Basic information
- CAS
693-95-8- Standard SMILES
Cc1cscn1- InChIKey
QMHIMXFNBOYPND-UHFFFAOYSA-N- Molecular formula
- C4H5NS
- Average molar mass
- 99.16 g/mol
- Monoisotopic mass
- 99.01427016
Overview
4-methylthiazole is a 1,3-thiazole substituted by a methyl group at position 4. It has a role as a Maillard reaction product.
Names & identifiers
- Preferred name
- 4-Methylthiazole
- IUPAC
- 4-methyl-1,3-thiazole
- English name
- 4-Methylthiazole
- Molecular formula
- C4H5NS
- Molecular weight
- 99.15
Names & synonyms
4-METHYLTHIAZOLE693-95-84-Methyl-1,3-thiazoleThiazole, 4-methyl-FEMA No. 3716DTXSID5027300CHEBI:35626NSC-42976X8S174990RDTXCID307300RefChem:99952211-764-1
Show more names
MethylthiazoleFEMA 37164-Methyl ThiozoleBRN01052284-methyl-thiazol4-MethylthizaoleFEMA NUMBER 3716METHYLTHIAZOLE, 4-
4-methyl thiazole4-Methyl-ThiazoleMFCD00005340CHEMBL1566946HSDB 5747EINECS 211-764-1NSC 42976BRN 0105228
Database identifiers
- CAS
693-95-8- PubChem CID
- 12748
- DTXSID
DTXSID5027300- ChEMBL
CHEMBL1566946- ChEBI
CHEBI:35626- UNII
- X8S174990R
- EC Number
- 211-764-1
- Nikkaji
- J539H
Properties
Computed structural properties
- XLogP
- 1
- Topological polar surface area
- 41.1 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 0
- Heavy atoms
- 6
- Formal charge
- 0
- Complexity
- 46.8
Experimental & physicochemical properties
Chemical ClassesNitrogen Compounds -> Thiazoles
SpringerMaterials PropertiesCoriolis coupling
LogP
0.97
0.97
OdorGREEN, NUTTY ODOR
Food AdditivesFLAVORING AGENT OR ADJUVANT -> FDA Substance added to food
Density
1.112 @ 25 MM HG
1.088-1.092
Flavoring AgentsEU Flavoring substances
Solubility
SOL IN WATER, ALCOHOL, ETHER
Slightly soluble in water; Soluble in fats, most organic solvents
Miscible at room temperature (in ethanol)
Boiling Point
132 °C @ 743 MM HG
133.00 to 134.00 °C. @ 760.00 mm Hg
133-134 °C
Vapor Pressure8.6 [mmHg]
Refractive Index1.519-1.528
Physical Description
Colorless liquid; [Alfa Aesar MSDS]
Clear, colourless liquid; nutty, green odour
Physicochemical properties
- Melting point
- 134 °C · 134 °C
- Boiling point
- 133 · 133-134 °C (lit.)
- Density
- 1.09 g/mL · 1.09 g/mL at 25 °C (lit.)
- refractive index
- 20 · n20/D 1.524(lit.)
- FEMA
- 3716 · 3716 | 4-METHYLTHIAZOLE
- FLAVIS Number
- 15.035 · 15.035 | 4-Methylthiazole
- Flash point
- 90 °F · 90 °F
- storage temp.
- 2 · Inert atmosphere,2-8°C
- form
- Liquid
- pka
- 1 · pK1:3.16(+1) (25°C,μ=0.1)
- color
- Clear colorless to slightly yellow
- Specific Gravity
- 1.09 · 1.090
- Odor
- 0.1 % · at 0.10 % in dipropylene glycol. nutty green vegetable tomato
- Odor Type
- nutty
- biological source
- synthetic
- JECFA Number
- 1043 · 1043
- BRN
- 105228 · 105228
- InChI
- 1S/C4H5NS/c1-4-2-6-3-5-4/h2-3H,1H3
- InChIKey
- QMHIMXFNBOYPND-UHFFFAOYSA-N
- SMILES
- Cc1cscn1
- LogP
- 0.9 · 0.90
- CAS DataBase Reference
- 693 · 693-95-8(CAS DataBase Reference)
- Substances Added to Food (formerly EAFUS)
- 4 · 4-METHYLTHIAZOLE
- EWG's Food Scores
- 1 · 1
- FDA UNII
- 8 S174990R · X8S174990R
- NIST Chemistry Reference
- 4 · 4-Methylthiazole(693-95-8)
- EPA Substance Registry System
- 4 · Thiazole, 4-methyl- (693-95-8)
- UNSPSC Code
- 12352100 · 12352100
- NACRES
- 22 · NA.22
- Symbol(GHS)
- 2 · GHS02,GHS05,GHS07
- Signal word
- Danger
- Hazard statements
- 226 · H226-H302-H315-H318-H335
- Precautionary statements
- 261 · P261-P280-P305+P351+P338
- target organs
- Respiratory system
- PPE
- Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
- Hazard Codes
- Xn,Xi
- Risk Statements
- 10 · 10-22-37/38-41
- Safety Statements
- 16 · 16-26-39
- RIDADR
- 1993 · UN 1993 3/PG 3
- WGK Germany
- 3 · 3
- RTECS
- 5096000 · XJ5096000
- TSCA
- TSCA listed
- HazardClass
- 3 · 3
- PackingGroup
- III
- HS Code
- 29341000 · 29341000
- Storage Class
- 3 · 3 - Flammable liquids
- Hazard Classifications
- 4 OralEye · Acute Tox. 4 OralEye Irrit. 2Flam. Liq. 3Skin Irrit. 2STOT SE 3
- Hazardous Substances Data
- 693 · 693-95-8(Hazardous Substances Data)
- 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
Warning
H226 (13.8%): Flammable liquid and vapor [Warning Flammable liquids]
P210, P233, P240, P241, P242, P243, P264, P264+P265, P270, P280, P301+P317, P302+P352, P303+P361+P353, P305+P351+P338, P321, P330, P332+P317, P337+P317, P362+P364, P370+P378, P403+P235, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 1505 reports by companies from 15 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory Information
Chemical: Thiazole, 4-methyl-
Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)
Thiazole, 4-methyl-: Does not have an individual approval but may be used under an appropriate group standard
Hazards SummarySafe when used as a flavoring agent in food; [JECFA] Causes zonal hepatitis and other liver changes in 3-day intermittent intraperitoneal study of rats; [RTECS] An irritant; [Alfa Aesar MSDS] See Benzothiazole.
Hazard Classes and CategoriesFlam. Liq. 3 (13.8%)
Toxicology
Adverse EffectsOccupational hepatotoxin - Secondary hepatotoxins: the potential for toxic effect in the occupational setting is based on cases of poisoning by human ingestion or animal experimentation.
Natural Pollution SourcesREPORTED AS NATURALLY OCCURRING IN SOME FOODS. /FROM TABLE/
Safety data
- PPE
- Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
- wgk
- 3
- tsca
- TSCA listed
- rtecs
- XJ5096000
- ridadr
- UN 1993 3/PG 3
- hs_code
- 29341000
- risk_code
- 10-22-37/38-41
- Signal word
- Danger
- Symbol(GHS)
- GHS02,GHS05,GHS07
- hazard_code
- Xn,Xi
- safety_code
- 16-26-39
- hazard_class
- 3
- Storage Class
- 3 - Flammable liquids
- packing_group
- III
- target organs
- Respiratory system
- Hazard statements
- H226-H302-H315-H318-H335
- 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
- Acute Tox. 4 OralEye Irrit. 2Flam. Liq. 3Skin Irrit. 2STOT SE 3
- Precautionary statements
- P261-P280-P305+P351+P338
- Hazardous Substances Data
- 693-95-8(Hazardous Substances Data)
Chemistry & industry
Pharmacology
Cellular LocationsCytoplasm
Uses & manufacturing
Uses
Used as a research chemical and as a chemical intermediate for 4-Cyanothiazole; Reportedly found naturally in certain foods; [HSDB] Used as a flavoring agent; [JECFA]
RESEARCH CHEMICAL
CHEM INT FOR 4-CYANOTHIAZOLE
U.S. Exports
(1979) No Data
(1981) No Data
U.S. Imports
(1979) No Data
(1981) No Data
U.S. Production
(1979) No Data
(1981) No Data
Methods of ManufacturingPROBABLY BY REACTION OF THIOFORMAMIDE WITH 1-CHLOROPROPANONE
Use Classification
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
Flavoring Agents -> JECFA Flavorings Index
General Manufacturing InformationThiazole, 4-methyl-: ACTIVE
Applications
Description4-Methylthiazole has a nutty, green odor.
OccurrenceReported found in cooked asparagus, roasted barley, cooked beef, cocoa, cooked pork, roasted coffee, roasted peanuts, boiled egg, malt, wort and cooked shrimp.
Uses4-Methylthiazole was used in the synthesis of catalytic dendrophanes, as functional mimics of the thiamine-diphosphate-dependent enzyme pyruvate oxidase. It was used in small scale preparation of 3-butyl-4-methylthiazolium bromide.
General Description4-Methylthiazole forms complexes with cobalt(II), zinc(II), nickel(II) and copper(II) halides.
Upstream & downstream products
Upstream raw materials
Downstream products
Additional notes
DefinitionChEBI: A 1,3-thiazole substituted by a methyl group at position 4.
Related reactions
119 records
Compound notes
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