2-Bromo-4-(tert-butyl)aniline
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Basic information
- CAS
103273-01-4- Standard SMILES
CC(C)(C)c1ccc(N)c(Br)c1- InChIKey
OLKYFBNIFKQRIZ-UHFFFAOYSA-N- Molecular formula
- C10H14BrN
- Average molar mass
- 228.13 g/mol
- Monoisotopic mass
- 227.03096
Names & identifiers
- Preferred name
- 2-Bromo-4-(tert-butyl)aniline
- IUPAC
- 2-bromo-4-tert-butylaniline
- English name
- 2-Bromo-4-tert-butylaniline
- Molecular formula
- C10H14BrN
- Molecular weight
- 228.13
Names & synonyms
2-Bromo-4-(tert-butyl)anilineRefChem:466458674-463-82-bromo-4-tert-butylaniline103273-01-42-bromo-4-tert-butyl-phenylamineMFCD000526932-bromo-4-tert-butylphenylamineNSC43041Benzenamine, 2-bromo-4-(1,1-dimethylethyl)-SCHEMBL3962152-bromo-4-(tertbutyl)aniline
Show more names
1-Amino-2-brom-4-tert-butylbenzol1-Amino-2-bromo-4-(tert-butyl)benzene2-Bromo-4-(1,1-dimethylethyl)benzenamineBenzenamine,2-bromo-4-(1,1-dimethylethyl)-
DTXSID90285864NSC-43041EN300-1103032-Bromo-4-tertbutylaniline2-bromo-4-tert-butyl-anilineBUTTPARK 83\07-24FT-06425262-bromo-4-t-butyl aniline
Database identifiers
- CAS
103273-01-4- PubChem CID
- 238591
- DTXSID
DTXSID90285864- EC Number
- 674-463-8
- Nikkaji
- J1.673.481K
Properties
Computed structural propertiesFilling in
- XLogP
- 3.6
- Topological polar surface area
- 26 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 1
- Rotatable bonds
- 1
- Heavy atoms
- 12
- Formal charge
- 0
- Complexity
- 150
Physicochemical properties
- Boiling point
- 265 °C · 265°C(lit.)
- Density
- 1.306 · 1.306±0.06 g/cm3(Predicted)
- refractive index
- 1.568 to · 1.5680 to 1.5720
- storage temp.
- Keep in dark place,Inert atmosphere,Room temperature
- pka
- 2.86 · 2.86±0.10(Predicted)
- form
- clear liquid
- color
- Colorless to Red to Green
- InChI
- InChI=1S/C10H14BrN/c1-10(2,3)7-4-5-9(12)8(11)6-7/h4-6H,12H2,1-3H3
- InChIKey
- OLKYFBNIFKQRIZ-UHFFFAOYSA-N
- SMILES
- C1(N)=CC=C(C(C)(C)C)C=C1Br
- CAS DataBase Reference
- 103273 · 103273-01-4(CAS DataBase Reference)
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 302 · H302-H315-H319
- Precautionary statements
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Warning
H302 (33.3%): Harmful if swallowed [Warning Acute toxicity, oral]；H312 (33.3%): Harmful in contact with skin [Warning Acute toxicity, dermal]；H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]；H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]；H332 (33.3%): Harmful if inhaled [Warning Acute toxicity, inhalation]；H335 (66.7%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]
P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, 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 3 reports by companies from 3 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
Hazard Classes and CategoriesAcute Tox. 4 (33.3%)；Acute Tox. 4 (33.3%)；Skin Irrit. 2 (100%)；Eye Irrit. 2A (100%)；Acute Tox. 4 (33.3%)；STOT SE 3 (66.7%)
Safety data
- hs_code
- 2921490090
- risk_code
- 36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- safety_code
- 26-36/37/39
- Hazard statements
Chemistry & industry
Applications
Uses2-Bromo-4-tert-butylaniline is commonly employed in organic synthesis for the production of various compounds, including 8-Bromo-6-tert-butylquinoline. It can also be used in the production of dyes and pigments, pharmaceutical intermediates, and agrochemicals.
Preparation methods
Preparation4-(tert-butyl)aniline (50.0 g, 335.1 mmol), dissolved in 1.1 L of acetonitrile, was added to a flask. After cooling the mixture to 0 ℃, NBS (59.6 g, 335.1 mmol) was added and the temperature was raised to room temperature for 12 hours. After that, water (800 mL) was added, extracted with dichloromethane, and the solvent was concentrated under reduced pressure. The dichloromethane (700 mL) was added to the mixture, washed with 400 mL of 2N NaOH, filtered through a silica pad, and the solvent was concentrated under reduced pressure to obtain 2-Bromo-4-tert-butylaniline.
Upstream & downstream products
Upstream raw materials
Downstream products
Related reactions
63 records
Compound notes
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