Nonanoic Acid

HCID 8158CAS 112-05-0

基本情報

標準SMILES
CCCCCCCCC(=O)O
InChIKey
FBUKVWPVBMHYJY-UHFFFAOYSA-N
分子式
C9H18O2
平均分子量
158.24 g/mol
単同位体質量
158.13067982

概要

Nonanoic acid is a C9 straight-chain saturated fatty acid which occurs naturally as esters of the oil of pelargonium. Has antifungal properties, and is also used as a herbicide as well as in the preparation of plasticisers and lacquers. It has a role as an antifeedant, a plant metabolite, a Daphnia magna metabolite and an algal metabolite. It is a straight-chain saturated fatty acid and a medium-chain fatty acid. It is a conjugate acid of a nonanoate. It derives from a hydride of a nonane.

名称と識別子

優先名称
Nonanoic Acid
IUPAC
nonanoic acid
現地名
ノナン酸
英語名
Nonanoic acid
分子式
C9H18O2
分子量
158.24

名称と別名

NONANOIC ACIDPelargonic acid112-05-0n-Nonanoic acidNonoic acidNonylic acidPelargic acid1-Octanecarboxylic acidn-Nonylic acidn-Nonoic acidPelargonHexacid C-9
名称をさらに表示
ノナン酸ペラルグ酸エンファック1202ペラルゴン酸ペルゴン酸ノニル酸ノナノニックアシドN-ノナン酸N‐ノナン酸ノナン酸標準品NONANOIC ACID (PELARGONIC ACID)ノナン酸, 97%ペラルゴン酸標準品NONANEnonanoicpelargonic1-nonanoic acidFEMA 2784
Cirrasol 185AEmfac 12021-Octanecarboxyic acidFEMA No. 2784DTXSID3021641CHEBI:2901997SEH7577TNSC-62787

データベース識別子

CAS
112-05-0、68937-75-7
PubChem CID
8158
DTXSID
DTXSID3021641
ChEBI
CHEBI:29019
UNII
97SEH7577T
EC Number
203-931-2
Nikkaji
J1.991G

物性

構造計算による物性

XLogP
3.5
極性表面積
37.3 Ų
水素結合供与体数
1
水素結合受容体数
2
回転可能結合数
7
重原子数
11

実験および物理化学的性質

Chemical ClassesOther Classes -> Organic Acids
LipidsFatty Acyls [FA] -> Fatty Acids and Conjugates [FA01] -> Straight chain fatty acids [FA0101]
Cosmetics · 2 件

Cosmetic ingredients (Pelargonic Acid) -> CIR (Cosmetic Ingredient Review)

Solvent

SpringerMaterials PropertiesBoiling point
FragrancesFragrance Ingredient (Nonanoic acid) -> IFRA transparency List
Pesticides · 3 件

Acaricides, Herbicides, Insecticides, Plant Growth Regulators

Active substance -> EU Pesticides database: Approved

Herbicides, Insecticides, Other substances, Repellents, Adjuvants, Fungicides

物理化学的性質

融点
9 °C · 9 °C (lit.)
沸点
268 · 268-269 °C (lit.)
比重(密度)
0.906 g/mL · 0.906 g/mL at 25 °C (lit.)
蒸気密度
5.5 · 5.5 (vs air)
蒸気圧
0.1 mm · <0.1 mm Hg ( 20 °C)
屈折率
20 · n20/D 1.432(lit.)

化学的性質

化学的特性ノナン酸Nonanoicacidは化学式がC9H18O2で表される飽和脂肪酸の一種ですこの有機化合物は自然界に広く分布しており特に植物油や動物の脂肪に含まれていますノナン酸はその独特の強い臭いと腐食性のために工業的にも重要な物質とされています

化学的特性Nonanoic acid has a fatty, characteristic odor and a corresponding unpleasant taste. May be prepared by oxidation of methylnonyl ketone; by oxidation of oleic acid; or from heptyl iodide via malonic ester synthesis.

安全と法規制

GHS分類

GHS Classification · 6 件

Warning

H315: Causes skin irritation [Warning Skin corrosion/irritation]

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)

Danger

H314 (87.4%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]

P260, P264, P264+P265, P273, P280, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P351+P338, P305+P354+P338, P316, P317, P321, P332+P317, P337+P317, P362+P364, P363, P405, and P501 (click each P-code to see the statement)

危険有害性情報

Regulatory Information · 6 件

Chemical: Nonanoic acid

Commission Regulation No 844/2012

Nonanoic acid is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Nonanoic acid 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)

2008/127, Reg. (EU) 1446/2023, Reg. (EU) 2017/195, Reg. (EU) 2020/1160, Reg. (EU) 2021/745, Reg. (EU) 2024/1280, Reg. (EU) 2024/2221, Reg. (EU) No 540/2011

Status: Active Update: 10-02-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/13098

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

Other Safety InformationIMAP assessments - Nonanoic acid: Environment tier I assessment
Fire PotentialCombustible
Hazards Summary · 1 件

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] Highly irritating; [Merck Index] A strong skin irritant; [Hawley] A skin and eye irritant; [HSDB] May cause permanent eye damage, including blindness; [CHEMINFO] Safe when used as a flavoring agent in food; [JECFA] A corrosive substance that can cause injury to the skin, eyes, and respiratory tract; [MSDSonline]

FDA Requirements · 1 件

Nonanoic acid 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.

Special Reports · 2 件

European Chemicals Bureau; IUCLID Dataset, Nonanoic acid (CAS # 112-05-0) (2000 CD-ROM edition). Available from the Database Query page at: http://ecb.jrc.it/esis/esis.php as of January 18, 2008.

USEPA/HPVIS; SCREENING-LEVEL HAZARD CHARACTERIZATION: C7 to C9 Aliphatic Aldehydes and Carboxylic Acids Category (August 2007) Available from http://www.epa.gov/hpvis/hazchar/Category_C7-C9%20Aliphatic%20Aldehydes%20&%20Carboxylic%20Acids_HC_August%202007.pdf as of January 16, 2008.

安全と保護具

Storage ConditionsDo not contaminate water, food, or feed by storage... . Keep conatiner tightly sealed when not in use. Store only in original container in a dry place inaccessible to children and pets. /Scythe herbicide (57% pelargonic acid)/
Disposal Methods · 2 件

SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational exposure or environmental contamination. Recycle any unused portion of the material for its approved use or return it to the manufacturer or supplier. Ultimate disposal of the chemical must consider: the material's impact on air quality; potential migration in soil or water; effects on animal, aquatic, and plant life; and conformance with environmental and public health regulations.

Do not contaminate water, food, or feed by ... disposal. ... Pesticide disposal:: Wastes resulting from the use of this product must be disposed of on site or at an approved waste disposal facility. Container disposal: Do not reuse empty container. Triple rinse, then offer for recycling or reconditioning, or puncture and dispose of in a sanitary landfill or by incineration, or if allowed by state and local authorities, by burning. If burned, stay out of smoke. /Scythe herbicide (57% pelargonic acid)/

Preventive Measures · 5 件

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.

SRP: Contaminated protective clothing should be segregated in such a manner so that there is no direct personal contact by personnel who handle, dispose, or clean the clothing. Quality assurance to ascertain the completeness of the cleaning procedures should be implemented before the decontaminated protective clothing is returned for reuse by the workers. Contaminated clothing should not be taken home at end of shift, but should remain at employee's place of work for cleaning.

Agricultural Use Requirements: Use this product only in accordance with its labeling and with the Worker Protection Standard... . Do not enter or allow worker entry into treated areas during the restricted entry interval (REI) of 12 hours. ./Scythe herbicide (57% pelargonic acid)/

Do not get in eyes, on skin or on clothing. Avoid breathing spray mist. Wash thoroughly with soap and water after handling. Pemove contaminated clothing and wash clothing before reuse. /Scythe herbicide (57% pelargonic acid)/

For more Preventive Measures (Complete) data for NONANOIC ACID (8 total), please visit the HSDB record page.

Allowable Tolerances · 2 件

Residues of the following chemical substances are exempted from the requirement of a tolerance when used in accordance with good manufacturing practice as ingredients in an antimicrobial pesticide formulation, provided that the substance is applied on a semi-permanent or permanent food-contact surface (other than being applied on food packaging) with adequate draining before contact with food. ... (b) The following chemical substances when used as ingredients in an antimicrobial pesticide formulation may be applied to: Dairy processing equipment, and food-processing equipment and utensils. Nonanoic acid is included on this list. Limit: when ready for use, the end-use concentration is not t exceed 90 ppm.

Residues of the following chemical substances are exempted from the requirement of a tolerance when used in accordance with good manufacturing practice as ingredients in an antimicrobial pesticide formulation, provided that the substance is applied on a semi-permanent or permanent food-contact surface (other than being applied on food packaging) with adequate draining before contact with food. ... (c) The following chemical substances when used as ingredients in an antimicrobial pesticide formulation may be applied to: Food-processing equipment and utensils. Nonanoic acid is included on this list. Limit: when ready for use, the end-use concentration is not to exceed 90 ppm.

Protective Action Criteria (PAC) · 3 件

15 [mg/m3]

170 [mg/m3]

990 [mg/m3]

Personal Protective Equipment (PPE) · 3 件

Worker Protection Standard (WPS) Uses: Some materials that are chemical-resistant to this product are listed below. If you want more options, follow the instructions for category E on an EPA chemical resistance category selection chart. Applicators and other handlers who handle this pesticide for any use covered by the WPS ... must wear: Coveralls worn over short-sleeved shirt and short pants; chemical-resistant gloves such as barrier laminate, nitrile rubber, or neoprene rubber; chemical-resistant footwear plus socks; protective eyewear (goggles, face shield or safety glasses) /Scythe herbicide (57% pelargonic acid)/

Agricultural Use Requirements: Personal protective equipment required for early entry to treated areas that is permitted under the Worker Protection Standard and that involves contact with anything that has been treated, such as plants, soil, or water, include: Coveralls worn over short-sleeved shirt and short pants; chemical-resistant gloves such as barrier laminate, nitrile rubber, or neoprene rubber; chemical-resistant footwear plus socks; protective eyewear (goggles, face shield or safety glasses... /Scythe herbicide (57% pelargonic acid)/

Non-WPS Uses: Applicators and other handlers who handle this pesticide for any use not covered by the Worker Protection Standard ... must wear: Long-sleeved shirt and long pants; chemical-resistant gloves such as barrier laminate, nitrile rubber, or neoprene rubber; protective eyewear (goggles, face shield or safety glasses) /Scythe herbicide (57% pelargonic acid)/

毒性情報

Interactions · 1 件

Skin reactions to 40% nonanoic acid in propanol (NON) ... were evaluated by image analysis of 20 MHz B scan recordings (Dermascan C, Cortex Technology). 18 women, aged 18 to 45, were patch tested with 24-hr application time, and clinical and instrumental evaluations were performed at the beginning of the experiment, and 24 and 48 hr after patch testing. To check possible regional variations ... /NON/ was applied 2 x on the same forearm. As control tests, saline solution, propanol and sodium lauryl sulfate (SLS) 3% were applied. Echographic images were processed by a program enabling numerical representation of picture data, based on attribution of fictional values to the echoes' amplitudes, selection of amplitude bands of interest, binary transformation of the image, and calculation of the extension of areas reflecting within the same amplitude range. Sonographic recordings were evaluated by an amplitude interval marking hyporeflecting parts of the dermis (corresponding to edema and inflammatory infiltration), and by a band highlighting the entrance echo (epidermis) ... Evaluations showed that extension of the hypoechogenic area of the dermis increases according to intensity of inflammatory reaction for all irritant substances. A clear decrease in reflectivity of the epidermis echo at 24 hr was visible at SLS patch test test sites, whereas at patch test sites performed with NON ... there was a trend towards an increase in values of hyperreflecting pixels. No significant variations between data recorded at proximal compared to distal skin sites were observed ... /40% Nonanoic acid in propanol/

Ecotoxicity Values · 5 件

LC50 Anas platyrhynchos (Mallard duck, juvenile) diet >5620 ppm for 8 days

LC50 Colinus virginianus (Northern bobwhite, juvenile) diet >5620 ppm for 8 days

LD50 Colinus virginianus (Northern bobwhite, adult) oral >2250 mg/kg for 14 days

LD50 Apis mellifera (Honey bee, worker) topical >25 ug/bee for 48 hr

For more Ecotoxicity Values (Complete) data for NONANOIC ACID (12 total), please visit the HSDB record page.

Environmental Fate · 3 件

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 1,700 for the free acid(SRC), determined from a log Kow of 3.42(2) and a regression-derived equation(3), indicates that undissociated nonanoic acid is expected to have low mobility in soil(SRC). The pKa of nonanoic acid is 4.95(4), indicating that this compound will exist almost entirely in anion form in the environment and anions generally do not adsorb more strongly to soils containing organic carbon and clay than their neutral counterparts(5). Volatilization of nonanoic acid from moist soil surfaces is not expected to be an important fate process(SRC) given the pKa. Nonanoic acid is not expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 1.65X10-3 mm Hg(6). Biodegradation studies of nonanoic acid show a total organic carbon removal ratio of 99% using a non-acclimated activated sludge(7), and a BOD of 0.59 (g/g) after 5 days incubation using a sewage inoculum(8), suggesting biodegradation is an important environmental fate process in soil(SRC).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 1,700 for the free acid(SRC), determined from a log Kow of 3.42(2) and a regression-derived equation(3), indicates that undissociated nonanoic acid is expected to adsorb to suspended solids and sediment(SRC). A pKa of 4.95(4) indicates nonanoic acid will exist almost entirely in the anion form at pH values of 5 to 9 and therefore volatilization from water surfaces is not expected to be an important fate process(5). According to a classification scheme(6), an estimated BCF of 3(SRC), from its log Kow(2) and a regression-derived equation(7), suggests the potential for bioconcentration in aquatic organisms is low(SRC). Biodegradation studies of nonanoic acid show a total organic carbon removal ratio of 99% using a non-acclimated activated sludge(8), and a BOD of 0.59 (g/g) after 5 days incubation using a sewage inoculum(9), suggesting 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), nonanoic acid, which has a vapor pressure of 1.65X10-3 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase nonanoic acid 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 1.6 days(SRC), calculated from its rate constant of 9.8X10-12 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3). Nonanoic acid does not contain chromophores that absorb at wavelengths >290 nm and therefore is not expected to be susceptible to direct photolysis by sunlight(4).

Food Survey Values · 1 件

Nonanoic acid was identified as a volatile component of raw beef(1). Nonanoic acid has been identified as a volatile flavor component of mutton and beef(2). Aerosol emission rates of nonanoic acid from frying hamburger meat was 10.2 mg/kg of meat cooked; emission rates from charbroiling hamburger was 30.6 mg/kg of meat cooked for extra lean hamburger (approx. 10.0% fat) and 47.1 mg/kg of meat cooked for regular hamburger (approx. 21% fat)(3). Nonanoic acid was found in popcorn using wet extraction method at 29 ug/kg(4). Nonanoic acid was detected, not quantified as a volatile component of raw and roasted earth-almond (Cyperus esculentus L.)(5). Nonanoic acid was found in gas and particulate matter effluents from commercial-scale meat charbroiling operations at 42,400 and 6,030 ug/kg meat cooked, respectively(6).

Adverse EffectsDermatotoxin - Skin burns.
Toxicity SummarySafe in the present practices of use and concentration. Ingredient, concentration, and use information are available in documents discoverable at https://cir-reports.cir-safety.org

法規制情報

FDA Requirements · 1 件

Nonanoic acid 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.

FIFRA Requirements · 1 件

New Active Ingredients ... includes pesticide active ingredients initially registered after November 1, 1984, that currently have active product registrations. By law, these newer pesticides are not subject to the reregistration program. They must, however, meet the new safety standard of the FQPA, and will be reviewed on a 15-year cycle under the registration review program. ... ???Chemical ingredient??? is included on this list. Active Ingredient Number: 217500; Type of Pesticide: Biological-Herbicide, Plant regulator; Use Site: food use, ornamentals, turf, non-food areas; Year: 92.

安全データ

wgk
1
tsca
TSCA listed
rtecs
RA6650000
ridadr
UN 3265 8/PG 3
毒性
LD50 i.v. in mice: 224±4.6 mg/kg (Or, Wretlind)
hs_code
29159080

化学と産業

薬理情報

Mechanism of Action · 2 件

The epidermal response to 2 different irritants, nonanoic acid (NAA) and sodium lauryl sulfate (SLS), was investigated with 2 different methods. NAA 80% and SLS 4% were applied under occlusion for up to 24 hr. Elemental changes were determined in cryosections by x-ray microanalysis. Compared to unexposed skin a significantly higher sodium/potassium ratio was found after 6 hr in NAA-exposed skin and a lower ratio in SLS-exposed. At 24 hr both substances had induced similar changes, compatible with a cell injury. The findings demonstrate a time-dependent NAA and SLS response. With reverse transcription polymerase chain reaction, the mRNA expression of interleukin-1 alpha (IL-1 alpha), -1 beta (IL-1 beta), -6 (IL-6), and -8 (IL-8), tumor necrosis factor alpha (TNF alpha) and granulocyte macrophage colony stimulating factor (GM-CSF) in shave biopsies from irritated and unexposed skin was studied at 0, 4, 8, and 24 hr. NAA, but not SLS, induced an increase in mRNA expression for IL-6. mRNA-expression for GM-CSF was increased after SLS exposure, but not after NAA. These findings indicate a time and substance dependent difference in the up-regulation of mRNA for different cytokines in epidermis during the first 24 hr of the irritants' reaction. This might be the effect of differences in the irritants action on the cell membranes, which is also reflected by the differences found in the elemental content at 6 hr.

It has been shown that polyunsaturated fatty acids such as arachidonic and docosahexanoic acids but not monounsaturated and saturated long-chain fatty acids promote basal and nerve growth factor (NGF)-induced neurite extension of PC12 cells, a line derived from a rat pheochromocytoma. On the other hand, short-chain fatty acids and valproic acid (2-propylpentanoic acid) enhance the growth of neurite processes of the cells only in the presence of inducers. In this study, /investigators/ demonstrated that straight medium-chain fatty acids (MCFAs) at millimolar concentrations alone potently induced neuronal differentiation of PC12 cells. ... Nonanoic, decanoic, and dodecanoic acids also induced growth of neurite processes, but their maximal effects were less marked than that of octanoic acid. ...

Metabolism/Metabolites · 2 件

INFUSION OF AN EMULSION CONTAINING 20% TRINONANOATE, 0.9% SODIUM CHLORIDE, & 1% SOYBEAN LECITHINS INTO DOGS RESULTED IN OXIDN OF NONANOIC ACID.

NONANOIC ACID IS METABOLIZED BY THE LIVER TO PRODUCE KETONE BODIES. METABOLISM OCCURS VIA BETA-OXIDATION, AND NO EVIDENCE WAS FOUND IN RATS OF CHAIN ELONGATION OR TISSUE STORAGE OF THE ACID. METAB OF THE TERMINAL PROPIONIC ACID RESIDUE RESULTS IN INCREASED GLUCOSE AND GLYCOGEN SYNTHESIS.

MeSH Pharmacological ClassificationSubstances that destroy fungi by suppressing their ability to grow or reproduce. They differ from FUNGICIDES, INDUSTRIAL because they defend against fungi present in human or animal tissues.
Tissue LocationsEpidermis
Cellular LocationsExtracellular

用途と製造

Uses · 6 件

CIR ingredient: Pelargonic Acid

Naturally occurs as an ester in oil of pelargonium; [Merck Index] Found in several essential oils; Used in lacquers, pharmaceuticals, plastics, and in esters for turbojet lubricants; Also used as a flavor and fragrance, flotation agent, gasoline additive, herbicide, blossom thinner for apple and pear trees, sanitizer, and to peel fruits and vegetables; [HSDB] Used to make peroxides and greases, as a catalyst for alkyd resins, in insect attractants, and as a topical bactericide and fungicide medication; [CHEMINFO]

Petroleum Production and Refining [Category: Industry]

For Nonanoic acid (USEPA/OPP Pesticide Code: 217500) ACTIVE products with label matches. /SRP: Registered for use in the U.S. but approved pesticide uses may change periodically and so federal, state and local authorities must be consulted for currently approved uses./

Organic synthesis, lacquers, plastics, production of hydrotropic salts, pharmaceuticals, synthetic flavors and odors, flotation agent, esters for turbojet lubricants, vinyl plasticizer, gasoline additive.

CHEM INT FOR NONANOYL CHLORIDE

U.S. Production · 5 件

2023: 25,000,000 - <40,000,000 lb

(1980) 9.75X10+9 GRAMS (EST CONSUMPTION)

(1981) PROBABLY GREATER THAN 6.81X10+6 GRAMS

Production volumes for non-confidential chemicals reported under the Inventory Update Rule. [Table#5430]

Nonanoic acid 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).

Consumer UsesOther
Industry UsesIntermediate
Methods of Manufacturing · 3 件

Prepn from unsaturated hydrocarbons by the oxo process: Hill, U.S. pat 2,815,355 (1957 to Standard Oil of Indiana); from tall oil unsaturated fatty acids: Maggiolo, U.S. pat 2,865,937 (1958 to Welsbach); by oxidation of oleic acid: Mackenzie, Morgan, U.S. pat 2,820,046 (1958 to Celanese); from rice bran oil fatty acid: Mihara et al, U.S. pat 3,060211 (1962 to Toya Koatsu Ind). Purification: Port, Reiser, U.S. pat 2,890,230 (1959 to U.S.D.A.).

By oxidation of methylnonyl ketone; by oxidation of oleic acid; or from heptyl iodide via malonic ester synthesis.

By oxidation of nonyl alcohol or nonyl aldehyde; the oxidation of oleic acid, especially by ozone.

Formulations/Preparations · 5 件

Grade: Technical 99%

Econosan Acid Sanitizer: Active Ingredients 8.50% Phosphoric acid, 10.0% Propionic acid, 9.50% Sulfuric acid, 3.00% Capric acid; 3.00% Nonanoic acid

Mandate Plus: Active Ingredients 1.09% Capric acid and 6.30% Nonanoic acid

MON 78999 Herbicide: Active Ingredients 2.00% Glyphosate, isopropylamine salt, and 2.00% Nonanoic acid

For more Formulations/Preparations (Complete) data for NONANOIC ACID (10 total), please visit the HSDB record page.

応用分野 · 7 件

解説ノナン酸,ノナンサン,ペラルゴン酸(pelargonic acid)ともいう.天然には存在しない.ペラルゴニトリルを濃塩酸で加水分解するか,オレイン酸を過マンガン酸カリウムで酸化すると得られる.無色の油状液体.融点15 ℃,沸点255 ℃,121.4 ℃(533 Pa),98.9 ℃(133 Pa).d412.50.9109.nD1.43057.水に難溶,エタノール,エーテルに可溶.合成潤滑油のベースオイル,合成ゴム,ビニル用可塑剤に用いられる.

用途有機合成原料、除草剤。

用途塗料?潤滑油原料,除草剤(失効農薬)

説明Nonanoic acid , also called pelargonic acid, is an organic compound composed of a nine - carbon chain terminating in a carboxylic acid with structural formula CH3(CH2)7COOH. Nonanoic acid forms esters—nonanoates. It is a clear, oily liquid with an unpleasant, rancid odor. It is nearly insoluble in water, but very soluble in chloroform, ether, and hexane. Its refractive index is 1.4322. Its critical point is at 712 K ( 439 °C ) and 2.35 MPa.

天然物の起源Nonanoic acid is a fatty acid which occurs naturally as esters in the oil of pelargonium. Synthetic esters, such as methyl nonanoate, are used as flavorings. Nonanoic acid is also used in the preparation of plasticizers and lacquers. The derivative 4-nonanoylmorpholine is an ingredient in some pepper sprays. The ammonium salt of nonanoic acid, ammonium nonanoate, is used as an herbicide.

使用The primary uses of this acid are in organic synthesis and in the manufacture of lacquers, plastics, pharmaceuticals, synthetic odors and flavorings, gasoline additives, flotation agents, lubricants, and vinyl plasticizers. Nonanoic acid has found some use in pharmaceutical preparations and as a topical bactericide and fungicide. It is also used in herbicides.

一般的な説明Nonanoic acid occurs naturally in Pelargonium L′Her. It one of the flavor constituents of cooked rice, acerola fruit, licorice and yogurt.

調製方法

製造方法Nonanoic acid is produced by malonic ester synthesis, from Heptyl iodide.

純化方法Esterify the acid with ethylene glycol and distil the ester. (This removes dibasic acids as undistillable residues.) The acid is regenerated by hydrolysing the ester in the usual way and is distilled in vacuo. [Beilstein 2 IV 1018.]

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補足説明

定義ChEBI: A C9 straight-chain saturated fatty acid which occurs naturally as esters of the oil of pelargonium. Has antifungal properties, and is also used as a herbicide as well as in the preparation of plasticisers and lacquers.

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