CAS 14114-05-7 Cyclopropyltriphenylphosphonium bromide (HCID 2723931)

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Basic information

CAS: 14114-05-7
Standard SMILES: [Br-].c1ccc([P+](c2ccccc2)(c2ccccc2)C2CC2)cc1
InChIKey: XMPWFKHMCNRJCL-UHFFFAOYSA-M
Molecular formula: C21H20BrP
Average molar mass: 383.3 g/mol
Monoisotopic mass: 382.04859937

Names & identifiers

Preferred name: Cyclopropyltriphenylphosphonium bromide
IUPAC: cyclopropyl(triphenyl)phosphanium bromide
English name: CYCLOPROPYLTRIPHENYLPHOSPHONIUM BROMIDE
Molecular formula: C21H20BrP
Molecular weight: 383.26

Names & synonyms

Cyclopropyltriphenylphosphonium bromideNSC 110599EINECS 237-970-1Phosphonium, cyclopropyltriphenyl-, bromide (1:1)Phosphonium, cyclopropyltriphenyl-, bromideRefChem:581244237-970-114114-05-7MFCD00011872cyclopropyl(triphenyl)phosphanium;bromidecyclopropyl(triphenyl)phosphonium bromideNSC110599

Show more names

Phosphonium, cyclopropyltripCYCLOPROPYLTRIPHENYLPHOSPHONIUM BROMIcyclopropyltriphenylphosphanium bromideCYCLOPROPANE TRIPHENYLPHOSPHONIUM BROMIDECyclopropyltriphenylphosphonium bromide 98%Cyclopropyltriphenylphosphonium Bromide >Cyclopropyltriphenylphosphonium bromide, 98+%

AKOS005216619cyclopropyltriphenyl-phosphonium bromideNSC-110599SY112004cyclopropyl(triphenyl)phosphanium bromideFT-0604895cyclopropyl triphenylphosphonA853172

Database identifiers

CAS: 14114-05-7

Properties

Computed structural properties

Topological polar surface area: 0 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 1
Rotatable bonds: 4
Heavy atoms: 23
Formal charge: 0
Complexity: 295

Physicochemical properties

Melting point: 178 · 178-181 °C(lit.)
storage temp.: Inert atmosphere,Room Temperature
form: solid
color: White to Almost white
Water Solubility: Soluble in water.
Sensitive: Hygroscopic
BRN: 6413483 · 6413483
InChI: 1S/C21H20P.BrH/c1-4-10-18(11-5-1)22(21-16-17-21,19-12-6-2-7-13-19)20-14-8-3-9-15-20;/h1-15,21H,16-17H2;1H/q+1;/p-1
InChIKey: XMPWFKHMCNRJCL-UHFFFAOYSA-M
SMILES: [Br-].C1CC1[P+](c2ccccc2)(c3ccccc3)c4ccccc4
CAS DataBase Reference: 14114 · 14114-05-7(CAS DataBase Reference)
UNSPSC Code: 12352002 · 12352002
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315-H319-H335

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 44 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory InformationPhosphonium, cyclopropyltriphenyl-, bromide: Does not have an individual approval but may be used under an appropriate group standard

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Safety data

F: 3-10
PPE: dust mask type N95 (US), Eyeshields, Gloves
wgk: 3
hs_code: 29319090
risk_code: 36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
safety_code: 26-37/39
Storage Class: 11 - Combustible Solids
Hazard statements: H315-H319-H335
Precautionary statements: P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313-P261-P280a-P304+P340-P305+P351+P338-P405-P501a

Chemistry & industry

Applications · 2 items

UsesCyclopropyltriphenylphosphonium bromide has cytotoxic activity against the growth of tissue culture cells originating from human epidermoid carcinoma of the nasopharynx (KB). It is commonly used as a Wittig reagent.

UsesUsed for electrolytic polarization of ZnStudied for potential antitumor activityReactant for synthesis of:Keto halides for sequential azidation and intramolecular Schmidt reactionsCycloporpylidenemethylarylethynynesDipeptides containing azabicyclo[3.1.0]hexaneReactant for hydroalkynylation