소르빈산

Sorbic Acid

HCID 643460CAS 110-44-1

기본 정보

표준 SMILES
C/C=C/C=C/C(=O)O
InChIKey
WSWCOQWTEOXDQX-MQQKCMAXSA-N
분자식
C6H8O2
평균 분자량
112.13 g/mol
단동위원소 질량
112.0524295

개요

Sorbic acid appears as white powder or crystals. Melting point 134.5 °C. Slightly acidic and astringent taste with a faint odor.

이름 및 식별자

우선 이름
Sorbic Acid
IUPAC
(2E,4E)-hexa-2,4-dienoic acid
현지명
소르빈산
영어명
Sorbic acid
분자식
C6H8O2
분자량
112.13

이름 및 동의어

sorbic acid110-44-1(2E,4E)-hexa-2,4-dienoic acid2E,4E-Hexadienoic acidSorbistatPanosorb2-Propenylacrylic acidHexadienoic acidtrans,trans-Sorbic acid(2E,4E)-2,4-Hexadienoic acid(E,E)-2,4-Hexadienoic acid2,4-Hexadienoic acid, (2E,4E)-
이름 더 보기
소르브산소르빈산솔빈산2,4-헥사다이엔산소르빅애씨드소르브산(2E,4E)-2,4-헥사다이엔산소브산크로틸리덴 아세트산헥사-2,4-다이엔산헥사다이엔산sorbic2,4-HEXADIENOIC ACIDSorbinic acidSorbic acid in WaterHexa-2,4-dienoic acid2,4-HEXANEDIENOIC ACID
(E,E)-Sorbic acidPreservastat2,4-Hexadienoic acid, (E,E)-alpha-trans-gamma-trans-Sorbic acidKyselina sorbovaCrotylidene acetic acidAcetic acid, crotylidene-trans,trans-2,4-Hexadienoic acid

데이터베이스 식별자

CAS
110-44-1、22500-92-1、91751-55-2
PubChem CID
643460
DTXSID
DTXSID3021277
ChEMBL
CHEMBL250212
ChEBI
CHEBI:35962
UNII
X045WJ989B
EC Number
203-768-7、618-788-5、640-983-9
Nikkaji
J2.449J、J394.115I、J628.002A

물성

구조 계산 물성

XLogP
1.3
극성 표면적
37.3 Ų
수소 결합 공여자 수
1
수소 결합 수용자 수
2
회전 가능 결합 수
2
무거운 원자 수
8

실험 및 물리화학적 성질

Chemical ClassesOther Classes -> Organic Acids
DrugsPharmaceuticals
LipidsFatty Acyls [FA] -> Fatty Acids and Conjugates [FA01] -> Unsaturated fatty acids [FA0103]
Cosmetics · 2건

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

Preservative

LogP · 4건

log Kow = 1.33

1.33

1.33

1.64

Odor · 2건

Relatively odorless

Weak characteristic odor

물리화학적 성질

녹는점
132 · 132-135 °C (lit.)
끓는 점
228 °C · 228°C
밀도
1.2 g/cm3 · 1.2 g/cm3 at 20 °C
증기압
0.01 mm · 0.01 mm Hg ( 20 °C)
굴절률
1.46 · 1.4600 (estimate)
FEMA
3921 · 3921 | 2,4-HEXADIENOIC ACID, (E,E)-

화학적 성질

White, crystalline solid. Slightly soluble in water and many organic solvents. Combustible.

안전 및 규제

GHS 분류

GHS Classification · 6건

This chemical does not meet GHS hazard criteria for 2.9% (63 of 2158) of reports.

Warning

H315 (84%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 2158 reports by companies from 48 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Warning

유해성 정보

Regulatory Information · 5건

Chemical: 2,4-Hexadienoic acid, (E,E)-

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

2,4-Hexadienoic acid, (2E,4E)- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 2,4-Hexadienoic acid, (2E,4E)- 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: 27-04-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/11476

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

Other Safety InformationIMAP assessments - 2,4-Hexadienoic acid, (E,E)-: Environment tier I assessment
Fire Hazards · 2건

This chemical is combustible. (NTP, 1992)

Combustible. Finely dispersed particles form explosive mixtures in air.

Fire PotentialCombustible when exposed to heat or flame.
Health Hazards · 1건

SYMPTOMS: This compound may cause severe irritation. High concentrations are extremely destructive to tissues of the mucous membranes and upper respiratory tract, skin and eyes. The greatest danger from ingestion of large quantities of this compound (2 g/kg) is intestinal obstruction. Aspiration or inhalation could cause chemical pneumonitis. Implantation will cause a foreign body reaction. A case of contact sensitivity has been reported.

Hazards Summary · 1건

A skin, eye, and respiratory tract irritant; May cause skin sensitization; [ICSC] May cause skin and eye irritation; Emergency medical treatment: irritants; Sorbic acid 2.5% in petrolatum causes non-immunologic contact urticaria; [HSDB] Causes non-immunological contact urticaria; [Kanerva, p. 218] No adverse reproductive effects in long-term studies of mice and rats; [REPROTOX] A severe irritant; [RTECS] An uncommon cause of allergic contact dermatitis; Causes contact urticaria in 58% of subjects tested; [Marks, p. 151, 355] A severe irritant; High concentrations may cause corrosive injuries to the skin, eyes, mucous membranes, and upper respiratory tract; [CAMEO] An irritant; [MSDSonline]

안전 및 보호

Fire Fighting · 2건

Fires involving this material can be controlled with a dry chemical, carbon dioxide or Halon extinguisher. A water spray may also be used. (NTP, 1992)

Use water in large amounts, water spray, foam.

First Aid Measures · 4건

Fresh air, rest.

Remove contaminated clothes. Rinse and then wash skin with water and soap.

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

Rinse mouth. Give one or two glasses of water to drink. Rest. Refer for medical attention .

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.

Safe StorageWell closed.
Fire Fighting Procedures · 3건

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

Advice for firefighters: Wear self-contained breathing apparatus for firefighting if necessary.

To fight fire, use water.

Storage Conditions · 2건

Keep container tightly closed in a dry and well-ventilated place. Recommended storage temperature 2 - 8 °C. Storage class (TRGS 510): Non Combustible Solids.

Should be stored at temps below 40 °C.

독성 정보

Interactions · 5건

The fungicidal activity of sorbic acid against Saccharomyces cerevisiae was enhanced 64-fold in combination with half-minimum fungicidal concentration of polygodial. This synergistic activity of polygodial presumably comes from its ability to inhibit the plasma membrane H+-ATPase.

Sorbic acid has a system of conjugated double bonds which makes it able to undergo nucleophilic addition reactions with certain functions. The interactions between sorbic acid and amine functions present in the endogenous constituents of food were quantified. The formation of new products was demonstrated and the underlying mechanisms studied using ethyl sorbate and various amines. HPLC, GC, GC-SM and NMR analyses of the reaction mixtures enabled the products to be isolated and identified. The addition reactions led, at 20 degrees C, to linear monoadducts and, at 50 degrees C and 80 degrees C, to cyclic derivatives resulting from double addition.

Sorbic acid (E200) and its salts (potassium and calcium sorbate: E202 and E203) are allowed for use as preservatives in numerous processed foods. Sorbic acid had a conjugated system of double bonds which makes it susceptible to nucleophilic attack, sometimes giving mutagenic products. Under conditions typical of food processing (50-80 degrees C), we analyzed the cyclic derivatives resulting from a double addition reaction between sorbic acid and various amines. Mutagenesis studies, involving Ames' test and genotoxicity studies with HeLa cells and plasmid DNA, showed that none of the products studied presented either mutagenic or genotoxic activities.

The objective of this study was to investigate the occurrence of sublethal injury after the pulsed-electric-field (PEF) treatment of two yeasts, Dekkera bruxellensis and Saccharomyces cerevisiae, as well as the relation of sublethal injury to the inactivating effect of the combination of PEF and sorbic acid. PEF caused sublethal injury in both yeasts: more than 90% of surviving D. bruxellensis cells and 99% of surviving S. cerevisiae cells were sublethally injured after 50 pulses at 12 kV/cm in buffer at pHs of both 7.0 and 4.0. The proportion of sublethally injured cells reached a maximum after 50 pulses at 12.0 kV/cm (S. cerevisiae) or 16.5 kV/cm (D. bruxellensis), and it kept constant or progressively decreased at greater electric field strengths and with longer PEF treatments. Sublethally PEF-injured cells showed sensitivity to the presence of sorbic acid at a concentration of 2,000 ppm. A synergistic inactivating effect of the combination of PEF and sorbic acid was observed. Survivors of the PEF treatment were progressively inactivated in the presence of 2,000 ppm of sorbic acid at pH 3.8, with the combined treatments achieving more than log10 5 cycles of dead cells under the conditions investigated. This study has demonstrated the occurrence of sublethal injury after exposure to PEF, so yeast inactivation by PEF is not an all-or-nothing event. The combination of PEF and sorbic acid has proven to be an effective method to achieve a higher level of yeast inactivation. ...

For more Interactions (Complete) data for SORBIC ACID (6 total), please visit the HSDB record page.

Ecotoxicity Values · 4건

LC50; Species: Graphognathus spp, larvae; Concentration: 500 mg/L for 10 days /Conditions of bioassay not specified/

LC100; Species: Graphognathus spp, larvae; Concentration: 5,000 mg/L for 10 days /Conditions of bioassay not specified/

LC100; Species: Chaetogammarus marinus; Concentration: 320 mg/L for 96 hr /Conditions of bioassay not specified/

LC50; Species: Leuciscus idus; Concentration: 1,000-1,500 mg/L for 48 hr /Conditions of bioassay not specified/

Environmental Fate · 3건

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 9(SRC), determined from a structure estimation method(2), indicates that sorbic acid is expected to have very high mobility in soil(SRC). The pKa of sorbic acid is 4.76(3), indicating that this compound will exist almost entirely in the anion form in the environment and anions generally do not adsorb more strongly to soils containing organic carbon and clay than their neutral counterparts(4). Volatilization from moist soil is not expected because the compound exists as an anion and anions do not volatilize. Sorbic acid is not expected to volatilize from dry soil surfaces(SRC) based upon its vapor pressure of 3.08X10-4 mm Hg at 25 °C(5). An 83% of theoretical BOD using activated sludge in a 2-week Japanese MITI test(6) suggests that biodegradation is an important environmental fate process in soil(SRC). Sorbic acid absorbs at wavelengths >290 nm(7) and, therefore, may be susceptible to direct photolysis by sunlight on soil surfaces(SRC).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 9(SRC), determined from a structure estimation method(2), indicates that sorbic acid is not expected to adsorb to suspended solids and sediment(SRC). The pKa of sorbic acid is 4.76(3), indicating that sorbic 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. According to a classification scheme(4), an estimated BCF of 3(SRC), from its log Kow of 1.33(5) and a regression-derived equation(2), suggests the potential for bioconcentration in aquatic organisms is low(SRC). An 83% of theoretical BOD using activated sludge in a 2-week Japanese MITI test(6) suggests that biodegradation is an important environmental fate process in water(SRC). Hydrolysis studies found sorbic acid to be hydrolytically stable with the half-lives expected to exceed one year at 25 °C(7). Sorbic acid absorbs at wavelengths >290 nm(8) and, therefore, may be susceptible to direct photolysis by sunlight(SRC). Sorbic acid, 0.4 uL/mL, was degraded 23.2% following 5 hours of irradiation by sunlight(9). Sorbic acid is an olefinic compound and olefins in surface waters exposed to sunlight react with photo-oxidants with a half-life on the order of 25 days(10).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), sorbic acid, which has a vapor pressure of 3.08X10-4 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase sorbic 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 7.6 hours(SRC), calculated from its rate constant of 5.0X10-11 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3). Vapor-phase sorbic acid is also degraded in the atmosphere by reaction with ozone and nitrate radicals. The half-life for the reaction with ozone in air is estimated to be 5.2 hours(SRC), calculated from its rate constant of 5.3X10-17 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3). The half-life for the reaction with nitrate radicals in air is approximated to be 1.4 hours(SRC), calculated from the measured rate constant of 1.34X10-12 cu cm/molecule-sec of an analogous compound (2,4-hexadienal)(4). Sorbic acid absorbs at wavelengths >290 nm(5) and, therefore, may be susceptible to direct photolysis by sunlight(SRC). Sorbic acid, in aqueous solution, was degraded 23.2% following 5 hours of irradiation by sunlight(6).

Adverse EffectsDermatotoxin - Skin burns.
Exposure RoutesThe substance can be absorbed into the body by inhalation of its aerosol.
Toxicity Summary · 2건

Safe 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

IDENTIFICATION AND USE: Sorbic acid is white crystalline solid or powder. It is used as intermediate for plasticizers and lubricants. In addition, it is used as preservative and antimicrobial agent for foods, cosmetics, and pharmaceuticals. To improve the characteristics of drying oils. In alkyd type coatings to improve gloss. To improve milling characteristics of cold rubber. HUMAN EXPOSURE AND TOXICITY: Application of 150 mg of sorbic acid to human skin for 1 hr produced severe irritation. An allergic response to sorbic acid (2.5% in petrolatum) reportedly occurred in five of 606 eczema patients suspected of having contact sensitivities, who were tested over a 3-year period. Allergic contact dermatitis from sorbic acid has most frequently been reported after the use of topical medicaments such as corticosteroid creams that contain this preservative. Twenty-five cases of contact allergy were reported to Unguentum Merck, most of which were due to sorbic acid. Sorbic acid can also cause stinging and nonimmunologic contact urticarial reactions. Ocular irritation associated with the use of a hydrogel lens care system containing 0.10% sorbic acid was observed in 15% of 135 patients. Genotoxicity studies with HeLa cells and plasmid DNA did not find either mutagenic or genotoxic activities. ANIMAL STUDIES: A 4 hour semiocclusive application of sorbic acid to the intact skin of three rabbits did not produce erythema nor edema. Sorbic acid was not a primary irritant or sensitizer when applied in 0.1 M concentrations to guinea pig skin. It was characterized as a severe irritant following application of 1 mg to rabbit skin. The proliferation and survival of rabbit corneal epithelial cells in tissue culture were reduced in the presence of 0.1% sorbic acid. No adverse effects were noted in rats fed sorbic acid at dietary levels of 1, 2, 4, and 8% for 90 days. Similarly, there were not adverse findings when sorbic acid was fed to puppies at a 4% dietary level for 90 days. Sorbic acid at dietary levels of 1, 5, or 10% for 80 weeks fed to male and female mice and 0, 1.5, or 10% for 2 years fed to male and female rats did not increase the number of deaths or the incidence of spontaneous histological lesions, including tumors. However, mice fed a diet containing 15% sorbic acid for 88 weeks exhibited a high incidence of hepatoma. The hepatomas that developed in mice fed a 15% sorbic acid diet were considered to be induced both by the chronic depletion of the hepatic glutathione and by the gradual production of various promutagens in the intestine which were absorbed and metabolically activated by the liver. There was no adverse effect on the blood or internal organs of rats, guinea pigs, rabbits, and dogs after prolonged feeding at 1 to 500 times the amount used in foods. In developmental studies in rabbits, no treatment-related maternal or developmental effects were observed at 300 mg/kg bw/day. Maternal findings in the mid dose group included increased respiratory rate following administration, decreased body weight gain and rough surface of the spleen. Maternal findings in high dose females included increased respiratory rate following administration, death, abortion, decreased body weight and body weight gain, marked decrease in food consumption and pathological findings upon necropsy (rough surface and reduced size of the spleen). Statistically significant reductions in mean fetal and placental weights and the viability of the fetuses were observed at the mid and high dose levels. Sorbic acid was inactive in vitro in the Syrian hamster embryo (SHE) fibroblast micronucleus test and the SHE cell transformation test. When administered orally at doses up to 5000 mg/kg, sorbic acid increased the frequency of micronuclei in mice. A significant increase in the frequency of sister chromatid exchanges was observed in bone marrow cells of mice following intraperitoneal injection with 75, 100, or 150 mg/kg of sorbic acid, but not with 25 or 50 mg/kg. When mice were fed a diet containing 15% sorbic acid for a period of up to 6 months, ether extracts of the intestinal contents of the mice were not mutagenic to Salmonella typhimurium TA98, but the acidic components obtained by fractionating the either extracts showed slight mutagenic activity after the addition of a metabolic activation system. These results suggested that mutagens were gradually produced in the intestine and moved into the liver where they were metabolically activated. Sorbic acid was negative in the Salmonella reverse mutation assay (Ames test) with and without metabolic activation. Sorbic acid was also negative in the Chinese hamster fibroblast chromosomal aberration test.

규제 정보

FDA Requirements · 2건

Sorbic acid used as a chemical preservative in food for human consumption is generally recognized as safe when used in accordance with good manufacturing practice.

Sorbic acid used as a chemical preservative in animal drugs, feeds, and related products is generally recognized as safe when used in accordance with good manufacturing or feeding practice.

FIFRA Requirements · 1건

Residues of sorbic acid are exempted from the requirement of a tolerance when used in accordance with good agricultural practice as inert (or occasionally active) ingredients in pesticide formulations applied to growing crops or to raw agricultural commodities after harvest. Use: Preservative for formulations. Limit: None.

Atmospheric Standards · 1건

This action promulgates standards of performance for equipment leaks of Volatile Organic Compounds (VOC) in the Synthetic Organic Chemical Manufacturing Industry (SOCMI). The intended effect of these standards is to require all newly constructed, modified, and reconstructed SOCMI process units to use the best demonstrated system of continuous emission reduction for equipment leaks of VOC, considering costs, non air quality health and environmental impact and energy requirements. Sorbic acid is produced, as an intermediate or a final product, by process units covered under this subpart.

안전 데이터

wgk
1
tsca
TSCA listed
rtecs
WG2100000
독성
LD50 orally in rats: 7.36 g/kg (Smyth, Carpenter)
HS 번호
29161930
risk_code
36/37/38-36/38

화학 및 산업

약리 정보

Metabolism/Metabolites · 3건

Metabolism of sorbic acid in rats is identical to that of normally occurring fatty acids. Under normal conditions of intake, sorbic acid is almost completely oxidized to carbon dioxide and water. Traces (0.1% of dose) may be converted by oxidation to trans,trans-muconic acid.

1,4-Dinitro-2-methylpyrrole, a mutagenic product formed by the interaction of two common food additives, sorbic acid and sodium nitrite, was transformed to 1-nitro-2-methyl-4-aminopyrrole by human fecal mixtures and various intestinal bacterial strains.

Following oral administration of radiolabelled sorbic acid, ... the total recovery of radioactivity was approx. 100% of the low and high doses. The major route of metabolism of sorbic acid was via expired CO2 with approx. 85% of the administered radioactivity being recovered as CO2 within 4-10 hours p.a. From the rate and extent of this metabolism, it may be concluded that sorbic acid is rapidly and quantitatively absorbed in the gastrointestinal tract.

MeSH Pharmacological ClassificationSubstances capable of inhibiting, retarding or arresting the process of fermentation, acidification or other deterioration of foods.
Absorption, Distribution and Excretion · 1건

Following oral administration of radiolabelled sorbic acid, ... the total recovery of radioactivity was approx. 100% of the low and high doses. The major route of metabolism of sorbic acid was via expired CO2 with approx. 85% of the admininstered radioactivity being recovered as CO2 within 4-10 hours post administration. From the rate and extent of this metabolism, it may be concluded that sorbic acid is rapidly and quantitatively absorbed in the gastrointestinal tract.

Cellular LocationsCytoplasm

용도 및 제조

Uses · 6건

CIR ingredient: Sorbic Acid

Used as mold and yeast inhibitor, fungistatic agent, and preservative (foods, tobacco, cosmetics, pharmaceuticals, and silk-screen inks); Also used in drying oils, in alkyd type coatings, to improve milling characteristics of cold rubber, to inhibit fermentation in wines, to impregnate polyethylene wrappers for raw farm products, and to improve growth stimulation of animal feeds; [HSDB]

Painting (Pigments, Binders, and Biocides) [Category: Paint]

For sorbic acid (USEPA/OPP Pesticide Code: 75901) there are 0 labels match. /SRP: Not registered for current 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./

Reported uses (ppm):

Intermediate for plasticizers and lubricants.

U.S. Imports · 2건

(1975) 1.36X10+9 GRAMS

(1984) 2.20X10+9 g

U.S. Production · 2건

2023: 100,000 - <250,000 lb

Non-confidential 2012 Chemical Data Reporting (CDR) information on the production and use of chemicals manufactured or imported into the United States. Chemical: 2,4-Hexadienoic acid, (2E,4E)-. National Production Volume: 10,000,000 - 50,000,000 lb/yr.

Consumer UsesPreservative
Industry UsesProcessing aids not otherwise specified
Methods of Manufacturing · 2건

Trimerization of acetaldehyde and catalytic air oxidation of the resulting hexadienal.

In the presence of salts of divalent transition metals as catalysts, ketene and 2-butenal react at 30-80 °C to give a polymeric ester of 3-hydroxy-4-hexenoic acid with a molecular mass greater than or equal to about 2000. This polyester can be cleaved to give sorbic acid in good yield by either bases or acids (e.g., hydrochloric acid); alternatively, cleavage can be effected by metal-complex catalysts.

응용 분야 · 5건

개요소르빈산류는 곰팡이 효모 세균 등 광범위한 미생물의 발육을 억제해 미생물에 의한 식품의 변질을 방지하는 식품첨가물로 자연계에도 블루베리 등 베리류에 천연으로 존재하는 물질이다.

용도소르빈산(sorbic acid)은 대표적인 합성 보존료이며, 가공식품의 보존에 흔히 사용된다. 벤조산과 그 염과 함께 대표적인 합성 보존료로 꼽히고 있다. 이 물질은 각종 미생물의 생육 억제에 효과가 있지만 살균 효과는 거의 없다.

역사Sorbic acid is a white crystalline solid first isolated in 1859 by hydrolysis of the oil distilled from unripened mountain-ash berries. The name is derived from the scientific term for the rowan tree, Sorbus aucuparia Linne, which is the parent plant of the mountain ash. Sorbic acid was first synthesized in 1900. Interest in this compound was minimal until independent researchers, E. Mueller of Germany and C.M. Gooding of the United States, discovered its antimicrobial effect in 1939 and 1940, respectively. Early interest in manufacturing sorbic acid centered around its use as a tung oil replacement when tung oil supplies were curtailed in the United States during World War II. High manufacturing costs prohibited expanded use until its approval as a food preservative in 1953. Sorbic acid is widely used in foods having a pH of 6.5 or below, where control of bacteria, molds, and yeasts is essential for obtaining safe and economical storage life.

용도Sorbic Acid is an naturally occurring organic compound first isolated from unripe berries. Sorbic acid has been used as a food preservative and as an inhibitor of Clostridium Botulinum bacteria in mea t products in order to reduce the amount of nitrites which produce carcinogenic nitroamines.

일반 설명White powder or crystals. Melting point 134.5°C. Slightly acidic and astringent taste with a faint odor.

추가 설명 · 4건

순도시험(1) 융점 : 이 품목의 융점은 132~135℃이어야 한다. (2) 용상 : 이 품목 0.2g을 아세톤 5mL에 녹일 때, 그 액의 색은 비색표준용액 C보다 진하여서는 아니 된다. (3) 염화물 : 이 품목 1.5g에 물을 가하여 120mL로 하고 끓여서 녹이고 식힌 다음 물을 가하여 120mL로 하여 여과하고 여액 40mL에 묽은질산 6mL를 가하여 이를 시험용액으로 하여 염화물시험법에 따라 시험할 때, 그 양은 0.01N 염산 0.2mL에 대응하는 양 이하이어야 한다. (4) 황산염 : 위 (3)의 여액 40mL에 묽은염산 1mL를 가하여 이를 시험용액으로 하여 황산염시험법에 따라 시험할 때, 그 양은 0.01N 황산 0.5mL에 대응하는 양 이하이어야 한다. (5) 비소 : 이 품목을 비소시험법에 따라 시험할 때, 그 양은 4.0ppm 이하이어야 한다. (6) 납 : 이 품목 5.0g을 취하여 원자흡광광도법 또는 유도결합플라즈마발광광도법에 따라 시험할 때, 그 양은 2.0ppm 이하이어야 한다. (7) 수은 : 이 품목을 수은시험법에 따라 시험할 때, 그 양은 1.0ppm 이하이어야 한다. (8) 알데히드 : 이 품목 3.0g에 물 약 450mL를 가하고 염산(1→12)을 이용하여 pH 4로 조정한 다음 다시 물을 가하여 500mL로 하고 이를 여과한 액을 시험용액으로 한다. 따로, 포름알데히드액(40%) 2.5mL에 물을 가하여 1,000mL로 하고 다시 이 액 3mL를 정확히 취한 다음 물을 가하여 500mL로 한 액을 대조액으로 한다. 시험용액 및 대조액 각 5mL에 푹신아황산시액 2.5mL씩을 가해주고 15~30분 방치할 때, 시험용액의 색은 대조액의 색보다 진하여서는 아니 된다(포름알데히드로서 0.1% 이하).

확인시험(1) 이 품목 0.1g을 물 10mL에 현탁시킨 액은 산성이다. (2) 이 품목의 아세톤용액(1→100) 1mL에 물 1mL를 가하고 이에 브롬시액 2방울을 가하여 흔들어 섞으면 시액의 색은 곧 없어진다.

정량법이 품목 약 1g을 정밀히 달아 중화알콜에 녹여 100mL로 하고 그 중 25mL를 취하여 0.1N 수산화나트륨용액으로 적정한다(지시약 : 페놀프탈레인시액 2~3방울).0.1N 수산화나트륨용액 1mL = 11.21mg C6H8O2

정의ChEBI: A sorbic acid having trans-double bonds at positions 2 and 4; a food preservative that can induce cutaneous vasodilation and stinging upon topical application to humans. It is the most thermodynamically stable of the four possible geometri isomers possible, as well as the one with the highest antimicrobial activity.

관련 반응

29건

연결된 노트

불러오는 중…