Heptan-1-ol

HEPTANOL · N-HEPTANOL · HEPTAN-1-OL · HEPTYL ALCOHOL · Enanthol · FEMA 2548 · ALCOHOL C7 · 1-HeptanoI

Identifikatoren & physikalische Daten

CAS No.	111-70-6
Summenformel	C7H16O
Durchschnittliche Molmasse	116,2 g/mol
Monoisotopische Masse	116,12011513 g/mol
SMILES	CCCCCCCO
InChIKey	BBMCTIGTTCKYKF-UHFFFAOYSA-N
PubChem CID	8129
ChEMBL	CHEMBL273459
ChEBI	CHEBI:43003
EC No.	203-897-9
DTXSID	DTXSID8021937
Lokaler Name	Heptan-1-ol

Chemische & physikalische Eigenschaften

XLogP	2,7
Polarare Oberfläche (TPSA)	20,2
H-Brücken-Donoren	1
H-Brücken-Akzeptoren	1
Frei drehbare Bindungen	5
Schwere Atome	8
Formalladung	0
Komplexität	35,4
Lipide	Fatty Acyls [FA] -> Fatty alcohols [FA05]
Solvents	Solvents -> Alcohols (<C12)
SpringerMaterials Properties	Boiling point
Duftstoffe	Fragrance Ingredient (Heptyl alcohol) -> IFRA transparency List
LogP (Verteilungskoeffizient)	Log Kow = 2.62
Geruch	FragrantFAINT, AROMATIC, FATTY
Geschmack	PUNGENT, SPICY TASTE
Lebensmittelzusatzstoffe	FLAVORING AGENT OR ADJUVANT -> FDA Substance added to food
Dichte	0.822 at 68 °F (USCG, 1999) - Less dense than waterwill float0.8219 at 20 °C/4 °C0.82 g/cm³Relative density of the vapour/air-mixture at 20 °C (air = 1): 1.010.820-1.8240.824 @ 20°C0.822 g/mL at 25 °C (lit.)
Aromastoffe	EU Flavoring substances
Viscosity	7.4 centapoise at 20 °C
Color/Form	Colorless liquid
Schmelzpunkt	-36 °C (lit.)
Siedepunkt	176 °C (lit.)
Dampfdruck	0.5 mm Hg ( 20 °C)
Brechungsindex	n20/D 1.424(lit.)
FEMA	2548 \| HEPTYL ALCOHOL
Flammpunkt	165 °F
Lagerbedingungen	Store below +30°C.
Löslichkeit	1g/l2.85 g/L (100 ºC)
Aggregatzustand	Liquid
pKa (Säurekonstante)	15.38±0.10(Predicted)
Farbe	Clear
Geruch	Weak alcoholic.
Geruchsschwelle	0.0048ppm
Geruchsart	green
Biologische Quelle	synthetic
Explosionsgrenze	0.9%(V)
Spezifische Wärmekapazität	Cp(liquid): 2.34 J/(g·K), at 25℃
JECFA Number	94
Merck	14,4661
BRN	1731686
Henry-Konstante	5.3×10-1 mol/(m3Pa) at 25℃, Brockbank (2013)
Dielektrizitätskonstante	6.7(21℃)
Stabilität	Stable. Flammable. Incompatible with strong acids, strong oxidizing agents.
Hauptanwendungen	cleaning productscosmeticsenvironmentalflavors and fragrancesfood and beveragespersonal care
Kosmetik-Inhaltsstoffe Funktionen	PERFUMING
InChI	1S/C7H16O/c1-2-3-4-5-6-7-8/h8H,2-7H2,1H3
InChIKey	BBMCTIGTTCKYKF-UHFFFAOYSA-N
SMILES	CCCCCCCO
LogP (Verteilungskoeffizient)	2.2 at 20℃
Oberflächenspannung	26.47mN/m at 298.15K
CAS Datenbank	111-70-6(CAS DataBase Reference)
NIST chemische Informationen	1-Heptanol(111-70-6)
EPA chemische Informationen	1-Heptanol (111-70-6)

Sicherheit & Vorschriften

GHS-Einstufung	WarningH319 (94.5%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]P264+P265, P280, P305+P351+P338, and P337+P317 (click each P-code to see the statement)Aggregated GHS information provided per 1619 reports by companies from 10 notifications to the ECHA C&L Inventory.H227: Combustible liquid [Warning Flammable liquids]
Regulatorische Informationen	Chemical: 1-Heptanol1-Heptanol is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 1-Heptanol 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: 13-03-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/59211-Heptanol: Does not have an individual approval but may be used under an appropriate group standardHeptanol: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.
Weitere Sicherheitsinformationen	IMAP assessments - Primary aliphatic alcohols (C7, C8): Human health tier II assessment
DOT-Kennzeichnung	Poison
Brandgefahren	Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]:Combustible. Above 70 °C explosive vapour/air mixtures may be formed.
Brandpotenzial	Fire hazard moderate when exposed to heat of flamecan react with oxidizing materials.
Gesundheitsgefahren	Low toxicityliquid may irritate eyes. (USCG, 1999)
Gefahrenübersicht	A skin, eye, and respiratory tract irritantInhalation of high concentrations may cause CNS effects[HSDB] Inhalation of high concentrations can cause CNS depression[CHEMINFO] Defats the skinMay cause effects on the central nervous system[ICSC] An irritantMay be absorbed through skin[MSDSonline]
FDA-Anforderungen	Heptyl alcohol 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.
Reaktive Gruppe	Alcohols and Polyols
UN-Einstufung	UN Hazard Class: 6.1UN Pack Group: III
Special Reports	OPDYKE DL JMONOGRAPHS ON FRAGRANCE RAW MATERIALS. ALCOHOL C-7FOOD COSMET TOXICOL 13 (SUPPL): 697 (1975). NATURAL OCCURRENCE & PREPN, COSMETIC & PERFUME USE, LEGAL STATUS FOR USE IN FOOD, & METABOLISM & TOXICOLOGY OF ALCOHOL C-7 ARE REVIEWED WITH 16 REFERENCES.
Reactivity Profile	HEPTANOL is an alcohol. Flammable and/or toxic gases are generated by the combination of alcohols with alkali metals, nitrides, and strong reducing agents. They react with oxoacids and carboxylic acids to form esters plus water. Oxidizing agents convert them to aldehydes or ketones. Alcohols exhibit both weak acid and weak base behavior. They may initiate the polymerization of isocyanates and epoxides.
Brandbekämpfung	Fire Extinguishing Agents: Foam, carbon dioxide, or dry chemical (USCG, 1999)Use alcohol-resistant foam. Use dry powder. Use carbon dioxide.
Erste-Hilfe-Maßnahmen	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. Do NOT induce vomiting. Refer for medical attention .
Erste Hilfe	Flush all affected parts with plenty of water. (USCG, 1999)
Sichere Lagerung	Separated from strong acids, oxidants and food and feedstuffs.
Brandbekämpfungsverfahren	/To fight fire use/ alcohol foam, carbon dioxide, dry chemical.
Lagerbedingungen	Separated from strong acids, oxidants, food and feedstuffs.
Reinigungsverfahren	AEROBIC: 1-Heptanol degrades fast in aerobic biodegradation screening tests(1-5). In a 5-day BOD test using acclimated mixed cultures, 56.3% of theoretical BOD was consumed(1). Other tests show 30% of theoretical BOD was expended in 5 days(2) and 28.9% of theoretical BOD was expended in 1 day using 500 ppm of 1-heptanol and an activated sludge inoculum(3). An aerobic biodegradation rate constant of 0.124 1/hr(4), which corresponds to a half-life of 0.23 days(SRC), was determined in an aerobic screening test at pH 7 and 25 °C using an activated sludge inocula. In a similar screening test, the rate constant was measured to be 2.53X10-2 1/hr(5), which corresponds to a biodegradation half-life of 1.14 days(SRC).Do NOT let this chemical enter the environment. Cover the spilled material with absorbent. Collect leaking liquid in sealable containers.
Freisetung ohne Brand	Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]:
Entsorgungsverfahren	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 qualitypotential migration in soil or watereffects on animal, aquatic, and plant lifeand conformance with environmental and public health regulations.
Verschüttetes entsorgen	Personal protection: filter respirator for organic gases and vapours adapted to the airborne concentration of the substance. Do NOT let this chemical enter the environment. Cover the spilled material with inert absorbent. Collect leaking and spilled liquid in sealable containers as far as possible.
Isolation and Evacuation	Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]:
Eye Prevention	Wear safety goggles.
Körperbelastung	Of the expired air from an urban population of 54 normal, healthy, nonsmoking subjects (387 samples), 39.5% were positive for 1-heptanol, containing a geometric mean concn of 3.9 ng/L(1). The one-sigma limits were 1.86 and 8.2 ng/L. Besides being carefully selected, subjects refrained from medication for 14 days prior to sampling and for 7 days prior to sampling avoided prolonged exposure to perfume, paint, glue, aerosols, dust, tobacco smoke, or areas polluted with industrial waste.
Ökotoxizitätswerte	LC50 Nitocra spinipes (Harpacticoid copepod) 169 mg/L/96 hr /Conditions of bioassay not specified in source examined/LC50 Alburnus alburnus (Bleak) 45 mg/L/96 hr /Conditions of bioassay not specified in source examined/LC50 Xenopus laevis (African clawed frog, 3-4 wk after hatching) 44 mg/L/48 hr /Conditions of bioassay not specified in source examined/LC50 Ambystoma mexicanum (Mexican axolotl, 3-4 wk after hatching) 52 mg/L/48 hr /Conditions of bioassay not specified in source examined/For more Ecotoxicity Values (Complete) data for 1-HEPTANOL (21 total), please visit the HSDB record page.
Umweltverhalten	TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 74(SRC), determined from a water solubility of 1670 mg/L(2) and a regression-derived equation(3), indicates that 1-heptanol is expected to have high mobility in soil(SRC). Volatilization of 1-heptanol from moist soil surfaces is expected to be an important fate process(SRC) given a Henry's Law constant of 1.88X10-5 atm-cu m/mole(4). 1-Heptanol is not expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 0.216 mm Hg(5). 1-Heptanol has been demonstrated to be readily biodegradable in aerobic screening tests(6-10) and therefore should biodegrade in soil(SRC).AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 74(SRC), determined from a water solubility of 1670 mg/L(2) and a regression-derived equation(3), indicates that 1-heptanol is expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is expected(3) based upon a Henry's Law constant of 1.88X10-5 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 2.2 days and 20 days, respectively(SRC). According to a classification scheme(5), an estimated BCF of 21(SRC), from its log Kow of 2.62(6) and a regression-derived equation(7), suggests the potential for bioconcentration in aquatic organisms is low(SRC). 1-Heptanol has been demonstrated to be readily biodegradable in aerobic screening tests(8-12) and therefore should biodegrade in water(SRC).ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), 1-heptanol, which has a vapor pressure of 0.216 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase 1-heptanol 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 28 hours(SRC), calculated from its rate constant of 1.36X10-11 cu cm/molecule-sec at 25 °C(3).
Lebensmitteluntersuchungswerte	1-Heptanol is a food volatile found in meat and seafood such as raw beef(1), frankfurters(2) fried bacon(3), duck(4), raw and roasted earth almonds (Cyperus esculentus L.)(5), clams(6), and short-necked clams(6). It has been identified as a volatile of nectarines(7), chickpeas(8), Kogyoku apples(9), peanut oil(10), and champagne(11). 1-Heptanol has also been identified as an aroma component of Beaufort (Gruyere) cheese(12). Fermented soybean (Glycine max) curds were found to contain 275.7 ug/kg of 1-heptanol(13).
Unerwünschte Wirkungen	Neurotoxin - Acute solvent syndrome
Expositionspfade	The substance can be absorbed into the body by inhalation of its vapour and by ingestion.
Milk Concentrations	1-Heptanol was detected, not quantified in store bought milk in Australia(1).
Ökotoxizitätsauszüge	/AQUATIC SPECIES/ /In flow through acute toxicity testing using Pimephales promelas (Fathead minnow) exposed to concentrations of 0, 12.5, 19.3, 29.7, 45.7, and 70.3 mg/L 1-heptanol for 96 hr,/ affected fish lost schooling behavior and were hypoactive. Half of the affected fish were located at the surface and the other half on the bottom of the aquaria. They were underreactive to external stimuli, darkly colored, and they lost equilibrium prior to death.
Plant Concentrations	1-Heptanol was identified as a volatile component of earth almonds (Cyperus esculentus L.)(1), nectarines(2), Kogyoku apples(3) and kiwi fruit flowers(4). 1-Heptanol has been identified as a volatile emission from dawn redwood trees(5).
Signs and Symptoms	Cough. Sore throat.Redness.Redness. Pain.Burning sensation. Headache. Dizziness. Nausea. Drowsiness.
Effluent Concentrations	1-Heptanol was detected in concentrates of effluent from advanced treatment plants in Pomona, CA(1). Emissions of 1-heptanol, in percent of total carbon emission, were identified in roadway emissions (0.02), bus parking garage, hot soak (0.54), bus parking garage, cold start (0.12), motorcycle emissions (0.01), petroleum refinery emissions (0.05), lead smelter (0.36), and cast iron factory emissions (0.23) in Cairo, Egypt(2). 1-Heptanol was detected but not quantified in the emissions of waste exudate(3) and kitchen waste exudate(4).
ICSC Environmental Data	The substance is harmful to aquatic organisms.
Wassergefährdungsklasse (WGK)	1
TSCA-Inventar-Status	TSCA listed
UN-Transportnummer	2810
Zollcode	29051900
RTECS-Nr.	MK0350000
R-Sätze (R)	20/21/22-36-52
Toxizität	LD50 orally in Rabbit: 500 mg/kg LD50 dermal Rabbit 2000 mg/kg
Gefahrensymbole	Xn,Xi
Sicherheitshinweise (S)	36-36/37/39-26
Gefahrenklasse	6.1(b)Aquatic Chronic 3Eye Irrit. 2
Verpackungsgruppe	III
Lagerklasse	10 - Combustible liquids
Gefahrstoffdaten	111-70-6(Hazardous Substances Data)
Selbstentzündungstemperatur	662 °F

Anwendungen & Verwendung

Beschreibung

Heptyl alcohol has a faint, aromatic, fatty odor and a pungent, spicy taste. It may be synthesized by reduction of enanthic aldehyde, which is a distillation product of castor oil.

Occurrence

Reported found in a few essential oils, hyacinth, violet leaves, Litsea zeylanica Also reported found in apple, banana, citrus peel oils, orange juice, bilberry, cranberry, blueberry, other berries, currants, melon, papaya, peach, pear, pineapple, asparagus, peas, potato, mustard, cheeses, butter, milk, meats, hop oil, beer, cognac, rum, bourbon whiskey, grape wines, cocoa, tea, flberts, pecans, peanuts, soybeans, passion fruit juice, olive, macadamia nuts, mango, tamarind, fgs, cardamom, rice, calamus, dill, corn, malt, kiwifruit, truffe, nectarine, crab, crayfsh, clams and other sources

Herstellung & Synthese

synthetische

By reduction of enanthic aldehyde, which is a distillation product of castor oil.