CAS 86-79-3 2-Hydroxycarbazole (HCID 93551)

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Basic information

CAS: 86-79-3
Standard SMILES: Oc1ccc2c(c1)[nH]c1ccccc12
InChIKey: GWPGDZPXOZATKL-UHFFFAOYSA-N
Molecular formula: C12H9NO
Average molar mass: 183.21 g/mol
Monoisotopic mass: 183.06841391

Overview

structure given in first source

Names & identifiers

Preferred name: 2-Hydroxycarbazole
IUPAC: 9H-carbazol-2-ol
English name: 2-Hydroxycarbazole
Molecular formula: C12H9NO
Molecular weight: 183.21

Names & synonyms

2-Hydroxycarbazole9H-Carbazol-2-ol86-79-3Carbazol-2-olSH4E4EQ2YZDTXSID50235340RefChem:87502DTXCID50157831201-699-72-Hydroxy-9H-carbazole2-CarbazololMFCD00004962

Show more names

AURORA KA-45952-Hydroxycarbazole 97%2-Hydroxycarbazole,97%2-MonohydroxycarbazoleQS794 2-HYDROXYCARBAZOLE

CCRIS 5301EINECS 201-699-7BRN 01358592-hydroxy-9H-carbazol2-Hydroxycarbazole, 97%Oprea1_146166SCHEMBL150279SCHEMBL4889238

Database identifiers

CAS: 86-79-3
PubChem CID: 93551
DTXSID: DTXSID50235340
ChEMBL: CHEMBL1170901
UNII: SH4E4EQ2YZ
EC Number: 201-699-7
Nikkaji: J192.640C

Properties

Computed structural properties

XLogP: 3.5
Topological polar surface area: 36 Å²
Hydrogen bond donors: 2
Hydrogen bond acceptors: 1
Rotatable bonds: 0
Heavy atoms: 14
Formal charge: 0
Complexity: 218

Physicochemical properties

Melting point: 270 · 270-273 °C (lit.)
Boiling point: 316.88 °C · 316.88°C (rough estimate)
Density: 1.1261 · 1.1261 (rough estimate)
refractive index: 1.588 · 1.5880 (estimate)
storage temp.: 2 · 2-8°C, stored under nitrogen
form: solid
pka: 10.05 · 10.05±0.30(Predicted)
color: Grey
BRN: 135859 · 135859
InChI: 1S/C12H9NO/c14-8-5-6-10-9-3-1-2-4-11(9)13-12(10)7-8/h1-7,13-14H
InChIKey: GWPGDZPXOZATKL-UHFFFAOYSA-N
SMILES: Oc1ccc2c(c1)[nH]c3ccccc23
CAS DataBase Reference: 86 · 86-79-3(CAS DataBase Reference)
EWG's Food Scores: 1 · 1
FDA UNII: 4 E4EQ2YZ · SH4E4EQ2YZ
UNSPSC Code: 12352100 · 12352100

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

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Safety data

PPE: dust mask type N95 (US), Eyeshields, Gloves
wgk: 2
rtecs: FE6355000
hs_code: 2933998090
risk_code: 36/37/38-34
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi,C,T,F
safety_code: 26-36-37/39-45-36/37/39-27
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

UsesCarbazol has been found possible to distinguish between heparin, heparin derivatives, and other polyuronides of connective tissue. A new modification of the carbazole analysis is useful for determination of d-mannuronic acid in heteropolysaccharides. 2-Hydroxycarbazole was used in the synthesis of isochromene fused carbazol, (4aS,13bR)-2,5,5-trimethyl-3,4,4a,5,8,13b-hexahydroisochromeno[3,4-b]carbazole.

General Description2-Hydroxycarbazole is a compound structurally related to the Ca2+-mobilizing marine toxin, 9-methyl-7-bromoeudistomin. Room temperature electronic absorption and fluorescence spectra of 2-hydroxycarbazole has been studied in concentrated aqueous potassium hydroxide solutions. It undergoes chemoselective N-alkylation using NaH as a base in a THF-DMF solvent system.