2-Methylthiazole (HCID 77129)

Overview

2-methyl-Thiazole is a member of thiazoles.

Names & identifiers

Preferred name: 2-Methylthiazole
IUPAC: 2-methyl-1,3-thiazole
English name: 2-Methylthiazole
Molecular formula: C4H5NS
Molecular weight: 99.15

Names & synonyms

2-Methylthiazole3581-87-12-Methyl-1,3-thiazoleThiazole, 2-methyl-7G081N1ERPDTXSID20189346RefChem:476285DTXCID50111837222-702-82-methyl-thiazoleMFCD000531442-Methyl thiazole

Show more names

AURORA KA-64692-Methylthiazol2-Methyl Thiozolethiazole,2-methyl-2-Methylthiazole>2-METHYLTHIAZOLE 98+%

Thiazole, methyl-methylthiazolUNII-7G081N1ERPEINECS 222-702-8SCHEMBL5507SCHEMBL27971SCHEMBL28185SCHEMBL61842

Database identifiers

CAS: 3581-87-1
PubChem CID: 77129
DTXSID: DTXSID20189346
ChEBI: CHEBI:229326
UNII: 7G081N1ERP
EC Number: 222-702-8
Nikkaji: J150.255G

Properties

Computed structural properties

XLogP: 1.4
Topological polar surface area: 41.1 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 2
Rotatable bonds: 0
Heavy atoms: 6
Formal charge: 0
Complexity: 46.8

Experimental & physicochemical properties

SpringerMaterials PropertiesSchoenflies notation

Flavoring AgentsEU Flavoring substances

Physicochemical properties

Melting point: -24 °C · -24 °C
Boiling point: 129 °C · 129 °C
Density: 1.11 · 1.11
refractive index: 1.519 · 1.5190-1.5230
FLAVIS Number: 15.089 · 15.089 | 2-Methylthiazole
Flash point: 29 °C · 29 °C
storage temp.: Sealed in dry,Room Temperature
Water Solubility: Completely miscible in water
form: liquid
pka: 1 · pK1:3.40(+1) (25°C,μ=0.1)
color: Colorless to Yellow
Odor: 0.1 % · at 0.10 % in propylene glycol. green vegetable
Odor Type: green
InChI: 1S/C4H5NS/c1-4-5-2-3-6-4/h2-3H,1H3
InChIKey: VZWOXDYRBDIHMA-UHFFFAOYSA-N
SMILES: Cc1nccs1
LogP: 0.343 · 0.343 (est)
CAS DataBase Reference: 3581 · 3581-87-1(CAS DataBase Reference)
FDA UNII: 7 G081N1ERP · 7G081N1ERP
NIST Chemistry Reference: 2 · 2-Methylthiazole(3581-87-1)
UNSPSC Code: 12352200 · 12352200
Symbol(GHS): 2 · GHS02
Signal word: Warning
Hazard statements: 226 · H226
Precautionary statements: 210 · P210-P233-P240-P241+P242+P243-P280-P303+P361+P353-P403+P235-P501
Risk Statements: 10 · 10-22
Safety Statements: 23 · 23-26-36/37/39
RIDADR: 1993 · 1993
WGK Germany: 3 · WGK 3
HazardClass: 3 · 3
PackingGroup: III
HS Code: 2934100090 · 2934100090
Storage Class: 3 · 3 - Flammable liquids
Hazard Classifications: 3 · Flam. Liq. 3
Limited Quantities: 5 L · 5.0 L (1.3 gallons) (liquid)
Excepted Quantities: Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L)

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H226 (97.7%): Flammable liquid and vapor [Warning Flammable liquids]

P210, P233, P240, P241, P242, P243, P280, P303+P361+P353, P370+P378, P403+P235, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 43 reports by companies from 3 notifications to the ECHA C&L Inventory.

Hazard information

Regulatory Information · 3 items

Chemical: Thiazole, 2-methyl-

Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)

Thiazole, 2-methyl-: Does not have an individual approval but may be used under an appropriate group standard

Hazard Classes and CategoriesFlam. Liq. 3 (97.7%)

Safety data

wgk: WGK 3
ridadr: 1993
hs_code: 2934100090
risk_code: 10-22
Signal word: Warning
Symbol(GHS): GHS02
safety_code: 23-26-36/37/39
hazard_class: 3
Storage Class: 3 - Flammable liquids
packing_group: III
Hazard statements: H226
Limited Quantities: 5.0 L (1.3 gallons) (liquid)
Excepted Quantities: Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L)
Hazard Classifications: Flam. Liq. 3
Precautionary statements: P210-P233-P240-P241+P242+P243-P280-P303+P361+P353-P403+P235-P501

Chemistry & industry

Applications

Uses2-Methylthiazole is a derivative of thiazole, an anti-tubercular agent.

Preparation methods · 1 item

Preparation2-Bromothiazole (5.0 g, 30.5 mmol) was added stepwise to n-BuLi (14.6 mL of 1.6 M hexane, 36.6 mmol) in Et₂O (60 mL) at -78°C under nitrogen. The reaction mixture was stirred for 40 minutes, then dimethyl sulfate (4.75 mL, 50.3 mmol) was added dropwise, and the reaction mixture was heated to -10°C (and placed in a refrigerator) and allowed to stand overnight. The reaction mixture was heated to 0°C and carefully quenched with 2 M HCl (40 mL). The organic layer was separated and extracted with 2 M HCl (2×). The acidic extract was combined with 2 M NaOH to form a strongly basic solution and extracted with Et₂O (4×). The combined organic extract was dried over KOH, the solvent was distilled at atmospheric pressure, and then 2-methylthiazole was distilled off at 128–130°C.