2-Methylbutanal (HCID 7284)

Überblick

2-methylbutanal is a methylbutanal in which the methyl substituent is at position 2. It has a role as a volatile oil component, a Saccharomyces cerevisiae metabolite and a plant metabolite. It is a methylbutanal and a 2-methyl-branched fatty aldehyde.

Namen und Bezeichner

Bevorzugter Name: 2-Methylbutanal
IUPAC: 2-methylbutanal
Lokaler Name: 2-Methylbutyraldehyd
Englischer Name: 2-Methylbutyraldehyde
Summenformel: C5H10O
Molmasse: 86.13

Namen und Synonyme

2-Methylbutyraldehyde2-METHYLBUTANAL96-17-32-FormylbutaneButanal, 2-methyl-Butyraldehyde, 2-methyl-Methylethylacetaldehydealpha-MethylbutanalMethyl ethyl acetaldehydealpha-MethylbutyraldehydeFEMA No. 2691DTXSID2021818

Weitere Namen anzeigen

Butanal,2-methyl-α-MethylbutanalFEMA 26912-Methyl-1-butanal2-methyl-butyraldehydsec-C4H9CHO2-methyl-butana

47H597M1YYNSC-77077DTXCID201818CHEBI:16182RefChem:476009202-485-62-Ethylpropanal2-Methylbutyric aldehyde

Datenbank-Bezeichner

CAS: 57456-98-1、96-17-3
PubChem CID: 7284
DTXSID: DTXSID2021818
ChEMBL: CHEMBL2270060
ChEBI: CHEBI:16182
UNII: 47H597M1YY
EC Number: 202-485-6
Nikkaji: J35.111C

Eigenschaften

Berechnete Struktureigenschaften

XLogP: 1,1
Polarare Oberfläche (TPSA): 17,1 Å²
H-Brücken-Donoren: 0
H-Brücken-Akzeptoren: 1
Frei drehbare Bindungen: 2
Schwere Atome: 6
Formalladung: 0
Komplexität: 41,2

Experimentelle und physikochemische Eigenschaften

Chemical Classes · 2 Einträge

Other Classes -> Aldehydes

Flammable agents - 3rd degree

FragrancesFragrance Ingredient (2-Methylbutyraldehyde) -> IFRA transparency List

Food AdditivesFLAVORING AGENT OR ADJUVANT -> FDA Substance added to food

Density0.799-0.804

Flavoring AgentsEU Flavoring substances

Solubility(in ethanol)

Physikochemische Eigenschaften

Schmelzpunkt: -67.38 °C · -67.38°C (estimate)
Siedepunkt: 90 · 90-92 °C (lit.)
Dichte: 0.806 g/mL · 0.806 g/mL at 20 °C 0.804 g/mL at 25 °C (lit.)
Brechungsindex: 20 · n20/D 1.3919(lit.)
FEMA: 2691 · 2691 | 2-METHYLBUTYRALDEHYDE
Flammpunkt: 40 °F · 40 °F
storage temp.: 2 · 2-8°C
Löslichkeit: soluble in Chloroform, Methanol
Aggregatzustand: Liquid
Farbe: Clear colorless
Geruch (Odor): 1 % · at 1.00 % in dipropylene glycol. musty cocoa phenolic coffee nutty malty fermented fatty alcoholic
Geruchsart: cocoa
Explosionsgrenze: 1.3 · 1.3-13%(V)
Biologische Quelle: synthetic
Wasserlöslichkeit: Soluble in water, ether, and alcohol.
JECFA Number: 254 · 254
BRN: 1633540 · 1633540
Henry's Law Constant: 2.5 · 2.5×10-2 mol/(m3Pa) at 25℃, Brockbank (2013)
Major Application: flavors and fragrances
Kosmetik-Inhaltsstoffe Funktionen: PERFUMING
InChI: 1S/C5H10O/c1-3-5(2)4-6/h4-5H,3H2,1-2H3
InChIKey: BYGQBDHUGHBGMD-UHFFFAOYSA-N
SMILES: [H]C(=O)C(C)CC
LogP: 1.23 at · 1.23 at 25℃
CAS Datenbank: 96 · 96-17-3(CAS DataBase Reference)
NIST chemische Informationen: 2 · Butanal, 2-methyl-(96-17-3)
EPA chemische Informationen: 2 · 2-Methylbutanal (96-17-3)

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 6 Einträge

Danger

H225 (> 99.9%): Highly Flammable liquid and vapor [Danger Flammable liquids]

P210, P233, P240, P241, P242, P243, P261, P264+P265, P271, P272, P273, P280, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P319, P321, P333+P317, P337+P317, P362+P364, P370+P378, P391, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 1820 reports by companies from 18 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Danger

H225: Highly Flammable liquid and vapor [Danger Flammable liquids]

Gefahrenhinweise

Regulatory Information · 6 Einträge

Chemical: Butanal, 2-methyl-

Regulation (EC) No 1831/2003 (amended)

Butanal, 2-methyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Butanal, 2-methyl- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

Status: Active Update: 20-03-2020 https://echa.europa.eu/registration-dossier/-/registered-dossier/11627

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

The New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.)

Fire Hazards· HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames.

Health Hazards· May cause toxic effects if inhaled or absorbed through skin.

Hazards SummaryA mild to severe eye and mild to moderate skin irritant; [RTECS] Safe when used as a flavoring agent in food; [JECFA] An eye irritant; [Acros Organics MSDS] See Butyraldehyde.

DOT ID and Guide3371 129

DOT Hazard Classification · 4 Einträge

2-Methylbutanal

UN3371

Class 3 Flammable and combustible liquid (49 eCFR § 173.120)

PG II: the degree of danger presented by the material is medium

Sicherheit und Schutzausrüstung

Accidental Release Measures · 2 Einträge

· CALL 911. Then call emergency response telephone number on shipping paper. If shipping paper not available or no answer, refer to appropriate telephone number listed on the inside back cover.

· ELIMINATE all ignition sources (no smoking, flares, sparks or flames) from immediate area.

First AidGeneral First Aid:

Exposure Control and Personal Protection· Wear positive pressure self-contained breathing apparatus (SCBA).

Isolation and EvacuationImmediate precautionary measure

Emergency Response Planning GuidelinesCAUTION: The majority of these products have a very low flash point. Use of water spray when fighting fire may be inefficient.

Toxikologische Informationen

Toxicity DataLC50 (rat) = 14,000 ppm/4hr

Sicherheitsdaten

F: 10-23
wgk: 1
tsca: TSCA listed
ridadr: UN 3371
hs_code: 29121900
RTECS-Nr.: ES3400000
risk_code: 11-36-43-36/37
hazard_code: F,Xi
safety_code: 16-26-36-39-36/37
hazard_class: 3
packing_group: II
Speicherklasse: 3 - Flammable liquids
Hazard Classifications: Aquatic Chronic 2Eye Irrit. 2Flam. Liq. 2Skin Sens. 1STOT SE 3

Chemie und Industrie

Pharmakologische Informationen

Cellular LocationsCytoplasm

Verwendung und Herstellung

UsesUsed as flavoring agent or adjuvant; [FDA]

U.S. Production2023: 8,500,000 - <25,000,000 lb

Industry UsesIntermediate

Use Classification · 3 Einträge

Fragrance Ingredients

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

Flavoring Agents -> JECFA Flavorings Index

General Manufacturing Information · 2 Einträge

All Other Basic Organic Chemical Manufacturing

Butanal, 2-methyl-: ACTIVE

Anwendungen · 3 Einträge

Beschreibung2-Methylbutyraldehyde has a powerful, choking odor with a peculiar cocoa and coffee-like flavor when diluted. It has a sweet, slightly fruity, chocolate-like taste. May be prepared by oxidation of sec-butylcarbinol isolated from fermented fusel oil; the dl-form from sec-butyl magnesium bromide and formaldehyde; by reduction of methylethylacetic acid.

OccurrenceReported found in apple juice, berries, grapes, papaya, peach, kohlrabi, onion, leek, peas, potato, bell pepper, tomato, peppermint and spearmint oil, breads, cheeses, milk, egg, fatty and lean fish, meats, beer, cognac, rum, cocoa, coffee, tea, filberts, peanuts, pecans, oat flakes, soybean, olive, passion fruit, plum, beans, mushrooms, trassi, macadamia nut, tamarind, cardamom, rice, quince, lovage leaf, pumpkin, sweet corn, laurel, malt, clary sage, truffle, clam, scallops, squid, Chinese quince and Roman chamomile oil, black currant and Swiss cheese.

Verwenden2-Methylbutyraldehyde is used for lift in woody and cocoa topnote complexes. And also used in cocoa, coffee, wine and nut flavors for lift.

Darstellung

synthetischeBy oxidation of sec-butylcarbinol isolated from fermented fusel oil; the dl-form from sec-butyl magnesium bromide and formaldehyde; by reduction of methylethylacetic acid