(Chloromethyl)triphenylphosphonium chloride

HCID 197823

Notes Reactions

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Basic information

CAS: 5293-84-5
Standard SMILES: ClC[P+](c1ccccc1)(c1ccccc1)c1ccccc1.[Cl-]
InChIKey: SXYFAZGVNNYGJQ-UHFFFAOYSA-M
Molecular formula: C19H17Cl2P
Average molar mass: 347.2 g/mol
Monoisotopic mass: 346.0444929

Names & identifiers

Preferred name: (Chloromethyl)triphenylphosphonium chloride
IUPAC: chloromethyl(triphenyl)phosphanium chloride
English name: (CHLOROMETHYL)TRIPHENYLPHOSPHONIUM CHLORIDE
Molecular formula: C19H17Cl2P
Molecular weight: 347.22

Names & synonyms

(Chloromethyl)triphenylphosphonium chlorideRefChem:406016226-139-95293-84-5(Chloromethyl)triphenylphosphonium chlirideChloromethyltriphenylphosphonium chloride(chloromethyl)triphenylphosphoniumchlorideMFCD00011867Phosphonium, (chloromethyl)triphenyl-, chlorideNSC 93980EINECS 226-139-9chloromethyl(triphenyl)phosphanium;chloride

Show more names

SALOR-INT L159867-1EAchloromethyl(triphenyl)phosphaniumchloromethyltriphenyl-phosphoniuchlorichloromethyltriphenyl-phosphoniuchloride(Chlormethyl)triphenylphosphoniumchloridchloromethyl(triphenyl)phosphanium,chloride(Chloromethly)triphenylphosphonium chloride

DTXSID80967400NSC93980NSC-93980AKOS015833179AB88198TRIPHENYL(CHLOROMETHYL)-PHOSPHONIUM CHLORIDEC19H17Cl2P(Chloromethyl)triphenyl-phosphonium Chloride; NSC 93980

Database identifiers

CAS: 5293-84-5
PubChem CID: 197823
DTXSID: DTXSID80967400
EC Number: 226-139-9

Properties

Computed structural properties

Topological polar surface area: 0 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 1
Rotatable bonds: 4
Heavy atoms: 22
Formal charge: 0
Complexity: 253

Physicochemical properties

Melting point: 262 · 262-264 °C (lit.)
storage temp.: 2 · under inert gas (nitrogen or Argon) at 2-8°C
form: Fine Crystalline Powder
color: White to almost white
Water Solubility: almost transparency
BRN: 3599784 · 3599784
InChI: InChI=1S/C19H17ClP.ClH/c20-16-21(17-10-4-1-5-11-17,18-12-6-2-7-13-18)19-14-8-3-9-15-19;/h1-15H,16H2;1H/q+1;/p-1
InChIKey: SXYFAZGVNNYGJQ-UHFFFAOYSA-M
SMILES: [P+](CCl)(C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1.[Cl-]
CAS DataBase Reference: 5293 · 5293-84-5(CAS DataBase Reference)
UNSPSC Code: 12352101 · 12352101
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315-H319-H335
Precautionary statements: 261 · P261-P264-P271-P280-P302+P352-P305+P351+P338
target organs: Respiratory system
PPE: 95 · dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes: Xi
Risk Statements: 36 · 36/37/38
Safety Statements: 26 · 26-37/39
WGK Germany: 3 · 3
RTECS: 1882000 · TA1882000
HS Code: 29310099 · 29310099
Storage Class: 11 · 11 - Combustible Solids
Hazard Classifications: 2 Skin · Eye Irrit. 2Skin Irrit. 2STOT SE 3

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 40 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Safety data

PPE: dust mask type N95 (US), Eyeshields, Gloves
wgk: 3
rtecs: TA1882000
hs_code: 29310099
risk_code: 36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
safety_code: 26-37/39
Storage Class: 11 - Combustible Solids
target organs: Respiratory system
Hazard statements: H315-H319-H335
Hazard Classifications: Eye Irrit. 2Skin Irrit. 2STOT SE 3
Precautionary statements: P261-P264-P271-P280-P302+P352-P305+P351+P338

Chemistry & industry

Applications · 2 items

Uses(Chloromethyl)triphenylphosphonium Chloride is a Wittig reagent.

UsesUsed for corrosion inhibition of ironReactant involved in:Acting as a potential electrophileElimination reactions for the synthesis of linear alkynesIntramolecular nucleophilic vinylic substitutionHomologation of aldehydesEndo-selective alkynol cycloisomerization

Preparation methods

Preparation(Chloromethyl)triphenylphosphonium chliride is available commercially (chloride or iodide salt) or synthetically from Triphenylphosphine and Chloroiodomethane.