Methyl-(triphenylphosphoranyliden)acetat

Acetic acid, 2-(triphenylphosphoranylidene)-, methyl ester

HCID 17453CAS 2605-67-6

Teilstruktursuche Ähnliche Strukturen suchen

Grundinformationen

Standard-SMILES: COC(=O)C=P(c1ccccc1)(c1ccccc1)c1ccccc1
InChIKey: NTNUDYROPUKXNA-UHFFFAOYSA-N
Summenformel: C21H19O2P
Durchschnittliche Molmasse: 334,3 g/mol
Monoisotopische Masse: 334,11226648

Namen und Bezeichner

Bevorzugter Name: Acetic acid, 2-(triphenylphosphoranylidene)-, methyl ester
IUPAC: methyl 2-(triphenyl-λ5-phosphanylidene)acetate
Lokaler Name: Methyl-(triphenylphosphoranyliden)acetat
Englischer Name: Methyl (triphenylphosphoranylidene)acetate
Summenformel: C21H19O2P
Molmasse: 334.35

Namen und Synonyme

2605-67-6Methyl (triphenylphosphoranylidene)acetate(Carbomethoxymethylene)triphenylphosphoraneAcetic acid, (triphenylphosphoranylidene)-, methyl ester(Triphenylphosphoranylidene)acetic acid methyl esterMethyl triphenylphosphoranylideneacetateTriphenyl(carbomethoxymethylene)phosphoraneAcetic acid, 2-(triphenylphosphoranylidene)-, methyl esterEINECS 220-018-4((Methoxycarbonyl)methylene)triphenylphosphorane[(Methoxycarbonyl)methylene]triphenylphosphoraneNSC 117573

Weitere Namen anzeigen

(METHOXYCARBONYLMETHYLENE)TRIPHENYLPHOSPHORANEmethyl 2-(triphenyl-λ-phosphanylidene)acetateCMETPPAURORA KA-874idene)acetatemethyl 2-(triphenyl-Aceticacid,(triphenylphosphoranylideneMethyl (triphenylphosphoranylidene)acet

NSC 407395DTXSID6062549RefChem:552122DTXCID5037440220-018-4InChI=1/C21H19O2P/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/h2-17H,1HMethyl 2-(triphenylphosphoranylidene)acetateCARBOMETHOXYMETHYLENE TRIPHENYLPHOSPHORANE

Datenbank-Bezeichner

CAS: 2605-67-6
PubChem CID: 17453
DTXSID: DTXSID6062549
ChEMBL: CHEMBL1715161
UNII: D9MZ753Q8K
EC Number: 220-018-4
Nikkaji: J24.865G

Eigenschaften

Berechnete Struktureigenschaften

XLogP: 4
Polarare Oberfläche (TPSA): 26,3 Å²
H-Brücken-Donoren: 0
H-Brücken-Akzeptoren: 2
Frei drehbare Bindungen: 5
Schwere Atome: 24
Formalladung: 0
Komplexität: 400

Experimentelle und physikochemische Eigenschaften

SpringerMaterials PropertiesCrystal structure

Physikochemische Eigenschaften

Schmelzpunkt: 168 · 168-172 °C (lit.)
Siedepunkt: 165 · 165~170℃
Dichte: 1.17 · 1.17±0.1 g/cm3(Predicted)
storage temp.: Keep in dark place,Sealed in dry,Room Temperature
Löslichkeit: Acetonitrile (Slightly), Chloroform (Slightly)
Aggregatzustand: Powder
Farbe: White to off-white
Wasserlöslichkeit: insoluble
BRN: 618430 · 618430
InChI: InChI=1S/C21H19O2P/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/h2-17H,1H3
InChIKey: NTNUDYROPUKXNA-UHFFFAOYSA-N
SMILES: C(OC)(=O)C=P(C1=CC=CC=C1)(C1=CC=CC=C1)C1=CC=CC=C1
CAS Datenbank: 2605 · 2605-67-6(CAS DataBase Reference)
EPA chemische Informationen: Acetic acid, (triphenylphosphoranylidene)-, methyl ester (2605-67-6)

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 5 Einträge

This chemical does not meet GHS hazard criteria for 50% (2 of 4) of reports.

Danger

H301 (50%): Toxic if swallowed [Danger Acute toxicity, oral]

P261, P264, P264+P265, P270, P271, P280, P301+P316, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 4 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Gefahrenhinweise

Regulatory Information · 2 Einträge

Chemical: Acetic acid, (triphenylphosphoranylidene)-, methyl ester

Status: Active Update: 21-05-2019 https://echa.europa.eu/registration-dossier/-/registered-dossier/28364

Hazard Classes and CategoriesAcute Tox. 3 (50%)

Sicherheitsdaten

wgk: 3
tsca: TSCA listed
hs_code: 29319090
risk_code: 36/37/38-25
hazard_code: T,Xi
hazard_note: Irritant
safety_code: 22-24/25-36-26
Speicherklasse: 11 - Combustible Solids

Chemie und Industrie

Verwendung und Herstellung

General Manufacturing InformationAcetic acid, 2-(triphenylphosphoranylidene)-, methyl ester: ACTIVE

Anwendungen · 1 Eintrag

Verwenden(Methoxycarbonylmethylene)triphenylphosphorane is used in olefination reactions. Wittig reagent for the two-carbon homologation of aldehydes to α,β-unsaturated esters. it undergoes the Wittig reaction with aldehydes to give substituted methyl acrylates. used in an efficient synthesis of pyrazoles via reaction with methyl diazoacetate in the presence of triethylamine. It is used in the preparation of (triphenylphosphoranylidene)-ketene. The Wittig reaction we performed in class involved the reaction of 2-nitrobenzaldehyde (1) with methyl (triphenylphosphoranylidene) acetate (2) to produce methyl (2E)-3-(2-nitrophenyl) acrylate (3) with a triphenylphosphine oxide (4) side product, and took place in a silica gel matrix to ensure even product dispersion for chromatography.