ChemicalBook--->CAS DataBase List--->554-14-3

554-14-3

554-14-3 Structure

554-14-3 Structure
IdentificationMore
[Name]

2-Methylthiophene
[CAS]

554-14-3
[Synonyms]

2-METHYLTHIOPHENE
2MT
2-methylthiacyclopentadiene (2-methylthiophene)
2-methyl-thiophen
alpha-methylthiophene
2-Methylthiophene,98%
methylthiophene,2-methylthiophene
Thiophene, 2-methyl-
2-thiotolene
2-METHYLTHIOPHENE GC 99+%
5-Methylthiophene
α-Thiotolene
[EINECS(EC#)]

209-063-0
[Molecular Formula]

C5H6S
[MDL Number]

MFCD00005451
[Molecular Weight]

98.17
[MOL File]

554-14-3.mol
Chemical PropertiesBack Directory
[Appearance]

clear colorless to slightly yellow liquid
[Melting point ]

-63 °C (lit.)
[Boiling point ]

113 °C (lit.)
[density ]

1.014 g/mL at 25 °C(lit.)
[vapor pressure ]

47.6 mm Hg ( 37.7 °C)
[refractive index ]

n20/D 1.52(lit.)
[Fp ]

45 °F
[storage temp. ]

Flammables area
[solubility ]

immiscible
[form ]

Liquid
[color ]

Clear colorless to yellow
[Specific Gravity]

1.025 (20℃)
[Odor]

at 0.01 % in propylene glycol. sulfurous alliaceous onion roasted green
[Odor Type]

sulfurous
[Water Solubility ]

immiscible
[Specific Heat Capacity]

Cp(liquid):149.8J/(g·K),at 25℃
[BRN ]

103734
[Henry's Law Constant]

4.1×10-3 mol/(m3Pa) at 25℃, Brockbank (2013)
[InChI]

1S/C5H6S/c1-5-3-2-4-6-5/h2-4H,1H3
[InChIKey]

XQQBUAPQHNYYRS-UHFFFAOYSA-N
[SMILES]

Cc1cccs1
[LogP]

2.330
[CAS DataBase Reference]

554-14-3(CAS DataBase Reference)
[NIST Chemistry Reference]

Thiophene, 2-methyl-(554-14-3)
[EPA Substance Registry System]

554-14-3(EPA Substance)
Safety DataBack Directory
[Symbol(GHS) ]

Flame (GHS02)
GHS02
[Signal word ]

Danger
[Hazard statements ]

H225
[Precautionary statements ]

P210-P370+P378-P403+P235
[Hazard Codes ]

F,Xn,Xi
[Risk Statements ]

R11:Highly Flammable.
R22:Harmful if swallowed.
R36/37/38:Irritating to eyes, respiratory system and skin .
R37:Irritating to the respiratory system.
[Safety Statements ]

S16:Keep away from sources of ignition-No smoking .
S37/39:Wear suitable gloves and eye/face protection .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
S33:Take precautionary measures against static discharges .
S7/9:Keep container tightly closed and in a well-ventilated place .
[RIDADR ]

UN 1993 3/PG 2
[WGK Germany ]

3
[RTECS ]

XM9625000
[F ]

10-13
[TSCA ]

T
[HazardClass ]

3
[PackingGroup ]

II
[HS Code ]

29349990
[Storage Class]

3 - Flammable liquids
[Hazard Classifications]

Flam. Liq. 2
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Thiophene(SIV) (9CI)-->2,3,5-TRIMETHYLTHIOPHENE-->2-Ethyl-5-methylthiophene-->2-N-BUTYLTHIOPHENE
[Preparation Products]

5-METHYLTHIOPHEN-2-YLMETHYLAMINE-->METHYL 4-METHYLTHIOPHENE-2-CARBOXYLATE-->5-Methylthiophene-2-boronic acid-->2-(Chloromethyl)thiophene-->4-Methyl-2-thiophenecarboxylic acid-->2-Bromo-5-methylthiophene-->5-Methylthiophene-2-carboxaldehyde-->4-Bromo-5-methyl-2-thiophenecarbaldehyde-->2-METHYLTETRAHYDROTHIOPHENE-->3,5-DIBROMO-2-METHYLTHIOPHENE
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

2-Methylthiophene(554-14-3).msds
Hazard InformationBack Directory
[Chemical Properties]

clear colorless to slightly yellow liquid
[Uses]

2-Methylthiophene, is used as a flavoring agent that naturally occurs in grilled and roasted beef, papaya, cooked shrimp, whiskey, and in trace amounts in roasted chicken;
[Application]

2-Methylthiophene is a feasible raw material for the production of several of the important 2-substituted thiophenes. It may be used to manufacture 2-chloromethylthiophene (2-thenyl chloride), but this and further syntheses must be completed in situ, because of its instability.
[Definition]

ChEBI: 2-methylthiophene is a member of the class of thiophenes that is thiophene in which the hydrogen atom at position 2 is substituted by a methyl group. It has a role as a flavouring agent and a Maillard reaction product. It is a member of thiophenes and a volatile organic compound. It is functionally related to a thiophene.
[Production Methods]

2-Methylthiophene is commercially produced to 98 wt% purity by VP cyclization.
[Synthesis Reference(s)]

The Journal of Organic Chemistry, 14, p. 638, 1949 DOI: 10.1021/jo01156a016
Tetrahedron Letters, 22, p. 2443, 1981 DOI: 10.1016/S0040-4039(01)92928-4
[General Description]

This certified reference material (CRM) is produced and certified in accordance with ISO/IEC 17025 and ISO 17034. This CRM is traceable to primary material from an NMI, e.g. NIST or NMIJ.
Certified content by quantitative NMR incl. uncertainty and expiry date are given on the certificate.
Download your certificate at: http://www.sigma-aldrich.com.
[storage]

Store at -20°C
Spectrum DetailBack Directory
[Spectrum Detail]

2-Methylthiophene(554-14-3)MS
2-Methylthiophene(554-14-3)1HNMR
2-Methylthiophene(554-14-3)13CNMR
2-Methylthiophene(554-14-3)IR1
2-Methylthiophene(554-14-3)Raman
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

2-Methylthiophene, 98%(554-14-3)
[Alfa Aesar]

2-Methylthiophene, 98%(554-14-3)
[Sigma Aldrich]

554-14-3(sigmaaldrich)
[TCI AMERICA]

2-Methylthiophene,>97.0%(GC)(554-14-3)
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