P-2-메틸부탄올

2-Methyl-1-butanol

HCID 8723CAS 137-32-6

기본 정보

표준 SMILES
CCC(C)CO
InChIKey
QPRQEDXDYOZYLA-UHFFFAOYSA-N
분자식
C5H12O
평균 분자량
88.15 g/mol
단동위원소 질량
88.088815

개요

2-methylbutan-1-ol is a primary alcohol that is isopentane substituted by a hydroxy group at position 1. It has a role as a Saccharomyces cerevisiae metabolite. It is a primary alcohol and an alkyl alcohol. It derives from a hydride of an isopentane.

이름 및 식별자

우선 이름
2-Methyl-1-butanol
IUPAC
2-methylbutan-1-ol
현지명
P-2-메틸부탄올
영어명
2-Methyl-1-butanol
분자식
C5H12O
분자량
88.15

이름 및 동의어

2-METHYL-1-BUTANOL2-Methylbutan-1-ol137-32-6Active amyl alcoholsec-Butylcarbinol2-Methylbutanol1-Butanol, 2-methyl-2-Methylbutyl alcohol2-Methyl-n-butanolPrimary active amyl alcohol2-Methyl butanol-1Active primary amyl alcohol
이름 더 보기
2-메틸-1-부탄올P-2-메틸부탄올2-METHYL BUTANOLFEMA 39981-Butanol,2-methyl-ACTIVE-AMYL ALCOHOL2-methyl-butan-1-olDL-2-METHYL-1-BUTANOL(±)-2-methyl-butan-1-ol(+/-)-2-Methyl-1-butanol
dl-sec-Butyl carbinolDTXSID50270697VTJ239ASUNSC-8431DTXCID107069FEMA NO. 3998CHEBI:48945RefChem:87986

데이터베이스 식별자

CAS
137-32-6、1565-80-6、34713-94-5
PubChem CID
8723
DTXSID
DTXSID5027069
ChEMBL
CHEMBL451923
ChEBI
CHEBI:48945
UNII
7VTJ239ASU
EC Number
205-289-9、252-163-4
Nikkaji
J2.022B

물성

구조 계산 물성

XLogP
1.2
극성 표면적
20.2 Ų
수소 결합 공여자 수
1
수소 결합 수용자 수
1
회전 가능 결합 수
2
무거운 원자 수
6

실험 및 물리화학적 성질

LipidsFatty Acyls [FA] -> Fatty alcohols [FA05]
SolventsSolvents -> Alcohols (<C12)
FragrancesFragrance Ingredient (2-Methylbutanol) -> IFRA transparency List
LogP · 3건

log Kow= 1.29 (measured)

1.290

1.3/1.4

Food AdditivesFLAVORING AGENT OR ADJUVANT -> FDA Substance added to food
Density · 3건

0.816 @ 20 °C/4 °C

Relative density (water = 1): 0.8

0.815-0.820

물리화학적 성질

녹는점
70 °C · −70 °C(lit.)
끓는 점
130 °C · 130 °C mm Hg(lit.)
밀도
0.819 g/mL · 0.819 g/mL at 20 °C(lit.)
증기 밀도
3 · 3 (vs air)
증기압
3 mm · 3 mm Hg ( 20 °C)
굴절률
20 · n20/D 1.411

화학적 성질

(+/–)2-Methyl-1-butanol has a cooked, roasted aroma with fruity or alcoholic undernotes.

안전 및 규제

GHS 분류

GHS Classification · 6건

Danger

H226 (36.3%): Flammable liquid and vapor [Warning Flammable liquids]

P210, P233, P240, P241, P242, P243, P261, P264, P264+P265, P271, P280, P302+P352, P303+P361+P353, P304+P340, P305+P354+P338, P317, P319, P321, P332+P317, P362+P364, P370+P378, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 2020 reports by companies from 32 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Danger

H226 (100%): Flammable liquid and vapor [Warning Flammable liquids]

유해성 정보

Regulatory Information · 5건

Chemical: 1-Butanol, 2-methyl-

Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)

1-Butanol, 2-methyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 1-Butanol, 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: 15-12-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/12040

2-Methyl-1-butanol: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationEvaluation - Chemicals that are unlikely to require further regulation to manage risks to environment
Fire HazardsFlammable. Above 50 °C explosive vapour/air mixtures may be formed.
Hazards Summary · 2건

A skin, eye, and respiratory tract irritant; May cause CNS effects; Swallowing the liquid may cause aspiration into the lungs with the risk of chemical pneumonitis. The liquid defats the skin. [ICSC] Safe when used as a flavoring agent; [JECFA] In oral lethal dose studies, animals have ataxia and prostration; [OECD SIDS] An irritant; Effects in high-dose animal studies include spastic paralysis with/without sensory change; [MSDSonline]

The major hazards encountered in the use and handling of 2-methyl-1-butanol stem from its toxicologic properties. Toxic by all routes (ie, inhalation, ingestion, and dermal absorption), exposure to this colorless liquid may occur from its use as a solvent, as a frothing agent in ore flotation, in lubricants, plasticizers, oils, and paints, and as a chemical intermediate for diamyldithiophosphates, 2-methyl-1-butylamine, esters, and ethers. Effects from exposure may include irritation of the eyes, skin, and mucous membranes, headache, dizziness, giddiness, nausea, cardiac arrhythmias, or pulmonary edema. In activities and situations where over-exposure may occur, wear a self-contained breathing apparatus. If contact should occur, irrigate exposed eyes with copious amounts of tepid water for at least 15 minutes, and wash exposed skin thoroughly with soap and water. This substance must be moderately heated before ignition will occur. If this substance should be involved in a fire, use water to cool the material to below its flash point.

EC ClassificationSymbol: Xn; R: 10-20-37-66; S: (2)-46
UN ClassificationUN Hazard Class: 3; UN Pack Group: III

안전 및 보호

Fire FightingUse alcohol-resistant foam, powder, carbon dioxide. In case of fire: keep drums, etc., cool by spraying with water.
First Aid Measures · 4건

Fresh air, rest.

Remove contaminated clothes. Rinse skin with plenty of water or shower.

First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.

Rinse mouth. Do NOT induce vomiting. Rest. Refer for medical attention .

Safe StorageFireproof. Cool.
Exposure Control and Personal Protection20.0 [ppm]
Spillage DisposalCollect leaking and spilled liquid in sealable metal or glass containers as far as possible. Absorb remaining liquid in sand or inert absorbent. Then store and dispose of according to local regulations.
Preventive Measures · 1건

SRP: The scientific literature for the use of contact lenses in industry is conflicting. The benefit or detrimental effects of wearing contact lenses depend not only upon the substance, but also on factors including the form of the substance, characteristics and duration of the exposure, the uses of other eye protection equipment, and the hygiene of the lenses. However, there may be individual substances whose irritating or corrosive properties are such that the wearing of contact lenses would be harmful to the eye. In those specific cases, contact lenses should not be worn. In any event, the usual eye protection equipment should be worn even when contact lenses are in place.

독성 정보

Body Burden2-Methyl-1-butanol was detected in 5.4% of 387 expired air samples collected from 54 human volunteers that were classified as healthy urban non-smokers(1); the 2-methyl-1-butanol concn ranged from 3.63 to 41.8 ng/l(1).
Environmental Fate · 3건

TERRESTRIAL FATE: The only identifiable degradation process in soil is biodegradation. Although biodegradation data specific to 2-methyl-1-butanol are unavailable, analogy to similar aliphatic alcohols suggests that 2-methyl-1-butanol will readily biodegrade. Based upon an estimated Koc values of 15 and 120, 2-methyl-1-butanol is expected to leach readily in soil(2,SRC); however, the importance of leaching may be lessened by relatively rapid, concurrent biodegradation(SRC).

AQUATIC FATE: The only important identifiable degradation process in water is biodegradation. Although biodegradation data specific to 2-methyl-1-butanol are unavailable, analogy to similar aliphatic alcohols suggests that 2-methyl-1-butanol will be readily biodegradable. The volatilization half-lives of 2-methyl-1-butanol from a model environmental river (1 meter deep) and model pond have been estimated to be 61 hr and 28 days, respectively(1,2,SRC). Aquatic bioconcentration, hydrolysis, photodegradation and adsorption to sediment are not expected to be important(SRC).

ATMOSPHERIC FATE: Based upon a vapor pressure of 3.13 mm Hg at 25 °C(1), 2-methyl-1-butanol is expected to exist almost entirely in the vapor-phase in the ambient atmosphere(2,SRC). It will degrade in an average ambient atmosphere by reaction with photochemically produced hydroxyl radicals (estimated half-life of 47 hr)(3,SRC). Physical removal from air via wet deposition is possible since 2-methyl-1-butanol is relatively soluble in water(SRC).

Food Survey Values2-Methyl-1-butanol has been identified as a volatile component of blue cheese aroma(1), Concord grape juice essence(2), nectarines(3), apples(4,6), roasted filbert nuts(5), papaya fruit(7), oranges(8), tomatoes(9), beer(10), and wine(11).
Adverse EffectsNeurotoxin - Acute solvent syndrome
Exposure RoutesThe substance can be absorbed into the body by inhalation of its vapour and by ingestion.
Signs and Symptoms · 3건

Cough. Dizziness. Drowsiness. Sore throat.

Dry skin. Redness.

Redness. Pain.

안전 데이터

OEB
A
OEL
TWA: 100.0 ppm; 360.0 mg/m3, STEL: 125.0 ppm; 450.0 mg/m3
wgk
3
tsca
TSCA listed
rtecs
EL5250000
ridadr
UN 1105 3/PG 3

화학 및 산업

약리 정보

Cellular LocationsCytoplasm

용도 및 제조

Uses · 6건

Used as a solvent; for organic synthesis (introduction of active amyl group); in lubricants, plasticizers, and additives for oils and paints; as a frothing agent in ore flotation; as a chemical intermediate; [HSDB] Used to manufacture liquid crystals, plant protection agents, and fragrances; to catalyze polymerization of caprolactam; and to extract crude oil; [CHEMINFO]

Petroleum Production and Refining [Category: Industry]

SOLVENT; ORGANIC SYNTHESIS (INTRODUCTION OF ACTIVE AMYL GROUP); IN LUBRICANTS, PLASTICIZERS, ADDITIVES FOR OILS & PAINTS.

CHEM INT, EG, FOR ESTERS & ETHERS.

FROTHING AGENT IN ORE FLOTATION.

CHEM INT FOR DIAMYLDITHIOPHOSPHATES (CORROSION INHIBITOR).

U.S. Production · 3건

2023: 10,000,000 - <50,000,000 lb

(1979) PROBABLY GREATER THAN 2.27X10+6 GRAMS

(1981) 1.36-2.72X10+9 GRAMS (ESTIMATED PRODN)

Industry UsesSolvent
Methods of Manufacturing · 2건

BY FRACTIONATION OF FUSEL OIL AND VIA CHLORINATION OF PENTANES.

REACTION OF N-BUTENES WITH CARBON MONOXIDE & HYDROGEN IN THE PRESENCE OF COBALT HYDROCARBONYL (OXO PROCESS) FOLLOWED BY HYDROGENATION OF THE RESULTING C5 ALDEHYDES TO A MIXT OF AMYL ALCOHOLS WHICH CAN BE SEPARATED BY DISTILLATION

Formulations/PreparationsEXISTS IN COMMERCE LARGELY AS D-AMYL ALCOHOL.
Use Classification · 6건

Fragrance Ingredients

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

Flavoring Agents -> JECFA Flavorings Index

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

응용 분야 · 3건

출처Reportedly present in over 120 natural food products, including apple, apricot, banana, orange, bilberry, black currant, cranberry, papaya, strawberry, tomato and alcoholic beverages

용도2-Methyl-1-butanol is a whiskey-scented amyl alcohol that is naturally present in all fruits wine and beer. 2-Methyl-1-butanol is commercially used as a solvent in paints and oils and as flavorant in many processed foods. 2-Methyl-1-butanol has a characteristic redolence, which is thought to account for its active properties as an attractant for hornets and certain wasps, such as yellowjackets, in traps. As a biochemical active ingredient, it has a non-toxic mode of action – targeted pests are killed through physical entrapment.

일반 설명S-(-)-2-Methyl-1-butanol is a precursor for the synthesis of chiral liquid crystals. It is a potential new-biofuel.

제조 방법 · 2건

생산 방법2-methyl-1-butanol are refined from ethanol production as fusel oil. Isoamyl alcohols are used as solvents for oils, fats, resins, and waxes; in the plastics industry in spinning polyacrylonitrile; and in manufacturing lacquers, chemicals, and pharmaceuticals.

Prepared from hydroboration of 2-methyl-1-butene. (–)2-Methyl-1-butanol is isolated by fractional distillation of fusel oil

공급사7 곳

国药集团化学试剂有限公司86-21-63210123 · [email protected]
北京华美互利生物化工010-56205725 · [email protected]
Syntechem Co.,Ltd[email protected]
上海迈瑞尔生化科技有限公司4006356688 18621169109 · [email protected]
厦门盈融达化工有限公司+86-0592-6210733 · [email protected]

추가 설명

정의The active alcohol from fusel oil. The synthetic product is a racemic mixture of both dextroand levorotatory compounds and therefore not optically active.

관련 반응

44건

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