Basic information
- CAS
13679-70-4- Standard SMILES
Cc1ccc(C=O)s1- InChIKey
VAUMDUIUEPIGHM-UHFFFAOYSA-N- Molecular formula
- C6H6OS
- Average molar mass
- 126.18 g/mol
- Monoisotopic mass
- 126.01393581
Overview
5-Methyl-2-thiophenecarboxaldehyde is a member of thiophenes.
Names & identifiers
- Preferred name
- 5-Methyl-2-thiophenecarboxaldehyde
- IUPAC
- 5-methylthiophene-2-carbaldehyde
- English name
- 5-Methylthiophene-2-carboxaldehyde
- Molecular formula
- C6H6OS
- Molecular weight
- 126.18
Names & synonyms
13679-70-45-METHYL-2-THIOPHENECARBOXALDEHYDE5-Methylthiophene-2-carbaldehyde5-Methylthiophene-2-carboxaldehyde2-Thiophenecarboxaldehyde, 5-methyl-2-Formyl-5-methylthiophene5-Methyl-2-formylthiophene5-Methylthiophene-2-aldehydebread thiophene5-Methyl-2-thiophencarboxaldehydeFEMA No. 3209DTXSID0047169
Show more names
2-Methyl-5-thiophenecarboxaldehydeFEMA 3209AKOS B015983AKOS BBS-00003245TIMTEC-BB SBB004249
thiophene, 2-Methyl, 5-formyl5-Methyl-2-carboxaldehyde-thiopheneEINECS 237-178-6Thiophen-2-carboxaldehyde, 5-methylUNII-UDF14S002LNSC 875425-Methyl-2-thienylcarbaldehydeUDF14S002L
Database identifiers
- CAS
13679-70-4- PubChem CID
- 61663
- DTXSID
DTXSID0047169- ChEMBL
CHEMBL3186212
Properties
Computed structural properties
- XLogP
- 1.8
- Topological polar surface area
- 45.3 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 1
- Heavy atoms
- 8
- Formal charge
- 0
- Complexity
- 92.5
Experimental & physicochemical properties
FragrancesFragrance Ingredient (5-Methyl-2-thiophenecarboxaldehyde) -> IFRA transparency List
Food AdditivesFLAVORING AGENT OR ADJUVANT -> FDA Substance added to food
Density1.168-1.172
Flavoring AgentsEU Flavoring substances
Solubility
Soluble in most organic solvents
Miscible at room temperature (in ethanol)
Boiling Point113-114 °C (25 mm Hg)
Refractive Index1.574-1.586
Physical DescriptionPale yellow, gold, orange or dark brown liquid; roasted, nutty odour
Physicochemical properties
- Melting point
- 184 · 184-186 °C
Safety & regulation
GHS classification
GHS Classification
This chemical does not meet GHS hazard criteria for 4.8% (66 of 1383) of reports.
Warning
H302 (93%): Harmful if swallowed [Warning Acute toxicity, oral]
P264, P270, P301+P317, P330, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 1383 reports by companies from 7 notifications to the ECHA C&L Inventory.
Hazard information
Regulatory Information
Chemical: 2-Thiophenecarboxaldehyde, 5-methyl-
Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)
2-Thiophenecarboxaldehyde, 5-methyl-: Does not have an individual approval but may be used under an appropriate group standard
Hazard Classes and CategoriesAcute Tox. 4 (93%)
Safety data
- F
- 8
- PPE
- Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)
- wgk
- 3
- tsca
- TSCA listed
- hs_code
- 29349990
- risk_code
- 36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- hazard_note
- Irritant
- safety_code
- 23-24/25-36-26-7/9-37
- hazard_class
- IRRITANT, AIR SENSITIVE
- Storage Class
- 10 - Combustible liquids
Chemistry & industry
Pharmacology
Cellular LocationsCytoplasm
Uses & manufacturing
Use Classification
Fragrance Ingredients
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
Flavoring Agents -> JECFA Flavorings Index
General Manufacturing Information2-Thiophenecarboxaldehyde, 5-methyl-: ACTIVE
Applications
DescriptionMay be synthesized from thiophene (or its derivatives) and formamide in the presence of POCl3; from N-(2-thenyl)formaldimines.
OccurrenceReported found in French fried potato, roasted peanuts, tomato, wheat bread, raw chicken, cooked beef, pork liver, cognac, malt whiskey, coffee, popcorn, krill, shrimp and okra
Uses5-Methylthiophene-2-carboxaldehyde is used as a food additive. It is an analytical reagent. The reagent has been synthesized and characterized using IR, 1H NMR and Mass spectral data.
General Description5-Methyl-2-thiophenecarboxaldehyde can be obtained as a product from 2-thiophenecarboxaldehyde via metalation, and alkylation, followed by a series of reactions.
Preparation methods
PreparationFrom thiophene (or its derivatives) and formamide in the presence of POCl3; from N-(2-thienyl)formaldimines.
Upstream & downstream products
Upstream raw materials
Related reactions
67 records
Compound notes
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