CAS 1133-80-8 2-Bromo-9H-fluorene (HCID 14336)

Names & identifiers

Preferred name: 2-Bromo-9H-fluorene
IUPAC: 2-bromo-9H-fluorene
English name: 2-Bromofluorene
Molecular formula: C13H9Br
Molecular weight: 245.11

Names & synonyms

2-Bromofluorene2-BROMO-9H-FLUORENE9H-Fluorene, 2-bromo-EINECS 214-480-6AI3-00816DTXSID00150357NSC 14632Bromo9Hfluorene9HFluorene, 2bromoRefChem:467114DTXCID1072848214-480-6

Show more names

EAFC2-BromofL2-Brom-fluoren2-Bromofluorene>2-Bromofluorene 95%2-Bromofluorene,95%2-broMo-2H-fluorene

InChI=1/C13H9Br/c14-11-5-6-13-10(8-11)7-9-3-1-2-4-12(9)13/h1-6,8H,7H1133-80-8MFCD00001115J2DF3P68J29H-Fluorene,2-bromo2-Bromo-9H-fluorene #SCHEMBL415882NSC-1463

Database identifiers

CAS: 1133-80-8
PubChem CID: 14336
DTXSID: DTXSID00150357
UNII: J2DF3P68J2
EC Number: 214-480-6
Nikkaji: J149.817G

Properties

Computed structural properties

XLogP: 4.5
Topological polar surface area: 0 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 0
Rotatable bonds: 0
Heavy atoms: 14
Formal charge: 0
Complexity: 213

Experimental & physicochemical properties

PolymersOther Classes -> Polycyclic Aromatic Hydrocarbons

SpringerMaterials Properties13C nuclear magnetic resonance spectrum

Vapor Pressure0.0000751 [mmHg]

Physical DescriptionWhite to light yellow crystalline powder; [Alfa Aesar MSDS]

Physicochemical properties

Melting point: 112 · 112-114 °C (lit.)
Boiling point: 185 °C/135 · 185 °C/135 mmHg (lit.)
Density: 1.4187 · 1.4187 (rough estimate)
refractive index: 1.629 · 1.6290 (estimate)
Flash point: 185 °C/135mm · 185°C/135mm
storage temp.: Sealed in dry,Room Temperature
solubility: Soluble in chloroform and ethyl acetate.
form: Slightly Crystalline Powder or Flakes
color: White to slightly yellow
BRN: 1946701 · 1946701
InChI: InChI=1S/C13H9Br/c14-11-5-6-13-10(8-11)7-9-3-1-2-4-12(9)13/h1-6,8H,7H2
InChIKey: FXSCJZNMWILAJO-UHFFFAOYSA-N
SMILES: C1C2=C(C=CC=C2)C2=C1C=C(Br)C=C2
CAS DataBase Reference: 1133 · 1133-80-8(CAS DataBase Reference)
FDA UNII: 2 DF3P68J2 · J2DF3P68J2
NIST Chemistry Reference: 9 H-Fluorene, · 9H-Fluorene, 2-bromo-(1133-80-8)
UNSPSC Code: 12352100 · 12352100
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
HazardClass: IRRITANT
HS Code: 29039990 · 29039990
Storage Class: 11 · 11 - Combustible Solids
Hazard Classifications: 2 Skin · Eye Irrit. 2Skin Irrit. 2STOT SE 3
REACH Registrations: Active

Safety & regulation

GHS classification

GHS Classification · 5 items

This chemical does not meet GHS hazard criteria for 1.9% (1 of 53) of reports.

Warning

H315 (98.1%): 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 53 reports by companies from 13 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory InformationStatus: Active Update: 28-09-2016 https://echa.europa.eu/registration-dossier/-/registered-dossier/18175

Hazards SummaryAn irritant; [Alfa Aesar MSDS] See POLYCYCLIC AROMATIC HYDROCARBONS.

Hazard Classes and CategoriesSkin Irrit. 2 (98.1%)

Safety data

PPE: dust mask type N95 (US), Eyeshields, Gloves
wgk: 3
hs_code: 29039990
risk_code: 36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
safety_code: 26-37/39
hazard_class: IRRITANT
Storage Class: 11 - Combustible Solids
target organs: Respiratory system
Hazard statements: H315-H319-H335
REACH Registrations: Active
Hazard Classifications: Eye Irrit. 2Skin Irrit. 2STOT SE 3
Precautionary statements: P261-P264-P271-P280-P302+P352-P305+P351+P338

Chemistry & industry

Applications · 3 items

Uses(1) It can be used as pharmaceutical intermediate, it is also important intermediate in the synthesis of optoelectronic material. (2) By ultrasonic radiation of Barbier-type reaction, 2-bromofluorene is used for the study of aryl bromide (aryl bromides) converts to aryl triethoxysilane (aryltriethoxysilanes). It is also for the preparation of N-carbazole fluorene oligomers end-capped. It can be used as intermediates of OLED materials in industry.

Uses2-Bromofluorene was used in the synthesis of end-capping reagent 2-bromo-9,9-di-nhexylfluorene. It has been used in the preparation of poly(di-n-hexylfluorene)s end capped with 2-bromofluorene, 2-bromo-9,9-di-n-hexylfluorene and 9-bromoanthracene through Ni(0) mediated polymerization. It was also used in the synthesis of 2-bromo-9,9-dihexylfluorene.

General Description2-Bromofluorene is a nonintrusive end-capping reagent to control molecular weights and to generate well-defined oligomers. It is used as a reagent for the preparation of dibromofluorene-labelled polystyrene by nitroxide-mediated polymerization. It is also being used in the agricultural sector as a fungicide for tomato disease control. Its carcinogenic effects on humans are currently being investigated.