1-Propanol

HCID 178781776CAS 62309-51-7

Basic information

Standard SMILES
CCCO
InChIKey
BDERNNFJNOPAEC-UHFFFAOYSA-N
Molecular formula
C3H8O
Average molar mass
60.1 g/mol

Overview

N-propanol appears as a clear colorless liquid with a sharp musty odor like rubbing alcohol. Flash point 53-77 °F. Autoignites at 700 °F. Vapors are heavier than air and mildly irritate the eyes, nose, and throat. Density approximately 6.5 lb / gal. Used in making cosmetics, skin and hair preparations, pharmaceuticals, perfumes, lacquer formulations, dye solutions, antifreezes, rubbing alcohols, soaps, window cleaners, acetone and other chemicals and products.

Names & identifiers

Preferred name
1-Propanol
IUPAC
propan-1-ol
English name
Propanol【general】
Molecular formula
C3H8O
Molecular weight
60.09502

Names & synonyms

1-propanolpropanolPropyl alcoholPropan-1-oln-propanol71-23-8n-Propyl alcoholethylcarbinoloptalosmosol extraPropylic alcoholPropanol-1
Show more names
Propanol【general】
1-Propyl alcoholn-Propan-1-olPropanolePropanolenAlcohol, propylPropanoliEthyl carbinolAlcool propilico

Database identifiers

CAS
62309-51-7
ChEMBL
CHEMBL14687
ChEBI
CHEBI:28831
UNII
96F264O9SV
EC Number
200-746-9
Nikkaji
J1.422B

Properties

Computed structural properties

XLogP
0.3
Topological polar surface area
20.2 Ų
Hydrogen bond donors
1
Hydrogen bond acceptors
1
Rotatable bonds
1
Heavy atoms
4

Experimental & physicochemical properties

Chemical ClassesFlammable agents - 3rd degree
DrugsPharmaceuticals -> Listed in ZINC15
LipidsFatty Acyls [FA] -> Fatty alcohols [FA05]
SolventsSolvents -> Alcohols (<C12)
Cosmetics · 2 items

Cosmetic ingredients (Propyl Alcohol) -> CIR (Cosmetic Ingredient Review)

Antifoaming; Solvent

SpringerMaterials PropertiesCoriolis coupling

Physicochemical properties

EPA Substance Registry System
Propanol (62309-51-7)

Safety & regulation

GHS classification

GHS Classification · 6 items

Danger

H225: Highly Flammable liquid and vapor [Danger Flammable liquids]

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

This chemical does not meet GHS hazard criteria for < 0.1% (1 of 3950) of reports.

Danger

H225 (> 99.9%): Highly Flammable liquid and vapor [Danger Flammable liquids]

Hazard information

Regulatory Information · 6 items

Chemical: 1-Propanol

Regulation (EC) No 178/2002 (amended)

1-Propanol is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 1-Propanol 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: 08-05-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/14586

1-Propanol: HSNO Approval: HSR001215 Approved with controls

The New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.)

Other Safety InformationIMAP assessments - 1-Propanol: Environment tier I assessment
DOT LabelFlammable Liquid
Fire Hazards · 4 items

Excerpt from ERG Guide 129 [Flammable Liquids (Water-Miscible / Noxious)]:

· HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames.

· HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames.

Highly flammable. Vapour/air mixtures are explosive. Risk of fire and explosion on contact with strong acids or strong oxidants.

Fire Potential · 2 items

Dangerous upon exposure to heat or flame; can react vigorously with oxidizing materials.

Ignites on contact with potassium-tert-butoxide.

Health Hazards · 3 items

Contact with eyes is extremely irritating and may cause burns. Vapors irritate nose and throat. In high concentrations, may cause nausea, dizziness, headache, and stupor. (USCG, 1999)

· May cause toxic effects if inhaled or absorbed through skin.

· May cause toxic effects if inhaled or absorbed through skin.

Safety & protection

Fire Fighting · 2 items

Excerpt from ERG Guide 129 [Flammable Liquids (Water-Miscible / Noxious)]:

Use water spray, powder, alcohol-resistant foam, carbon dioxide. In case of fire: keep drums, etc., cool by spraying with water.

First Aid Measures · 4 items

Fresh air, rest.

First rinse with plenty of water for at least 15 minutes, then remove contaminated clothes and rinse again.

Rinse with plenty of water for several minutes (remove contact lenses if easily possible). Refer immediately for medical attention.

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

Accidental Release Measures · 4 items

· CALL 911. Then call emergency response telephone number on shipping paper. If shipping paper not available or no answer, refer to appropriate telephone number listed on the inside back cover.

· ELIMINATE all ignition sources (no smoking, flares, sparks or flames) from immediate area.

· CALL 911. Then call emergency response telephone number on shipping paper. If shipping paper not available or no answer, refer to appropriate telephone number listed on the inside back cover.

· ELIMINATE all ignition sources (no smoking, flares, sparks or flames) from immediate area.

First Aid · 4 items

Excerpt from NIOSH Pocket Guide for n-Propyl alcohol:

General First Aid:

General First Aid:

(General first aid procedures)

Safe StorageSeparated from strong oxidants and strong acids. Well closed. Fireproof. Cool. Ventilation along the floor.
Firefighting HazardsFlash back along vapor trail may occur.

Toxicology

Body Burden · 1 item

n-Propanol was detected in 1 of 12 samples of mother's milk from 4 urban areas in the United States(1). The avg and range of n-propanol concns in human breath due to metabolic processes is 130 ug/cu-m and not detected-1,270 ug/cu m (8 subjects in zero air), respectively (2).

Interactions · 4 items

N-PROPANOL INHIBITED N-NITROSODIMETHYLAMINE METABOLISM IN ISOLATED PERFUSED RAT LIVER.

IN VITRO ... WITH RAT LIVER SLICES BIOTRANSFORMATION OF CHLORAL HYDRATE TO TRICHLOROETHANOL WAS FOUND TO BE ENHANCED MORE EFFECTIVELY BY N-PROPANOL AND N-BUTANOL THAN BY ETHANOL ...

ADDING 1 G/L OF PROPAN-1-OL, PROPAN-2-OL, BUTAN-1-OL, BUTAN-2-OL, ISOBUTANOL TO 40% ETHANOL IN ORANGE JUICE LOWERED AND DELAYED BLOOD ETHANOL MAX IN 10 20-30 YR-OLD MEN WHO DRANK 3.75 ML/KG OF SYNTHETIC BEVERAGE.

CUTANEOUS REACTIONS TO N-PROPANOL WERE EVALUATED IN A CONTROL GROUP & IN PATIENTS BEFORE & DURING RECEIPT OF DISULFIRAM THERAPY. LOCAL CUTANEOUS ERYTHEMA WAS OBSERVED FROM PATCH TESTS WITH N-PROPANOL IN HYDRATED SKIN. SINCE REACTIONS NOTED FROM TOPICALLY APPLIED ALCOHOLS BEFORE & DURING DISULFIRAM THERAPY WERE NOT STATISTICALLY DIFFERENT, A LOCALIZED DISULFIRAM-ALCOHOL REACTION IS UNLIKELY. ERYTHEMA RESULTING FROM TOPICALLY APPLIED ALCOHOLS OCCURRED IN A DOSE RELATED MANNER & WAS CAUSED BY A DIRECT VASODILATORY EFFECT ON THE CUTANEOUS MICROVASCULATURE.

Target OrgansEyes, skin, respiratory system, gastrointestinal tract, central nervous system
Ecotoxicity Values · 5 items

LC50 Pimephales promelas (fathead minnows) 4.48 g/l/96 hr (95% confidence limit 4.10-4.88 g/l); age 30 days old, water hardness 47.0 mg/l (CaCO3), temp 27.7 °C, pH 7.40, dissolved oxygen 5.4 mg/l, alkalinity 43.0 mg/l (CaCO3), tank vol: 1.0 l, additions: 36 vol/day (flow-through bioassay)

LC50 Ambystoma mexicanum (Mexican axolotl) 4000 mg/l/48 hr (3-4 wk after hatching) /Conditions of bioassay not specified/

LC50 Clawed toads 4000 mg/l/48 hr (3-4 wk after hatching) /Conditions of bioassay not specified/

LD100 Semotilus atromaculatus (creek chub) 500 mg/l/24 hr in Detroit river water /Conditions of bioassay not specified/

For more Ecotoxicity Values (Complete) data for N-PROPANOL (9 total), please visit the HSDB record page.

Environmental Fate · 3 items

TERRESTRIAL FATE: Based on a classification scheme(1), a Koc value of 33(SRC) determined from a log Kow of 0.25(2), and a regression-derived equation(3), indicates that n-propanol is expected to have very high mobility in soil(SRC). Volatilization of n-propanol from moist soil surfaces is expected to be an important fate process(SRC) given a Henry's Law constant of 7.41X10-6 atm-cu m/mole(4). The potential for volatilization of n-propanol from dry soil surfaces may exist(SRC) based upon a vapor pressure of 21 mm Hg(5). n-Propanol is readily degraded in aerobic systems(6-9); the range of half-lives for aerobic degradation using a sewage sludge inoculum are <1 day to 11 days(SRC). n-Propanol has also been shown to be readily degraded under anaerobic conditions(9).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 33(SRC), determined from an measured log Kow of 0.25(2) and a regression-derived equation(3), indicates that n-propanol 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 7.41X10-6 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 62 hours and 31 days, respectively(SRC). According to a classification scheme(5), an estimated BCF of 3(SRC) from a log Kow(2) and a regression-derived equation(6), suggests the potential for bioconcentration in aquatic organisms is low(SRC). n-Propanol is readily degraded in aerobic systems(7-10); the range of half-lives for aerobic degradation using a sewage sludge inoculum are <1 day to 11 days(SRC). n-Propanol has also been shown to be readily degraded under anaerobic conditions(10).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), n-propanol, which has a vapor pressure of 21.0 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere(SRC). Vapor-phase n-propanol 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 2.9 days(SRC), calculated from its rate constant of 5.53X10-12 cu cm/molecule-sec at 25 °C(3).

Food Survey Values · 1 item

Alcoholic beverages nearly always contain n-propanol as a product of fermentation(1). Beer contains up to 195 mg/l, wine up to 116 mg/l, various types of spirits up to 3520 mg/l, and neat ethanol up to 2910 mg/l(1). n-Propanol is present at low levels as a flavor volatile in a variety of foodstuffs and non-alcoholic drinks, eg: kefir culture, cream culture, filberts (roasted), raw milk, heat-treated milk, Kumazasa Sasa albomarginata, heated triolein, boiled buckwheat flour, tomato (ripe, juice, puree, and paste), Kogyoku apple, apple and apple juice, white bread, butter, cheddar/Swiss cheese, soy sauce, fish sauce, pigweed, winged bean (raw/roasted), soybean (raw, roasted), potato tuber, roasted watermelon seeds, babco fruit, tilsit cheese, endive, Valancia orange juice(1).n-Propanol was identified in fermentation brine of pimentos used for stuffing olives(2). n-Propanol was found in 31 commercial brines - 180 to 380 mg n-propanol/l ethyl alcohol; Cahors wine: 33 mg n-propanol/l wine; Corbiers wine: 12 mg n-propanol/l wine; Jamaican Rum: 31,300 mg n-propanol/l ethyl alcohol(2). The mean concn of n-propanol in headspace volatiles of Cabernet Sauvignon wines from the Napa Valley, CA ranged from 0.001 to 0.778 mg/l(3). n-Propanol has been detected (not quantified) in milk products including kefir and yogurt, and traces have been detected in fermented eggs(4). The range of concns of n-propanol in the volatile components of orange juices were 50-1140 ppb(5).

Regulatory information

FDA Requirements · 3 items

Propyl 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.

Propyl alcohol is an indirect food additive for use only as a component of adhesives.

Normal propyl alcohol may be safely used in feeds and feed supplements for cattle as a source of metabolizable energy. It is incorporated in the fed or feed supplement in an amount which provides not more than 54.5 g of the additive per head per day.

FIFRA Requirements · 3 items

Residues of n-propanol are exempted from the requirement of a tolerance when used as a solvent or cosolvent 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.

n-Propanol is exempted from the requirement of a tolerance when used as a solvent for blended emulsifiers in accordance with good agricultural practice as inert (or occasionally active) ingredients in pesticide formulations applied to growing crops only.

n-Propanol is exempted from the requirement of a tolerance when used as a solvent for blended emulsifiers in accordance with good agricultural practice as inert (or occasionally active) ingredients in pesticide formulations applied to animals.

Atmospheric Standards · 1 item

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. n-Propyl alcohol is produced, as an intermediate or a final product, by process units covered under this subpart.

Chemistry & industry

Pharmacology

ATC Code · 3 items

D08AX03

D - Dermatologicals

QD - Dermatologicals

Biological Half-LifeNo reports found; [TDR, p. 1052]
Metabolism/Metabolites · 5 items

... PROPANOL ... MAY FORM ETHEREAL ... /SULFATE/

1-PROPANOL IS METABOLIZED BY THE ENZYME ALCOHOL DEHYDROGENASE. IT IS READILY OXIDIZED IN THE BODY, FIRST TO PROPIONIC ACID AND THEN TO CARBON DIOXIDE, WATER AND PERHAPS A SMALL AMOUNT OF LACTIC ACID.

... HEPATIC MICROSOMES CATALYZED THE OXIDATION OF PROPANOL TO ITS ALDEHYDE IN THE RAT. THE REACTION REQUIRED OXYGEN & NICOTINAMIDE-ADENINE DINUCLEOTIDE PHOSPHATE, WAS INHIBITED BY CARBON DIOXIDE AND ACTED INDEPENDENTLY OF CATALASE & ALCOHOL DEHYDROGENASE.

Cytochrome p450 isozyme 3a, isolated from hepatic microsomes of rabbits treated chronically with ethyl alcohol, had a unique substrate specificity when compared with isozymes 2, 3b, 3c, and 4. Form 3a has unusually high activity in the p-hydroxylation of aniline and in the oxidation of alcohols to aldehydes. Isozyme 3a catalyzes the oxidation of methyl alcohol, propyl alcohol, and butanol as well as ethyl alcohol.

For more Metabolism/Metabolites (Complete) data for N-PROPANOL (6 total), please visit the HSDB record page.

Absorption, Distribution and Excretion · 4 items

PROPANOL-1 IS ABSORBED FROM GI TRACT & LUNGS. IT CAN BE ABSORBED FROM THE SKIN IF A SIGNIFICANT AMOUNT IS CONFINED TO THE SKIN. 1-PROPANOL IS ABSORBED MORE READILY THAN ETHANOL. ...

... USING ABDOMINAL AUTOPSY /HUMAN/ SKIN IN A DIFFUSION CHAMBER ... 1-PROPANOL PENETRATED THE SKIN MORE RAPIDLY FROM SOLUTION IN NONPOLAR SOLVENTS SUCH AS ISOPROPYL PALMITATE, OLIVE OIL, & MINERAL OIL THAN FROM SOLUTION IN SALINE.

FOLLOWING AN ORAL DOSE OF 2 G/KG TO RATS, 0.13% OF THE DOSE WAS EXCRETED IN THE URINE. ... 1.65% /WAS/ EXCRETED IN THE EXPIRED AIR & 0.7% EXCRETED IN THE URINE FOLLOWING AN ORAL DOSE OF 2 ML/KG TO RABBITS.

Urine was analyzed immediately, 1, 2, 8, and 9 hr after drinking (during 2 hr) 3.75 ml/kg of beverages containing orange juice, 15 or 40% ethanol, and and 1 g/l of 1-propanol, 2-propanol, 1-butanol, 2-butanol, isobutyl alcohol or a mixture of 1-propanol & isobutyl alcohol. Maximum urine levels /in mg/l/ were found 1 hr after drinking ended: 1-propanol 5.04, 2-propanol 3.36, 1-butanol 0.43, 2-butanol 2.55, isobutyl alcohol ... 1.7-2.03 mg/l. Urine treatment with beta-glucuronidase before analysis indicated that significant amounts of the alcohols were excreted as glucuronides, esp isobutyl alcohol. 2-Propanol and 2-butanol were the slowest to be metabolized. When mixtures of alcohols were given, the concentrations of isobutyl alcohol glucuronides were high with the mixtures containing 5 and 15% ethanol, and decreased at 40% ethanol.

Tissue LocationsFibroblasts
Metabolite PathwaysSulfite oxidase deficiency

Uses & manufacturing

Uses · 6 items

CIR ingredient: Propyl Alcohol

Used as a solvent, antiseptic, and chemical intermediate; [ACGIH] Used as a solvent in inks, pesticides, and lacquers; [HSDB]

Metal Degreasing [Category: Clean]

For n-Propanol (USEPA/OPP Pesticide Code: 047502) 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./

Solvent for natural gums, polyvinyl butyral, polishes, pharmaceuticals; in lacquers and dopes, cosmetics, dental lotions

Solvent; chemical intermediate; specialty solvent in flexographic printing inks particularly for printing on polyolefin and polyamide film; mfg of n-propyl acetate, n-propylamines, glycol ethers; as a ruminant feed supplement; flavor and fragrance in foods; solvent or cosolvent in pesticide formulations.

Impurities · 2 items

Sales specifications: water (0.1 wt%), acidity (0.003 wt% as acetic acid); 2-methylpentanal (10 ppm)

Water (< or = 0.1 wt%); aldehydes (< or = 0.2 wt%); ethanol (< or = 10 mg/kg); methanol (< or = 100 mg/kg)

U.S. Exports · 4 items

(1978) 1.28X10+10 G

(1982) 1.51X10+10 G

(1987) 4.30X10+7 lb

(1988) 5.12X10+7 lb

U.S. Imports · 3 items

(1978) 4.55X10+6 G

(1982) 2.95X10+7 G

(1986) 2.86X10+5 lb

U.S. Production · 6 items

2023: 550,000,000 - <700,000,000 lb

(1978) 7.37X10+10 G

(1982) 5.79X10+10 G

(1985) 1.45X10+6 lb

(1987) 1.86X10+8 lb

In 1993 (worldwide): 110,000 tons/yr

Consumption Patterns · 2 items

CHEM INT FOR N-PROPYLAMINES, 37%; SOLVENT, 23%; CHEM INT FOR N-PROPYL ACETATE, 18%; FEED ADDITIVE FOR CATTLE, 3%; CHEM INT FOR OTHER CHEMICALS, 19% (1980)

Flexographic printing inks(40%); mfg of n-propyl acetate(33%) n-propylamines(18%), and glycol ethers(12%).

Additional notes · 1 item

DefinitionChEBI: Propan-1-ol is the parent member of the class of propan-1-ols that is propane in which a hydrogen of one of the methyl groups is replaced by a hydroxy group. It has a role as a protic solvent and a metabolite. It is a short-chain primary fatty alcohol and a member of propan-1-ols.

Related reactions

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