CAS 14937-45-2 Hexadecyltributylphosphonium bromide (HCID 84716)

Overview

a selective nuclear factor of activated T cells (NFAT) signaling inhibitor; structure in first source

Names & identifiers

Preferred name: Hexadecyltributylphosphonium bromide
IUPAC: tributyl(hexadecyl)phosphanium bromide
English name: Cetyltributylphosphonium bromide
Molecular formula: C28H60BrP
Molecular weight: 507.67

Names & synonyms

14937-45-2Tributylhexadecylphosphonium bromideHexadecyltributylphosphonium bromidePhosphonium, tributylhexadecyl-, bromidePhosphonium, tributylhexadecyl-, bromide (1:1)DTXSID50884776THPB compoundRefChem:786058DTXCID301024200239-014-9tributyl(hexadecyl)phosphonium bromideCETYLTRIBUTYLPHOSPHONIUM BROMIDE

Show more names

TBHDPBtri-n-butylhexadecylphosphonium bromideHISHICOLIN PX-416BTributyl(hexadecyl)Hexadecyl tributyl pCetyltributyl phosphorus bromidetributyl(cetyl)phosphonium bromide

tributyl(hexadecyl)phosphanium bromideMFCD00011775C28H60BrPtributyl(hexadecyl)phosphanium;bromideHexadecyl tributyl phosphonium bromideTRIBUTYL(HEXADECYL)PHOSPHONIUM;BROMIDEcetyl tributyl phosphonium bromidehexadecyl tributylphosphonium bromide

Database identifiers

CAS: 14937-45-2
PubChem CID: 84716
DTXSID: DTXSID50884776
ChEMBL: CHEMBL110738、CHEMBL380900
EC Number: 239-014-9

Properties

Computed structural properties

Topological polar surface area: 0 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 1
Rotatable bonds: 24
Heavy atoms: 30
Formal charge: 0
Complexity: 277

Experimental & physicochemical properties

Chemical ClassesOther Classes -> Phosphorus Compounds

Physical DescriptionWhite hygroscopic powder; [Alfa Aesar MSDS]

Physicochemical properties

Melting point: 56 · 56-58 °C(lit.)
storage temp.: Inert atmosphere,Room Temperature
solubility: 0.1 g/mL, · methanol: 0.1 g/mL, clear
form: crystal
color: white
Sensitive: Hygroscopic
BRN: 4167404 · 4167404
InChI: InChI=1S/C28H60P.BrH/c1-5-9-13-14-15-16-17-18-19-20-21-22-23-24-28-29(25-10-6-2,26-11-7-3)27-12-8-4;/h5-28H2,1-4H3;1H/q+1;/p-1
InChIKey: RYVBINGWVJJDPU-UHFFFAOYSA-M
SMILES: [P+](CCCC)(CCCC)(CCCC)CCCCCCCCCCCCCCCC.[Br-]
CAS DataBase Reference: 14937 · 14937-45-2(CAS DataBase Reference)
EPA Substance Registry System: Phosphonium, tributylhexadecyl-, bromide (14937-45-2)
UNSPSC Code: 12352001 · 12352001
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315-H319-H335
Precautionary statements: 261 · P261-P280a-P304+P340-P305+P351+P338-P405-P501a-P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313
PPE: 95 · dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes: Xi
Risk Statements: 36 · 36/37/38
Safety Statements: 26 · 26-36/37
WGK Germany: 3 · 3
F: 21 · 21
Hazard Note: Irritant
TSCA: TSCA listed
HS Code: 2931599090 · 2931599090
Storage Class: 11 · 11 - Combustible Solids

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H315 (100%): 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 43 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory Information · 2 items

Chemical: Phosphonium, tributylhexadecyl-, bromide

Phosphonium, tributylhexadecyl-, bromide: 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.

Hazards SummaryA skin and strong eye irritant; [Alfa Aesar MSDS] See Benzyltriphenylphosphonium bromide.

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Safety data

F: 21
PPE: dust mask type N95 (US), Eyeshields, Gloves
wgk: 3
tsca: TSCA listed
hs_code: 2931599090
risk_code: 36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
hazard_note: Irritant
safety_code: 26-36/37
Storage Class: 11 - Combustible Solids
Hazard statements: H315-H319-H335
Precautionary statements: P261-P280a-P304+P340-P305+P351+P338-P405-P501a-P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313

Chemistry & industry

Uses & manufacturing

General Manufacturing InformationPhosphonium, tributylhexadecyl-, bromide (1:1): ACTIVE

Applications · 1 item

UsesTributylhexadecylphosphonium Bromide (CAS# 14937-45-2) is a dynamic compound used as a surface modifier for thermal properties of palygorskite, an additive in water to improve resistance of epoxy-anhydride matrices, and as a modifier of phenolic resin to improve thermal degradation.

Preparation methods

PreparationCetyltributylphosphonium bromide is prepared by heating equimolar amounts of 1-bromohexadecane and Tri-n-butylphosphine at 65 °C for 3 days (yield 68%).