2,3-Diethyl-5-Methylpyrazine
Basic information
- CAS
18138-04-0- Standard SMILES
CCc1ncc(C)nc1CC- InChIKey
PSINWXIDJYEXLO-UHFFFAOYSA-N- Molecular formula
- C9H14N2
- Average molar mass
- 150.22 g/mol
- Monoisotopic mass
- 150.11569846
Overview
2,3-Diethyl-5-methylpyrazine is a member of pyrazines.
Names & identifiers
- Preferred name
- 2,3-Diethyl-5-Methylpyrazine
- IUPAC
- 2,3-diethyl-5-methylpyrazine
- English name
- 2,3-Diethyl-5-methylpyrazine
- Molecular formula
- C9H14N2
- Molecular weight
- 150.22
Names & synonyms
2,3-DIETHYL-5-METHYLPYRAZINEPyrazine, 2,3-diethyl-5-methyl-5-Methyl-2,3-diethylpyrazinehazelnut pyrazine2,3-Diethyl-6-methylpyrazineFEMA No. 3336UNII-530763R0APEINECS 242-024-6530763R0APDTXSID6066317PSINWXIDJYEXLO-UHFFFAOYSA-METHYL-5,6-DIETHYLPYRAZINE
Show more names
FEMA 3336FEMA NUMBER 33362,3-Diethyl-5-MethylDiethyl-5-MethylpyrazLABOTEST-BB LT004530412.3.5.6-four Methylpyrazine2,3-diethyl-5-methyl-pyrazin
2,3-DIETHYL-5-METHYLPYRAZINE [FHFI]RefChem:81630DTXCID4035754242-024-6InChI=1/C9H14N2/c1-4-8-9(5-2)11-7(3)6-10-8/h6H,4-5H2,1-3H3PSINWXIDJYEXLO-UHFFFAOYSA-N18138-04-0MFCD00009635
Database identifiers
- CAS
18138-04-0- PubChem CID
- 28905
- DTXSID
DTXSID6066317- ChEMBL
CHEMBL1904383- ChEBI
CHEBI:193685- UNII
- 530763R0AP
- EC Number
- 242-024-6
- Nikkaji
- J99.991A
Properties
Computed structural properties
- XLogP
- 1.9
- Topological polar surface area
- 25.8 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 2
- Heavy atoms
- 11
- Formal charge
- 0
- Complexity
- 114
Experimental & physicochemical properties
FragrancesFragrance Ingredient (2,3-Diethyl-5-methylpyrazine) -> IFRA transparency List
LogP
1.95
1.95
Food AdditivesFLAVORING AGENT OR ADJUVANT -> FDA Substance added to food
Density0.938-0.957
Flavoring AgentsEU Flavoring substances
Solubility
moderately soluble in water; soluble in oils, organic solvents
miscible at room temperature (in ethanol)
6.7 [ug/mL] (The mean of the results at pH 7.4)
Boiling Point203 °C
Refractive Index1.493-1.505
Physical Descriptioncolourless to light yellow liquid with a nutty, roasted, vegetable odour
Physicochemical properties
- Boiling point
- 95 °C · 95 °C (20 mmHg)
- Density
- 0.949 g/mL · 0.949 g/mL at 25 °C (lit.)
- refractive index
- 20 · n20/D 1.498(lit.)
- FEMA
- 3336 · 3336 | 2,3-DIETHYL-5-METHYLPYRAZINE
- FLAVIS Number
- 14.056 · 14.056 | 2,3-Diethyl-5-methylpyrazine
- Flash point
- 176 °F · 176 °F
- storage temp.
- 2 · 2-8°C
- solubility
- Chloroform, Methanol
- pka
- 2 · 2+-.0.10(Predicted)
- color
- Clear Colourless
- Specific Gravity
- 0.95 · 0.950.949
- Odor
- 0.1 % · at 0.10 % in dipropylene glycol. musty nut skin earthy roasted hazelnut toasted potato dusty foliage vegetable
- Odor Type
- musty
- biological source
- synthetic
- Water Solubility
- SLIGHTLY SOLUBLE
- JECFA Number
- 777 · 777
- Henry's Law Constant
- 8.1 · 8.1×10-1 mol/(m3Pa) at 25℃, Roberts and Pollien (1997)
- Major Application
- flavors and fragrances
- InChI
- 1S/C9H14N2/c1-4-8-9(5-2)11-7(3)6-10-8/h6H,4-5H2,1-3H3
- InChIKey
- PSINWXIDJYEXLO-UHFFFAOYSA-N
- SMILES
- CCc1ncc(C)nc1CC
- LogP
- 2.16 · 2.16
- CAS DataBase Reference
- 18138 · 18138-04-0(CAS DataBase Reference)
- Substances Added to Food (formerly EAFUS)
- 2 · 2,3-DIETHYL-5-METHYLPYRAZINE
- FDA UNII
- 530763 R0AP · 530763R0AP
- NIST Chemistry Reference
- 2 · Pyrazine, 2,3-diethyl-5-methyl-(18138-04-0)
- EPA Substance Registry System
- 2 · Pyrazine, 2,3-diethyl-5-methyl- (18138-04-0)
- UNSPSC Code
- 85151701 · 85151701
- NACRES
- 24 · NA.24
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 302 · H302+H312+H332
- Precautionary statements
- 261 · P261-P264-P280-P301+P312-P302+P352+P312-P304+P340+P312
- PPE
- Eyeshields, Gloves, type ABEK (EN14387) respirator filter
- Hazard Codes
- Xi
- Risk Statements
- 36 · 36/37/38
- Safety Statements
- 26 · 26-36/37/39
- RIDADR
- 1993 · NA 1993 / PGIII
- WGK Germany
- 3 · 3
- TSCA
- TSCA listed
- HazardClass
- 3 · 3
- PackingGroup
- III
- HS Code
- 29339900 · 29339900
- Storage Class
- 10 · 10 - Combustible liquids
- Hazard Classifications
- 4 DermalAcute · Acute Tox. 4 DermalAcute Tox. 4 InhalationAcute Tox. 4 Oral
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
This chemical does not meet GHS hazard criteria for 6.2% (90 of 1453) of reports.
Warning
H302 (88.6%): Harmful if swallowed [Warning Acute toxicity, oral]
P261, P264, P270, P271, P280, P301+P317, P302+P352, P304+P340, P317, P321, P330, P362+P364, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 1453 reports by companies from 9 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory Information
Chemical: Pyrazine, 2,3-diethyl-5-methyl-
Regulation (EC) No 1831/2003 (amended)
Pyrazine, 2,3-diethyl-5-methyl-: Does not have an individual approval but may be used under an appropriate group standard
Hazard Classes and CategoriesAcute Tox. 4 (88.6%)
Safety data
- PPE
- Eyeshields, Gloves, type ABEK (EN14387) respirator filter
- wgk
- 3
- tsca
- TSCA listed
- ridadr
- NA 1993 / PGIII
- hs_code
- 29339900
- risk_code
- 36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- safety_code
- 26-36/37/39
- hazard_class
- 3
- Storage Class
- 10 - Combustible liquids
- packing_group
- III
- Hazard statements
- H302+H312+H332
- Hazard Classifications
- Acute Tox. 4 DermalAcute Tox. 4 InhalationAcute Tox. 4 Oral
- Precautionary statements
- P261-P264-P280-P301+P312-P302+P352+P312-P304+P340+P312
Chemistry & industry
Pharmacology
Cellular LocationsCytoplasm
Uses & manufacturing
Use Classification
Fragrance Ingredients
Flavoring Agents -> JECFA Flavorings Index
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
General Manufacturing InformationPyrazine, 2,3-diethyl-5-methyl-: ACTIVE
Applications
OccurrenceReported to be present in coffee, filberts, potato products, Parmesan cheese, chicken, beef, pork, cocoa, peanuts, popcorn, sesame seed and corn tortillas.
Uses2,3-Diethyl-5-methylpyrazine is a volatile compound found in food such as almonds and swiss cheese.
General Description2,3-Diethyl-5-methylpyrazine has been identified as a potent odorant in coffee sample and has been evaluated by gas chromatography-olfactometry of decreasing headspace samples.
Preparation methods
PreparationBy condensation of 3,4-hexanedione with propylene diamine.
Upstream & downstream products
Upstream raw materials
Downstream products
Additional notes
DefinitionChEBI: 2,3-Diethyl-5-methylpyrazine is a member of pyrazines.
Related reactions
1 records
Compound notes
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