(2-Methoxy-2-oxoethyl)triphenylphosphonium bromide

HCID 494138

Notes Reactions

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Basic information

CAS: 1779-58-4
Standard SMILES: COC(=O)C[P+](c1ccccc1)(c1ccccc1)c1ccccc1
InChIKey: WAUPCPBLQVSZQD-UHFFFAOYSA-N
Molecular formula: C21H20O2P+
Average molar mass: 335.4 g/mol
Monoisotopic mass: 335.12009187

Names & identifiers

Preferred name: (2-Methoxy-2-oxoethyl)triphenylphosphonium bromide
IUPAC: (2-methoxy-2-oxoethyl)-triphenylphosphanium
English name: (Carbomethoxymethyl)triphenylphosphonium bromide
Molecular formula: C21H20BrO2P
Molecular weight: 415.26

Names & synonyms

EINECS 217-222-0NSC 136109RefChem:395963217-222-0(2-Methoxy-2-oxoethyl)triphenylphosphonium bromideNSC136109(2-methoxy-2-oxo-ethyl)-triphenyl-phosphoniumSCHEMBL759613SCHEMBL11095550SCHEMBL27852332SCHEMBL31208249Methyl (triphenylphosphoranyl)acetate

Show more names

CMMTPPBmethyl (triphenylphosphonio)acetate bromide(2-methoxy-2-oxoethyl)-triphenylphosphaniumCARBOMETHOXYMETHYL TRIPHENYLPHOSPHONIUM BROMIDEcarbmethoxy Methyl Triphenyl Phosphonium BromideMethoxycarbonylMethyl)triphenylphosphoniuM broMiTriphenyl(2-oxo-2-methoxyethyl)phosphonium·bromide(2-Oxo-2-methoxyethyl)triphenylphosphonium·bromide

AKOS024300048

Database identifiers

CAS: 1779-58-4
PubChem CID: 494138
EC Number: 217-222-0
Nikkaji: J2.830.662H、J238.230J

Properties

Computed structural properties

XLogP: 4.5
Topological polar surface area: 26.3 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 2
Rotatable bonds: 6
Heavy atoms: 24
Formal charge: 1
Complexity: 345

Physicochemical properties

Melting point: 165 · 165-170 °C (dec.) (lit.)
storage temp.: Inert atmosphere,Room Temperature
solubility: Soluble in methanol(almost transparency).
form: solid
color: White to Almost white
Sensitive: Hygroscopic
BRN: 3812975 · 3812975
InChI: 1S/C21H20O2P.BrH/c1-23-21(22)17-24(18-11-5-2-6-12-18,19-13-7-3-8-14-19)20-15-9-4-10-16-20;/h2-16H,17H2,1H3;1H/q+1;/p-1
InChIKey: VCWBQLMDSMSVRL-UHFFFAOYSA-M
SMILES: [Br-].COC(=O)C[P+](c1ccccc1)(c2ccccc2)c3ccccc3
CAS DataBase Reference: 1779 · 1779-58-4(CAS DataBase Reference)
UNSPSC Code: 12352108 · 12352108
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 · 26-36-37/39
WGK Germany: 3 · 3
F: 9 · 9
HS Code: 29319019 · 29319019
Storage Class: 11 · 11 - Combustible Solids
Hazard Classifications: 2 Skin · Eye Irrit. 2Skin Irrit. 2STOT SE 3

Safety & regulation

Safety data

F: 9
PPE: dust mask type N95 (US), Eyeshields, Gloves
wgk: 3
hs_code: 29319019
risk_code: 36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
safety_code: 26-36-37/39
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 · 1 item

Uses(Methoxycarbonylmethyl)triphenylphosphonium bromide is a reactant for the synthesis of GSK-3 inhibitors using the Wittig reaction, substituted furanones for antifungal and cytostatic activities, photochromic dithienylethene derivatives, gem-diiodoalkanes containing allylic alcohols and highly substituted cyclopentenes and brazilanes via Au-catalyzed deoxygenative Nazarov cyclization. As reactant for asymmetric hydrogenation of α,β-unsaturated ester-phosphonates, studies of thermal decomposition of phosphonium alkyl ester salts.