Nonanal

HCID 31289CAS 124-19-6

기본 정보

표준 SMILES
CCCCCCCCC=O
InChIKey
GYHFUZHODSMOHU-UHFFFAOYSA-N
분자식
C9H18O
평균 분자량
142.24 g/mol
단동위원소 질량
142.13576519

이름 및 식별자

우선 이름
Nonanal
IUPAC
nonanal
영어명
1-Nonanal
분자식
C9H18O
분자량
142.23862

이름 및 동의어

NONANAL124-19-61-NonanalPelargonaldehydeNonanaldehyden-NonanalNonyl aldehyden-NonaldehydeNonaldehydeNonylaldehydePelargonic aldehydeNonylic aldehyde
이름 더 보기
1-NonaldehydeNonanoic aldehydeAldehyde C-91-Nonyl aldehydeC-9 aldehyden-NonylaldehydeNonoic aldehydeFEMA No. 2782

데이터베이스 식별자

CAS
124-19-6、75718-12-6
PubChem CID
31289
DTXSID
DTXSID9021639
ChEMBL
CHEMBL2228376
ChEBI
CHEBI:84268
UNII
2L2WBY9K6T
EC Number
204-688-5
Nikkaji
J5.547F

물성

구조 계산 물성

XLogP
3.3
극성 표면적
17.1 Ų
수소 결합 공여자 수
0
수소 결합 수용자 수
1
회전 가능 결합 수
7
무거운 원자 수
10

실험 및 물리화학적 성질

Odor · 2건

Orange-rose odor

Floral, waxy, green

Density · 4건

0.8264 at 72 °F (NTP, 1992) - Less dense than water; will float

0.8264 g/cu cm at 22 °C

0.820-0.830

0.820-0.830 @25 °C

Color/FormColorless liquid
Solubility · 6건

Insoluble (<1mg/ml) (NTP, 1992)

In water, 96 mg/L at 25 °C

Soluble in ethyl ether, chloroform

Soluble in three volumes 70% alcohol, in mineral oil; insoluble in glycerol

soluble in alcohol, most fixed oils, propylene glycol; insoluble in glycerol

1 ml in 3 ml of 70% alcohol (in ethanol)

Flash Point · 2건

182 °F (NTP, 1992)

64 °C (147 °F) - closed cup

Boiling Point · 3건

374 to 378 °F at 760 mmHg (NTP, 1992)

195 °C

93 °C (23 mm Hg); 191 °C

물리화학적 성질

녹는점
94 · 94-95 °C
끓는 점
190 · 190-192°C
밀도
0.82 · 0.820-0.830
인화점
162 °F · 162°F
색상
무색~담황색 액체
냄새
감귤-장미 냄새

안전 및 규제

GHS 분류

GHS Classification · 6건

This chemical does not meet GHS hazard criteria for 4.2% (83 of 1956) of reports.

Warning

H315 (19.3%): Causes skin irritation [Warning Skin corrosion/irritation];H319 (18.5%): Causes serious eye irritation [Warning Serious eye damage/eye irritation];H412 (92.9%): Harmful to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard]

P264, P264+P265, P273, P280, P302+P352, P305+P351+P338, P321, P332+P317, P337+P317, P362+P364, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 1956 reports by companies from 21 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.;Reported as not meeting GHS hazard criteria per 83 of 1956 reports by companies.;There are 19 notifications provided by 1873 of 1956 reports by companies with hazard statement code(s).;Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

유해성 정보

Regulatory Information · 4건

Chemical: Nonanal

Nonanal is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Nonanal 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: 15-02-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/5471

Nonanal: Does not have an individual approval but may be used under an appropriate group standard

DOT LabelCombustible Liquid
Fire HazardsThis compound is combustible. (NTP, 1992)
Fire PotentialCombustible liquid.
Health HazardsSYMPTOMS: This compound will cause skin and eye irritation; it is a strong irritant.;ACUTE/CHRONIC HAZARDS: Local irritant. (NTP, 1992)
Hazards Summary · 1건

Category of C7-C9 aliphatic aldehydes and carboxylic acids: Members and supporting chemicals demonstrate low acute toxicity by oral, dermal, and inhalation exposures; toxicity in repeated-dose studies only at relatively high levels; no evidence of reproductive toxicity, developmental toxicity, or mutagenicity; [EPA ChAMP: Hazard Characterization] A strong skin and eye irritant; [CAMEO] A skin irritant; [eChemPortal: ERMA] An irritant; Effects in high-dose animal studies include lacrimation; [MSDSonline]

안전 및 보호

Fire FightingFires involving this compound should be controlled with a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992)
First Aid · 1건

EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.;SKIN: IMMEDIATELY flood affected skin with water while removing and isolating all contaminated clothing. Gently wash all affected skin areas thoroughly with soap and water. If symptoms such as redness or irritation develop, IMMEDIATELY call a physician and be prepared to transport the victim to a hospital for treatment.;INHALATION: IMMEDIATELY leave the contaminated area; take deep breaths of fresh air. If symptoms (such as wheezing, coughing, shortness of breath, or burning in the mouth, throat, or chest) develop, call a physician and be prepared to transport the victim to a hospital. Provide proper respiratory protection to rescuers entering an unknown atmosphere. Whenever possible, Self-Contained Breathing Apparatus (SCBA) should be used; if not available, use a level of protection greater than or equal to that advised under Protective Clothing.;INGESTION: DO NOT INDUCE VOMITING. If the victim is conscious and not convulsing, give 1 or 2 glasses of water to dilute the chemical and IMMEDIATELY call a hospital or poison control center. Be prepared to transport the victim to a hospital if advised by a physician. If the victim is convulsing or unconscious, do not give anything by mouth, ensure that the victim's airway is open and lay the victim on his/her side with the head lower than the body. DO NOT INDUCE VOMITING. IMMEDIATELY transport the victim to a hospital. (NTP, 1992)

Fire Fighting Procedures · 2건

Advice for firefighters: Wear self-contained breathing apparatus for firefighting if necessary. Use water spray to cool unopened containers.

Suitable extinguishing media: Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide.

Storage ConditionsConditions for safe storage, including any incompatibilities: Keep container tightly closed in a dry and well-ventilated place. Containers which are opened must be carefully resealed and kept upright to prevent leakage.
Cleanup Methods · 1건

ACCIDENTAL RELEASE MEASURES. Personal precautions, protective equipment and emergency procedures: Use personal protective equipment. Avoid breathing vapors, mist or gas. Ensure adequate ventilation. Remove all sources of ignition. Evacuate personnel to safe areas. Beware of vapors accumulating to form explosive concentrations. Vapors can accumulate in low areas.; Environmental precautions Prevent further leakage or spillage if safe to do so. Do not let product enter drains.; Methods and materials for containment and cleaning up: Contain spillage, and then collect with an electrically protected vacuum cleaner or by wet-brushing and place in container for disposal according to local regulations. Keep in suitable, closed containers for disposal.

Nonfire Spill Response · 1건

SMALL SPILLS AND LEAKAGE: If you spill this chemical, use absorbent paper to pick up liquid spill material. Your contaminated clothing and absorbent paper should be sealed in a vapor-tight plastic bag for eventual disposal. Solvent-wash all contaminate surfaces with 70% ethanol followed by washing with a strong soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned.;STORAGE PRECAUTIONS: You should store this material in a refrigerator. (NTP, 1992)

독성 정보

TreatmentKidney dialysis is usually needed to relieve the symptoms of uremic syndrome until normal kidney function can be restored.
Health EffectsChronic exposure to uremic toxins can lead to a number of conditions including renal damage, chronic kidney disease and cardiovascular disease.
Ecotoxicity Values · 5건

LC50; Species: Pimephales promelas (Fathead minnow) age 26-34 day juvenile; Conditions: continuous flow-through system; Concentration: 5.52 mg/L for 96 hr

LC50; Species: Nitocra spinipes; Conditions: static, natural brackish water; Concentration: 25 mg/L for 96 hr (95% confidence interval: 21-30 mg/L)

LC50; Species: Alburnus alburnus (Bleak); Conditions: static with no aeration, natural brackish water; Concentration: 18 mg/L for 96 hr (95% confidence interval: 16-20 mg/L)

LC50; Species: Xenopus sp. (Frog) embryos; Concentration: 32.7 mg/L for 96 hr (95% confidence interval: 29-36 mg/L) /Conditions of bioassay not specified in source examined/

EC50; Species: Xenopus sp. (Frog) embryos; Concentration: 6.5 mg/L for 96 hr (95% confidence interval: 6-7 mg/L); Effect: malformation /Conditions of bioassay not specified in source examined/

Environmental Fate · 3건

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 40(SRC), determined from a structure estimation method(2), indicates that nonanal is expected to have very high mobility in soil(SRC). Volatilization of nonanal from moist soil surfaces is expected to be an important fate process(SRC) given a Henry's Law constant of 7.3X10-4 atm-cu m/mole(3). Even though the vapor pressure is low environmentally at standard temperature and pressure, 0.37 mm Hg(4), there is a detectable odor; therefore, nonanal may volatilize from dry soil. Utilizing the Japanese MITI test, 44% of the Theoretical BOD was reached in 4 weeks(5) indicating that biodegradation is an important environmental fate process in soil(SRC).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 40(SRC), determined from a structure estimation method(2), indicates that nonanal is not expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is expected(3) based upon a Henry's Law constant of 7.34X10-4 atm-cu m/mole(4). Using this Henry's Law constant and an estimation method(3), volatilization half-lives for a model river and model lake are 2 hours and 5 days, respectively(SRC). According to a classification scheme(5), an estimated BCF of 67(SRC), from an estimated log Kow of 3.27(2) and a regression-derived equation(2), suggests the potential for bioconcentration in aquatic organisms is moderate(SRC). Utilizing the Warburg respirometry test, a theoretical BOD range of 8 to 21% using activated sludge(6) indicating that biodegradation is an important environmental fate process in water(SRC).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), nonanal, which has a vapor pressure of 0.37 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase nonanal is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals(SRC); the half-life for this reaction in air is estimated to be 1 day(SRC), calculated from its rate constant of 3.31X10-11 cu cm/molecule-sec at 25 °C(SRC) Nonanal does not contain chromophores that absorb at wavelengths >290 nm(3) and, therefore, is not expected to be susceptible to direct photolysis by sunlight(SRC).

Food Survey Values · 2건

Nonanal has been identified as a volatile component in the following food items: common pineapple guava, 0.10 ug/g(1); popcorn, 41 ug/kg(2); rice cakes, 9-11 ppb(3); detected, not quantified in raw but not roasted earth-almond (Cyperus esculentus L.)(4). Concentrations in bisbee delicious apples (1990 harvest date) were 435.5 (8/14), 1474.5 (8/21), 3288.0 (8/24), 222.6 (9/4), 361.2 (9/11), 274.8 (9/18), 83.6 (9/25), and 206.1 (10/2)(5). Nonanal has also been identified as a volatile component in heated peanut oil, with 0.15, 1.02, 1.11, and 2.01% identified in the GC peak area at 50, 100, 150, and 200 °C, respectively(6). It is a volatile component of Idaho Russet Burbank baked potatoes(7); fresh tree-ripened apricots (Prunus armeniaca L.), and plums (Prunus salicina), at not detected to 8, and 14 and 51 ug/kg, respectively(8); and in roasted filberts(9). Nonanal was identified as a volatile component in unpasteurized, fresh orange juice samples at concentrations of 0.022-0.082, 0.087, and 0.025 ppm in mechanically pressed valencia, pineapple, and ambersweet oranges, respectively(10). Concentrations of 0.001, 0.003, 0.003-0.004, 0.007-0.25, trace, and 0.007 ppm were measured in hand pressed valencia, pineapple, hamlin, navel, pera, and ambersweet oranges, respectively(10).

Nonanal has been identified in the head-space at concentrations of 8,880, 9,130, and 24,200 relative peak areas following analysis of frankfurters with 30%, 12%, and 5% fat content, respectively(1). Nonanal has been identified, not quantified as a volatile component in scrambled eggs(2). The compound is one of the aroma components identified in uncured beef and chicken at concentrations of 1.44 and 11.59 mg/kg, respectively(3). Nonanal is one of the volatile components of water-boiled duck meat, duck fat, Cantonese-style roasted duck, and Cantonese-style roasted duck gravy at concentrations of 31.79, 24.97, 8.04, and 48.87 ppb, respectively(4). Nonanal was identified as one of the characteristic odorants in fresh rhizomes of ginger (Zingiber officinale Roscoe)(5).

Exposure RoutesEndogenous, Ingestion, Dermal (contact)

규제 정보

Regulatory Information · 4건

Chemical: Nonanal

Nonanal is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Nonanal 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: 15-02-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/5471

Nonanal: Does not have an individual approval but may be used under an appropriate group standard

FDA Requirements · 1건

Nonanal is a food additive permitted for direct addition to food for human consumption as a synthetic flavoring substance and adjuvant in accordance with the following conditions: a) they are used in the minimum quantity required to produce their intended effect, and otherwise in accordance with all the principles of good manufacturing practice, and 2) they consist of one or more of the following, used alone or in combination with flavoring substances and adjuvants generally recognized as safe in food, prior-sanctioned for such use, or regulated by an appropriate section in this part.

TSCA Requirements · 2건

Section 8(a) of TSCA requires manufacturers of this chemical substance to report preliminary assessment information concerned with production, exposure, and use to EPA as cited in the preamble in 51 FR 41329. Effective date: 9/30/91; Reporting date: 11/27/91.

Pursuant to section 8(d) of TSCA, EPA promulgated a model Health and Safety Data Reporting Rule. The section 8(d) model rule requires manufacturers, importers, and processors of listed chemical substances and mixtures to submit to EPA copies and lists of unpublished health and safety studies. Nonanal is included on this list. Effective date: 9/30/91; Sunset date: 6/30/98.

안전 데이터

독성
skn-rbt 500 mg/24H SEV FCTXAV 11,1079,73

화학 및 산업

약리 정보

Metabolism/Metabolites · 2건

Aldehyde dehydrogenase (ALDH) specific activity was measured in crude homogenates, post-mitochondrial supernatants, cytosolic and microsomal fractions of /Rainbow trout (Oncorhynchus mykiss)/ liver, using a number of endogenous and xenobiotic aldehydes and both NAD+ and NADP+ as co-factors. All the activity found in the crude homogenate could be accounted for by the sum of the cytosolic and microsomal activities. Highest activities were found with the medium chain length substrates hexanal and nonanal in all fractions. The ,-unsaturated aldehydes, (E,E)-2,4-nonadienal-1-al, and trans, trans-2,4-decadienal, were also good substrates for both fractions, while the hydroxylated , unsaturated trans-4-hydroxy-2-nonenal was a good substrate only for the microsomal fraction. Short chain and aromatic xenobiotic substrates were metabolized at much lower rates, and only the microsomal fraction was effective against acetaldehyde, acrolein, and benzaldehyde. Neither fraction metabolized 2,5-dihydroxy benzaldehyde. NAD+ was the preferred co-factor for most substrates. Apparent affinity (Km) for hexanal and nonanal in the cytosolic fraction were comparable to that found in rats, but the theoretical maximal velocity (Vmax) for these substrates, and the specific activities for the other substrates, were much lower than found in mammals. The biochemical results suggest that trout are well adapted to detoxify products of endogenous lipid peroxidation, but are poorly adapted to detoxify xenobiotic aldehydes.

Uremic toxins tend to accumulate in the blood either through dietary excess or through poor filtration by the kidneys. Most uremic toxins are metabolic waste products and are normally excreted in the urine or feces.

Cellular LocationsMembrane

용도 및 제조

Uses · 6건

Used in perfumes and foods (flavoring agent); [Hawley] Occurs in essential oils; [CAMEO] Occurs in citrus and rose oils; [Ullmann]

... used in the perfume industry.

Flavoring agent.

... used in floral compositions, particularly those with rose characteristics.

Nonanal is a synthetic flavoring substance and adjuvant permitted for direct addition to food for human consumption.

Reported uses (ppm):;Table: Reported uses (ppm): (Flavor and Extract Manufacturers' Association, 1994) [Table#6836]

U.S. Production · 4건

2023: 10,000,000 - <50,000,000 lb;2022: 10,000,000 - <50,000,000 lb;2021: 10,000,000 - <50,000,000 lb;2020: 10,000,000 - <50,000,000 lb

Nonanal is listed as a High Production Volume (HPV) chemical (65FR81686). Chemicals listed as HPV were produced in or imported into the U.S. in >1 million pounds in 1990 and/or 1994. The HPV list is based on the 1990 Inventory Update Rule. (IUR) (40 CFR part 710 subpart B; 51FR21438).

Production volume for non-confidential chemicals reported under the 2006 Inventory Update Rule. Chemical: Nonanal. Aggregated National Production Volume: 10 to < 50 million pounds.

Non-confidential 2012 Chemical Data Reporting (CDR) information on the production and use of chemicals manufactured or imported into the United States. Chemical: Nonanal. National Production Volume: 21,932,784 lb/yr.

Consumer UsesFragrance
Industry UsesIntermediate
Methods of Manufacturing · 2건

Nonanal is prepared by catalytic dehydrogenation of nonanol, by hydroformylation of 1-octene, or by reaction of formic acid and nonanoic acid on a titanium dioxide catalyst.

By catalytic oxidation of the corresponding alcohol (n-nonanol) or reduction of the corresponding acid.

Formulations/PreparationsGrade: Technical, Food Chemical Codex

공급사50 곳

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]
郑州阿尔法化工有限公司+86-18530059196 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
河北创海生物科技有限公司+86-86-13131129325 · [email protected]

관련 반응

33건

연결된 노트

불러오는 중…