2-Iodophenylacetic acid

HCID 2780090

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Grundinformationen

CAS: 18698-96-9
Standard-SMILES: O=C(O)Cc1ccccc1I
InChIKey: IUHXGZHKSYYDIL-UHFFFAOYSA-N
Summenformel: C8H7IO2
Durchschnittliche Molmasse: 262,04 g/mol
Monoisotopische Masse: 261,94907746

Namen und Bezeichner

Bevorzugter Name: 2-Iodophenylacetic acid
IUPAC: 2-(2-iodophenyl)acetic acid
Englischer Name: 2-Iodophenylacetic acid
Summenformel: C8H7IO2
Molmasse: 262.04

Namen und Synonyme

2-Iodophenylacetic acid18698-96-9DTXSID60381620RefChem:262274DTXCID90332645629-244-12-(2-iodophenyl)acetic acidbenzeneacetic acid, 2-iodo-2-iodophenyl acetic acid(2-iodophenyl)acetic acidMFCD00046546Maybridge1_005605

Weitere Namen anzeigen

RARECHEM AL BO 13022-(2-iodophenyl)aceticaci2-IodophenylaceticAcid>2-Iodo-benzeneacetic acid2-Iodophenylacetic acid 97%2-IODOPHENYLACETIC ACID, 97+%

2-Iodophenylacetic acid, 97%STR04067SY0355082-Iodobenzeneacetic acido-IODOPHENYLACETIC ACID2-Iodobenzeneacetic Acid; o-Iodophenylacetic Acid2-(2-Iodophenyl)aceticAcidCDS1_000853

Datenbank-Bezeichner

CAS: 18698-96-9
PubChem CID: 2780090
DTXSID: DTXSID60381620
EC Number: 629-244-1
Nikkaji: J27.549B

Eigenschaften

Berechnete Struktureigenschaften

XLogP: 2,3
Polarare Oberfläche (TPSA): 37,3 Å²
H-Brücken-Donoren: 1
H-Brücken-Akzeptoren: 2
Frei drehbare Bindungen: 2
Schwere Atome: 11
Formalladung: 0
Komplexität: 147

Experimentelle und physikochemische Eigenschaften

LogP2.33

Physikochemische Eigenschaften

Schmelzpunkt: 116 · 116-119 °C (lit.)
Siedepunkt: 344.5 · 344.5±17.0 °C(Predicted)
Dichte: 1.885 · 1.885±0.06 g/cm3(Predicted)
storage temp.: Keep in dark place,Sealed in dry,Room Temperature
Löslichkeit: Chloroform (Slightly), Methanol (Slightly)
Aggregatzustand: Powder
pka: 1 · pK1:4.038 (25°C)
Farbe: Cream
BRN: 2086800 · 2086800
InChI: InChI=1S/C8H7IO2/c9-7-4-2-1-3-6(7)5-8(10)11/h1-4H,5H2,(H,10,11)
InChIKey: IUHXGZHKSYYDIL-UHFFFAOYSA-N
SMILES: C1(CC(O)=O)=CC=CC=C1I
CAS Datenbank: 18698 · 18698-96-9(CAS DataBase Reference)

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 4 Einträge

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 47 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Gefahrenhinweise

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Sicherheitsdaten

wgk: 3
hs_code: 29163990
risk_code: 36/37/38
hazard_code: Xi
hazard_note: Irritant/Light Sensitive
safety_code: 26-36-37
hazard_class: IRRITANT, LIGHT SENSITIVE
Speicherklasse: 11 - Combustible Solids
Hazard Classifications: Eye Irrit. 2Skin Irrit. 2STOT SE 3

Chemie und Industrie

Anwendungen · 1 Eintrag

Verwenden2-Iodophenylacetic acid is a synthetic intermediate that is widely used in the chemical, pharmaceutical and cosmetic industries. 2-Iodophenylacetic acid is also used as a reagent to synthesize Cepharanone B, a natural and potentially antineoplastic aristolactam that is found in Piper longum (a medicinal plant native to India).

Darstellung · 1 Eintrag

synthetischesynthesis of 2-Iodophenylacetic acid: The anthranilic acid solution was acidified with sulfuric acid to pH = 1 followed by a diazotization reaction. The diazonium was added dropwise to the potassium iodide-sulfuric acid solution (3.5 g KI, 1.0 mL concentrated H2SO4, 5 mL water) preheated to 60-70 °C, stirred for 30 min, placed overnight, and filtered to obtain the product. Recrystallization with 50% ethanol aqueous solution gave 3.83 g of 2-iodophenylacetic acid, the yield was 73% (calculated as o-nitrophenylacetic acid), and the melting point was 113-115 °C (117 °C reported in the literature).