Hexadecyltrimethylammonium chloride

HCID 8154CAS 112-02-7

Basic information

Standard SMILES
CCCCCCCCCCCCCCCC[N+](C)(C)C.[Cl-]
InChIKey
WOWHHFRSBJGXCM-UHFFFAOYSA-M
Molecular formula
C19H42N.Cl
Average molar mass
320 g/mol

Overview

Hexadecyltrimethylammonium chloride appears as colorless to pale yellow liquid with an odor of rubbing alcohol. Floats or sinks in water. (USCG, 1999)

Names & identifiers

Preferred name
Hexadecyltrimethylammonium chloride
IUPAC
hexadecyl(trimethyl)azanium chloride

Names & synonyms

112-02-7Hexadecyltrimethylammonium chlorideCetrimonium chlorideN-Hexadecyltrimethylammonium chlorideDehyquart AGenamin CTACAliquat 6Cetyl trimethyl ammonium chlorideCETACHTACAdogen 444Surfroyal CTAC
Show more names
Morpan CHAQuartamin 60WTrimethylcetylammonium chlorideArquad 16-29Arquad 16-50Ammonyx Cetac 30TRIMETHYLHEXADECYLAMMONIUM CHLORIDEIntexsan CTC 29

Database identifiers

CAS
112-02-7、68002-63-1
PubChem CID
8154
DTXSID
DTXSID6026901
ChEMBL
CHEMBL1895807
ChEBI
CHEBI:53581
UNII
UC9PE95IBP
EC Number
203-928-6

Properties

Computed structural properties

Topological polar surface area
0 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
1
Rotatable bonds
15
Heavy atoms
21

Experimental & physicochemical properties

Chemical ClassesNitrogen Compounds -> Quaternary Amines
Cosmetics · 3 items

Cosmetics ingredient -> Conditioning/Emollient; Emulsifier; Fragrance; Other (Specify); Preservative/Stabilizer; Solvent; Surfactant

Cosmetic ingredients (Cetrimonium Chloride) -> CIR (Cosmetic Ingredient Review)

Preservative

LogPlog Kow= 3.23
Density0.9 at 77 °F (approx.) (USCG, 1999) - Less dense than water; will float
SolubilityWater solubility: 440 mg/l at 30 °C
Flash Point69 °F (USCG, 1999)

Safety & regulation

GHS classification

GHS Classification · 6 items

This chemical does not meet GHS hazard criteria for 0.5% (5 of 1105) of reports.

Danger

H302 (49%): Harmful if swallowed [Warning Acute toxicity, oral]

P260, P261, P262, P264, P264+P265, P270, P271, P273, P280, P301+P317, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P354+P338, P316, P317, P319, P321, P330, P332+P317, P361+P364, P362+P364, P363, P391, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 1105 reports by companies from 42 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Danger

Hazard information

Regulatory Information · 5 items

Chemical: 1-Hexadecanaminium, N,N,N-trimethyl-, chloride

Hazard Traits - Hazard Trait Undefined

1-Hexadecanaminium, N,N,N-trimethyl-, chloride (1:1) is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 1-Hexadecanaminium, N,N,N-trimethyl-, chloride (1:1) 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: 25-04-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/14219

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

Other Safety InformationIMAP assessments - Mono- and di-alkyl quaternary ammonium surfactants: Environment tier II assessment
DOT LabelClass 9
Fire HazardsSpecial Hazards of Combustion Products: Irritating fumes of hydrogen chloride may form in fires.
Health HazardsIngestion may produce toxic effects. Contact with eyes or skin may cause severe damage. (USCG, 1999)
Hazards SummarySolution: A skin, eye, nose, and throat irritant; Emergency treatment: Detergents- cationic; [HSDB] May cause severe injuries to skin and eyes; [CAMEO] An irritant; [MSDSonline]

Safety & protection

Fire FightingFire Extinguishing Agents Not to Be Used: Water may be ineffective
First AidINGESTION: do NOT induce vomiting; drink large quanities of fluid and call a physician immediately.
Firefighting HazardsFLASHBACK VAPOR ALONG VAPOR TRAIL MAY OCCUR. /CETYLTRIMETHYLAMMONIUM CHLORIDE SOLN/
Fire Fighting Procedures...DRY CHEM, /ALCOHOL/ FOAM, OR CARBON DIOXIDE. WATER MAY BE INEFFECTIVE ON FIRE. COOL EXPOSED CONTAINERS WITH WATER. /CETYLTRIMETHYLAMMONIUM CHLORIDE SOLN/
Nonfire Spill ResponseExcerpt from ERG Guide 171 [Substances (Low to Moderate Hazard)]:
Disposal Methods · 1 item

SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.

Toxicology

Environmental Fate · 3 items

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 2.2X10+5(SRC), determined from a structure estimation method(2), indicates that trimethylhexadecylammonium chloride is expected to be immobile in soil(SRC). Volatilization of trimethylhexadecylammonium chloride from moist soil surfaces is not expected to be an important fate process(SRC) given an estimated Henry's Law constant of 2.9X10-10 atm-cu m/mole(SRC), using a fragment constant estimation method(3). Trimethylhexadecylammonium chloride is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 2.8X10-10 mm Hg(SRC), determined from a fragment constant method(4).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 2.2X10+5(SRC), determined from an estimation method(2), indicates that trimethylhexadecylammonium chloride is expected to adsorb to suspended solids and sediment in water(SRC). Volatilization from water surfaces is not expected(3) based upon an estimated Henry's Law constant of 2.9X10-10 atm-cu m/mole(SRC), developed using a fragment constant estimation method(4). According to a classification scheme(5), an estimated BCF of 71(SRC), from its log Kow of 3.23(6) and a regression-derived equation(7), suggests the potential for bioconcentration in aquatic organisms is moderate. The MITI, closed bottle, and Sturm tests revealed no degradation after 10 days, microbial growth after 17 days, and 84% degradation after 13 days, respectively(8). 10-20 ppm trimethylhexadecylammonium chloride was degraded with a half-life of 3.1 days in freshwater collected from the Ohio river 1 mile below discharge from a municipal treatment plant at 20 °C and pH 6.9(9).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), trimethylhexadecylammonium chloride, which has an estimated vapor pressure of 2.8X10-10 mm Hg at 25 °C(SRC), using a fragment constant estimation method(2), is expected to exist solely in the particulate phase in the ambient atmosphere. Particulate-phase trimethylhexadecylammonium chloride may be removed from the air by wet and dry deposition(SRC).

Toxicity Summary · 2 items

The CIR Expert Panel concluded the following ingredients are safe in the present practices of use and concentration described in the safety assessment when formulated to be non-irritating...Cetrimonium Chloride...

Safe for use in cosmetics, with qualifications

Soil Adsorption/Mobility · 1 item

Using a structure estimation method based on molecular connectivity indices(1), the Koc for trimethylhexadecylammonium chloride can be estimated to be 2.2X10+5(SRC). According to a classification scheme(2), this estimated Koc value suggests that trimethylhexadecylammonium chloride is expected to immobile in soil.

Human Toxicity Excerpts · 2 items

VAPOR IRRITATING TO EYES, NOSE AND THROAT. HARMFUL IF INHALED. LIQUID IRRITATING TO SKIN AND EYES. HARMFUL IF SWALLOWED. /CETYLTRIMETHYLAMMONIUM CHLORIDE SOLN/

Poison by intravenous route.

Artificial Pollution Sources · 1 item

Trimethylhexadecylammonium chloride's production and use as a coagulant (antibiotic production), conditioning agent (hair products), antistatic agent (textile spin finishes), and softening agent (textile finishes)(1) may result in its release to the environment through various waste streams(SRC).

Environmental Biodegradation · 2 items

THE CATIONIC SURFACTANTS BIODEGRADATION IN SEWAGE AND RIVER WATER WAS STUDIED, MEASURING THE REDUCTION OF THE ACTIVE SUBSTANCE BY A COLORIMETRIC METHOD USING SODIUM ALIZARINE SULFONATE.

The MITI, closed bottle, and Sturm tests revealed no degradation after 10 days, microbial growth after 17 days, and 84% degradation after 13 days, respectively(1). 10-20 ppm trimethylhexadecylammonium chloride was degraded with a half-life of 3.1 days in freshwater collected from the Ohio river 1 mile below discharge from a municipal treatment plant at 20 °C and pH 6.9(2).

Chemistry & industry

Pharmacology

MeSH Pharmacological ClassificationSubstances used on humans and other animals that destroy harmful microorganisms or inhibit their activity. They are distinguished from DISINFECTANTS, which are used on inanimate objects.

Uses & manufacturing

Uses · 6 items

CIR ingredient: Cetrimonium Chloride

Available as a 25% aqueous solution and 50% solution in isopropyl alcohol and water for use in antifungal formulations and hair conditioners; Also used as a disinfectant/germicide, cationic detergent, fermentation aid, dispersant, coagulant for antibiotic production, and antistatic and softening agent for textile finishes; [HSDB]

Using Disinfectants or Biocides [Category: Clean]

USED IN ANTIFUNGAL FORMULATION; IN HAIR CONDITIONER FORMULATION; DISINFECTANT; CATIONIC DETERGENT

SOFTENER IN HAIR TREATMENTS, EG, CREME RINSES

FERMENTATION AID

U.S. Production · 4 items

2023: 1,000,000 - <5,000,000 lb

(1979) PROBABLY GREATER THAN 2.27X10+6 GRAMS

(1981) PROBABLY GREATER THAN 2.27X10+6 GRAMS

(1993) 1,420 Kg

Consumer UsesCleaning agent
Industry UsesCorrosion inhibitor
Methods of Manufacturing · 3 items

PROBABLY BY REACTION OF N-HEXADECYLAMINE WITH METHYL CHLORIDE IN THE PRESENCE OF SODIUM HYDROXIDE; REACTION OF N-HEXADECYLCHLORIDE WITH TRIMETHYLAMINE

n-Hexadecylamine + methyl chloride (quaternisation)

Trimethylamine + cetyl chloride (quaternisation)

Formulations/Preparations · 3 items

25% SOLN IN WATER; 50% SOLN IN MIXT OF ISOPROPYL ALCOHOL AND WATER... /CETYLTRIMETHYLAMMONIUM CHLORIDE SOLN/

COMPD CONTAINING A QUATERNARY NH4+ SALT SUCH AS ARQUAD 16/50 AND GREATER THAN 10% OF AN AMPHIPHILIC COMPD SUCH AS CIRRASOL STERILIZE DISPERSIONS OF A SOLID, WATER INSOL FUNGICIDE SUCH AS CAPTAN AN CAPTAFOL IN A SOLN OF A FUNGICIDAL PYRIMIDINE SALT SUCH AS ETHIRIMOL @ A PH 1-1.5.

Available as a 25% or 50% soluble in water

Related reactions

76 records

Linked notes

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