract dilution analysis of Cv. Marion (Rubus spp. hyb) and Cv. Evergreen (R. laciniatus L.) blackberries.
PubMed: Thiophenes as traps for benzyne. 3. Diaryl sulfides and the role of dipolar intermediates.
PubMed: One-pot synthesis of C-glycosylic compounds (C-glycosides) from D-glucal, p-tolylsulfenyl chloride and aromatic/heteroaromatic compounds in the presence of Lewis acids.
PubMed: Lewis Acid Catalysis in the Oxidative Cycloaddition of Thiophenes(1).
PubMed: Antioxidative activities of heterocyclic compounds formed in brewed coffee.
PubMed: Surface Enhanced Raman Spectroscopic Study of Isomeric Methylthiophenes in Silver Colloid.
PubMed: Fabrication of conducting polymer interconnects.
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