CAS 57456-98-1 2-Methylbutanal (HCID 7284)

Overview

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.

Names & identifiers

Preferred name: 2-Methylbutanal
IUPAC: 2-methylbutanal
English name: 2-Methylbutyraldehyde
Molecular formula: C5H10O
Molecular weight: 86.13

Names & synonyms

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

Show more names

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

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

Database identifiers

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

Properties

Computed structural properties

XLogP: 1.1
Topological polar surface area: 17.1 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 1
Rotatable bonds: 2
Heavy atoms: 6
Formal charge: 0
Complexity: 41.2

Experimental & physicochemical properties

Chemical Classes · 2 items

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)

Physicochemical properties

Melting point: -67.38 °C · -67.38°C (estimate)
Boiling point: 90 · 90-92 °C (lit.)
Density: 0.806 g/mL · 0.806 g/mL at 20 °C 0.804 g/mL at 25 °C (lit.)
refractive index: 20 · n20/D 1.3919(lit.)
FEMA: 2691 · 2691 | 2-METHYLBUTYRALDEHYDE
FLAVIS Number: 5.049 · 05.049 | 2-Methylbutyraldehyde
Flash point: 40 °F · 40 °F
storage temp.: 2 · 2-8°C
solubility: soluble in Chloroform, Methanol
form: Liquid
color: Clear colorless
Odor: 1 % · at 1.00 % in dipropylene glycol. musty cocoa phenolic coffee nutty malty fermented fatty alcoholic
Odor Type: cocoa
explosive limit: 1.3 · 1.3-13%(V)
biological source: synthetic
optical activity: -0.13 ° · -0.13°(C=1.00 g/100ml,CHCL3)
Water Solubility: Soluble in water, ether, and alcohol.
Sensitive: Air Sensitive
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
Cosmetics Ingredients Functions: 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℃
Substances Added to Food (formerly EAFUS): 2 · 2-METHYLBUTYRALDEHYDE
CAS DataBase Reference: 96 · 96-17-3(CAS DataBase Reference)
EWG's Food Scores: 1 · 1
FDA UNII: 47 H597M1YY · 47H597M1YY
NIST Chemistry Reference: 2 · Butanal, 2-methyl-(96-17-3)
EPA Substance Registry System: 2 · 2-Methylbutanal (96-17-3)
UNSPSC Code: 85151701 · 85151701
NACRES: 24 · NA.24
Symbol(GHS): 2 · GHS02,GHS07,GHS09
Signal word: Danger
Hazard statements: 225 · H225-H317-H319-H335-H411
Precautionary statements: 210 · P210-P233-P273-P280-P303+P361+P353-P305+P351+P338
target organs: Respiratory system
Hazard Codes: F,Xi
Risk Statements: 11 · 11-36-43-36/37
Safety Statements: 16 · 16-26-36-39-36/37
RIDADR: 3371 · UN 3371
WGK Germany: 1 · 1
RTECS: 3400000 · ES3400000
F: 10 · 10-23
TSCA: TSCA listed
HazardClass: 3 · 3
PackingGroup: II
HS Code: 29121900 · 29121900
Storage Class: 3 · 3 - Flammable liquids
Hazard Classifications: 2 Eye · Aquatic Chronic 2Eye Irrit. 2Flam. Liq. 2Skin Sens. 1STOT SE 3
REACH Registrations: Active
Limited Quantities: 1 L · 1.0 L (0.3 gallon) (liquid)
Excepted Quantities: Max Inner Pack (30g or 30ml) and Max Outer Pack (500g or 500ml)

Safety & regulation

GHS classification

GHS Classification · 6 items

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]

Hazard information

Regulatory Information · 6 items

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 items

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

Safety & protection

Accidental Release Measures · 2 items

· 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.

Toxicology

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

Safety data

F: 10-23
wgk: 1
tsca: TSCA listed
rtecs: ES3400000
ridadr: UN 3371
hs_code: 29121900
risk_code: 11-36-43-36/37
Signal word: Danger
Symbol(GHS): GHS02,GHS07,GHS09
hazard_code: F,Xi
safety_code: 16-26-36-39-36/37
hazard_class: 3
Storage Class: 3 - Flammable liquids
packing_group: II
target organs: Respiratory system
Hazard statements: H225-H317-H319-H335-H411
Limited Quantities: 1.0 L (0.3 gallon) (liquid)
Excepted Quantities: Max Inner Pack (30g or 30ml) and Max Outer Pack (500g or 500ml)
REACH Registrations: Active
Hazard Classifications: Aquatic Chronic 2Eye Irrit. 2Flam. Liq. 2Skin Sens. 1STOT SE 3
Precautionary statements: P210-P233-P273-P280-P303+P361+P353-P305+P351+P338

Chemistry & industry

Pharmacology

Cellular LocationsCytoplasm

Uses & manufacturing

UsesUsed as flavoring agent or adjuvant; [FDA]

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

Industry UsesIntermediate

Use Classification · 3 items

Fragrance Ingredients

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

Flavoring Agents -> JECFA Flavorings Index

General Manufacturing Information · 2 items

All Other Basic Organic Chemical Manufacturing

Butanal, 2-methyl-: ACTIVE

Applications · 5 items

Description2-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.

Uses2-Methylbutyraldehyde is used for lift in woody and cocoa topnote complexes. And also used in cocoa, coffee, wine and nut flavors for lift.

UsesFlavoring.

General Description2-Methylbutyraldehyde has been identified as one of the important flavor compounds in barley crystal malts, baked potatoes, whole milk powder (WMP).

Preparation methods

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

Upstream & downstream products

Upstream raw materials

FUSEL OIL

Suppliers100 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]

巨野众悦香料有限公司0530-8599699 13701896116 · [email protected]

武汉欣扬瑞和化学科技有限公司153-07155313 15307155313 · [email protected]

河北展药生物科技有限公司15369953316 +8615369953316 · [email protected]

Additional notes · 1 item

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