Hexadecyltrimethylammonium Bromide

HCID 5974CAS 57-09-0
Substructure searchFind similar structures

Basic information

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

Overview

Cetyltrimethylammonium bromide is the organic bromide salt that is the bromide salt of cetyltrimethylammonium; one of the components of the topical antiseptic cetrimide. It has a role as a detergent and a surfactant. It is a quaternary ammonium salt and an organic bromide salt. It contains a cetyltrimethylammonium ion.

Names & identifiers

Preferred name
Hexadecyltrimethylammonium Bromide
IUPAC
hexadecyl(trimethyl)azanium bromide
English name
Hexadecyl trimethyl ammonium bromide
Molecular formula
C19H42BrN
Molecular weight
364.45

Names & synonyms

57-09-0Cetrimonium bromideCetyltrimethylammonium bromideHexadecyltrimethylammonium bromideBromatCETABCentimideCtmabAcetoquat CTABCee deeCetyl trimethyl ammonium bromideTrimethylcetylammonium bromide
Show more names
CTABHTABCTABRCTMBcetarol
Bromuro de cetrimonioN-Cetyltrimethylammonium bromideBromure de cetrimoniumCetrimonii bromidumTrimethylhexadecylammonium bromideCetrimonio bromuroN-HEXADECYLTRIMETHYLAMMONIUM BROMIDEPalmityltrimethyl ammonium bromide

Database identifiers

CAS
57-09-0、8044-71-1
PubChem CID
5974
DTXSID
DTXSID5037028
ChEMBL
CHEMBL307346
ChEBI
CHEBI:3567
UNII
L64N7M9BWR
EC Number
200-311-3

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; Preservative/Stabilizer

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

Preservative

Food Contact SubstancesFCS -> FDA Cumulative Estimated Daily Intake (CEDI)
Physical Description · 2 items

Dry Powder

White powder; [MSDSonline]

Collision Cross Section197.7 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

Physicochemical properties

Melting point
248 · 248-251 °C(lit.)
Density
1.1107 · 1.1107 (rough estimate)
bulk density
390 kg/m3 · 390kg/m3
refractive index
1.526 · 1.5260 (estimate)
Flash point
244 °C · 244 °C
storage temp.
30 °C · Store below +30°C.

Safety & regulation

GHS classification

GHS Classification · 6 items

This chemical does not meet GHS hazard criteria for 0.6% (5 of 823) of reports.

Danger

H302 (97%): Harmful if swallowed [Warning Acute toxicity, oral]

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

Aggregated GHS information provided per 823 reports by companies from 38 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Not Classified

Hazard information

Regulatory Information · 6 items

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

Hazard Traits - Hazard Trait Undefined

Regulation (EC) No 1935/2004 (amended)

1-Hexadecanaminium, N,N,N-trimethyl-, bromide (1:1) is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 1-Hexadecanaminium, N,N,N-trimethyl-, bromide (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: 30-09-2021 https://echa.europa.eu/registration-dossier/-/registered-dossier/10369

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

Other Safety InformationIMAP assessments - Cationic surfactants: Human health tier II assessment
Hazards Summary · 1 item

Corrosive to skin and eyes; May cause skin sensitization; [eChemPortal: ERMA] Allergic contact dermatitis is infrequently documented; [Marks, p. 266] Quaternary ammonium compounds have curare-like properties when concentrated solutions are ingested; Affected patients may have methemoglobinemia and hemolysis and die within 1-3 hours; Elevated liver function tests were reported; Concentrated solutions can cause burns; No data on carcinogenicity or teratogenicity; [IPCS-PIMs]

Hazard Classes and Categories · 3 items

Acute Tox. 4 (97%)

Acute toxicity - category 4

Acute toxicity (Oral) - Category 4

Safety & protection

Protective Action Criteria (PAC) · 3 items

1.2 [mg/m3]

14 [mg/m3]

81 [mg/m3]

Toxicology

Adverse EffectsNeurotoxin - Other CNS neurotoxin
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 Bromide...

Safe for use in cosmetics, with qualifications

Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).

Safety data

F
3
wgk
3
tsca
TSCA listed
rtecs
BQ7875000
ridadr
UN 3077 9/PG 3
hs_code
29239000

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 · 4 items

CIR ingredient: Cetrimonium Bromide

Quarternary ammonium compounds are used as algaecides/slimicides (swimming pools, industrial water reservoirs, and farm ponds), antiseptcis for cleaning wounds, antistatic agents for textiles, softeners for paper products, and pigment dispersers; [IPCS-PIMs]

Using Disinfectants or Biocides [Category: Clean]

Cetyl-Trimethyl-Ammonium, Cetrimonium, cetyl trimethylammonium, or hexadecyltrimethylammonium is a quaternary ammonium cation whose bromide and chloride salts are used as antiseptics.

U.S. Production2023: 4,409 lb
Industry UsesOther
Household Products · 2 items

Cosmetics product ingredient: Cetrimonium bromide

Information on 9 consumer products that contain Cetrimonium bromide in the following categories is provided:

Use ClassificationCosmetics -> Preservative
General Manufacturing Information · 2 items

Printing Ink Manufacturing

1-Hexadecanaminium, N,N,N-trimethyl-, bromide (1:1): ACTIVE

Applications · 5 items

UsesHexadecyltrimethylammonium Bromide (CTAB) is a cationic surfactant used as a template in the synthesis of Mesoporous γ-Fe2O3.

Usescetrimonium bromide is a quaternary ammonium salt that can prevent the proliferation of bacteria, fungi, and yeast in cosmetic preparation, while also act as an emulsifying agent.

Usesantiinfectant

UsesA cationic detergent used in the isolation of high molecular weight DNA.

General DescriptionHexadecyltrimethylammonium bromide is a titrant for the potentiometric titration of perchlorate with ionselective electrodes.

Upstream & downstream products

Suppliers50 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]
北京华美互利生物化工010-56205725 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
衢州润东化工有限公司0570-8789886 18892685668 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]

Additional notes

DefinitionChEBI: The organic bromide salt that is the bromide salt of cetyltrimethylammonium; one of the components of the topical antiseptic cetrimide.

Related reactions

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Linked notes

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