2,6-Dibromoaniline (HCID 69098)

Names & identifiers

Preferred name: 2,6-Dibromoaniline
IUPAC: 2,6-dibromoaniline
English name: 2,6-Dibromoaniline
Molecular formula: C6H5Br2N
Molecular weight: 250.92

Names & synonyms

2,6-Dibromoaniline608-30-0Aniline, 2,6-dibromo-2,6-DibromobenzenamineEINECS 210-158-4DTXSID10209643NSC 305RefChem:83143DTXCID60132134210-158-4InChI=1/C6H5Br2N/c7-4-2-1-3-5(8)6(4)9/h1-3H,9HXIRRDAWDNHRRLB-UHFFFAOYSA-N

Show more names

2,6-DibromanilinDibromoaniline2,6-DibromoaniL2,6-Bibromoaniline2,6-Dibrormoaniline

Benzenamine, 2,6-dibromo-2,6-dibromophenylamineMFCD000076382,6-Dibromobenzanamine2,6-Dibromoanilin2768654-99-3Benzenamine,2,6-dibromo-2,6-Dibromobenzenamine-d3

Database identifiers

CAS: 608-30-0
PubChem CID: 69098
DTXSID: DTXSID10209643
EC Number: 210-158-4
Nikkaji: J95.569H

Properties

Computed structural properties

XLogP: 2.6
Topological polar surface area: 26 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 1
Rotatable bonds: 0
Heavy atoms: 9
Formal charge: 0
Complexity: 87

Experimental & physicochemical properties

Physical DescriptionBeige crystalline solid; [Sigma-Aldrich MSDS]

Kovats Retention Index1370；1370

Physicochemical properties

Melting point: 80 · 80-82 °C (lit.)
Boiling point: 262 · 262-264 °C (lit.)
Density: 1.9318 · 1.9318 (rough estimate)
refractive index: 1.58 · 1.5800 (estimate)
Flash point: 262 · 262-264°C
storage temp.: Keep in dark place,Sealed in dry,Room Temperature
solubility: Chloroform, Methanol
pka: 0.48 · 0.48±0.10(Predicted)
form: Crystalline Powder
color: White to pale yellow or gray
Water Solubility: Insoluble in water.
BRN: 2207094 · 2207094
InChI: 1S/C6H5Br2N/c7-4-2-1-3-5(8)6(4)9/h1-3H,9H2
InChIKey: XIRRDAWDNHRRLB-UHFFFAOYSA-N
SMILES: Nc1c(Br)cccc1Br
CAS DataBase Reference: 608 · 608-30-0(CAS DataBase Reference)
NIST Chemistry Reference: 2 · Benzenamine, 2,6-dibromo-(608-30-0)
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315-H317-H319-H335
Precautionary statements: 280 · P280-P302+P352-P305+P351+P338
target organs: Respiratory system
PPE: 95 · dust mask type N95 (US), Eyeshields, Faceshields, Gloves
Hazard Codes: Xi
Risk Statements: 36 · 36/37/38
Safety Statements: 26 · 26-36
RIDADR: 2811 · 2811
WGK Germany: 3 · 3
F: 10 · 10
HazardClass: 6.1 · 6.1
PackingGroup: III
HS Code: 29214200 · 29214200
Storage Class: 11 · 11 - Combustible Solids
Hazard Classifications: 2 Skin · Eye Irrit. 2Skin Irrit. 2Skin Sens. 1STOT SE 3

Safety & regulation

GHS classification

GHS Classification · 5 items

Danger

H302 (16.7%): Harmful if swallowed [Warning Acute toxicity, oral]；H311 (10.4%): Toxic in contact with skin [Danger Acute toxicity, dermal]；H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]；H317 (81.2%): May cause an allergic skin reaction [Warning Sensitization, Skin]；H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]；H332 (16.7%): Harmful if inhaled [Warning Acute toxicity, inhalation]；H335 (95.8%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

P261, P262, P264, P264+P265, P270, P271, P272, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P316, P317, P319, P321, P330, P332+P317, P333+P317, P337+P317, P361+P364, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 48 reports by companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.；Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

Hazard information

Hazards Summary · 1 item

A skin and strong eye irritant; May induce methemoglobinemia; May cause skin sensitization; [Sigma-Aldrich MSDS] See 2,4,6-Tribromoaniline, 2-Bromoaniline, and 4-Bromoaniline. Search for (608-30-0[EC/RN Number]) AND (allergic OR dermatitis OR sensitization OR sensitizer): no results; [PubMed]

Hazard Classes and CategoriesAcute Tox. 4 (16.7%)；Acute Tox. 3 (10.4%)；Skin Irrit. 2 (100%)；Skin Sens. 1 (81.2%)；Eye Irrit. 2 (100%)；Acute Tox. 4 (16.7%)；STOT SE 3 (95.8%)

Toxicology

Adverse EffectsMethemoglobinemia - The presence of increased methemoglobin in the blood; the compound is classified as secondary toxic effect

Safety data

F: 10
PPE: dust mask type N95 (US), Eyeshields, Faceshields, Gloves
wgk: 3
ridadr: 2811
hs_code: 29214200
risk_code: 36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
safety_code: 26-36
hazard_class: 6.1
Storage Class: 11 - Combustible Solids
packing_group: III
target organs: Respiratory system
Hazard statements: H315-H317-H319-H335
Hazard Classifications: Eye Irrit. 2Skin Irrit. 2Skin Sens. 1STOT SE 3
Precautionary statements: P280-P302+P352-P305+P351+P338

Chemistry & industry

Applications

Uses2,5-Dibromoaniline was used in the synthesis of 2,4,5-tribromoaniline1. It was also used as starting reagent in the regioselective synthesis of 2-(3,4-dimethoxyphenyl)-5-bromobenzothiazole.