Bromobenzene
C6H5Br, 157.01 g/mol. Its structure, the values that were measured, the values that were calculated, and where each one came from.
Identifiers
- Molecular formula
- C₆H₅Br
- Molecular weight
- 157.01 g/mol
- Exact mass
- 155.957462 g/mol
- IUPAC name
- bromobenzene
- Brc1ccccc1
- InChI=1S/C6H5Br/c7-6-4-2-1-3-5-6/h1-5H
- QARVLSVVCXYDNA-UHFFFAOYSA-N
Measured properties
Values somebody obtained from a sample and published. Where two sources report the same property they are both shown, in the units each used — a disagreement between them is information, and averaging it away would be inventing a number neither one gave.
- Boiling Point
- 313 °F at 760 mmHg (NTP, 1992)
- boiling point equals 313 °F
- Melting Point
- -24 °F (NTP, 1992)
- -30.6 °C (SOLIDIFIES)
- Density
- 1.49 at 77 °F (USCG, 1999) - Denser than water; will sink
- @ 10 °C/4 °C: 1.5083; @ 15 °C/4 °C: 1.5017; @ 20 °C/4 °C: 1.4952; @ 30 °C/4 °C: 1.4815; @ 71 °C/4 °C: 1.426; @ 0 °C/4 °C: 1.5220
- Solubility
- less than 1 mg/mL at 68.9 °F (NTP, 1992)
- MISCIBLE WITH CHLOROFORM, BENZENE, PETROLEUM HYDROCARBONS; SOL IN ALCOHOL (10.4 G/100 G @ 25 °C), IN ETHER (71.3 G/100 G @ 25 °C); PRACTICALLY INOL IN WATER (0.045 G/100 G @ 30 °C)
- Vapor Pressure
- 5 mmHg at 82 °F ; 10 mmHg at 104 °F; 20 mmHg at 128.8 °F (NTP, 1992)
- 4.18 [mmHg]
- LogP
- log Kow = 2.99
- 2.99
- Flash Point
- 123.8 °F (NTP, 1992)
- Flash point equals 124 °F
Calculated properties
Derived from the structure rather than from a sample. These are reproducible and they are not measurements: a calculated partition coefficient and a measured one can differ by a long way, and where both exist they are listed apart on purpose.
- Molecular weight
- 157.01 g/mol
- Exact mass
- 155.95746 Da
- XLogP3
- 3
- Polar surface area
- 0 Ų
- Complexity
- 46
- H-bond donors
- 0
- H-bond acceptors
- 0
- logP
- 2.4491
- Topological polar surface area
- 0 Ų
- H-bond donors
- 0
- H-bond acceptors
- 0
- Rotatable bonds
- 0
- Molar refractivity
- 34.142 cm³/mol
- Fraction sp³ carbons
- 0
- QED drug-likeness
- 0.542
What it is made of
Elements
Structure
- Heavy atoms, hydrogen excluded
- 7
- Total atoms, hydrogen included
- 12
- Rings
- 1
- Aromatic rings
- 1
- Stereocentres
- 0
- Formal charge
- 0
Functional groups
Halide (C–X)
Aromatic ring
The molecule in three dimensions
The drawing above is a diagram of what is bonded to what. A molecule is not flat, and the model here is one low-energy shape generated from the connectivity — useful for seeing which groups can reach each other, and not a measured structure. A real sample is a population of conformations, interconverting.
Reactions it appears in
6 documented reactions involve Bromobenzene, each with a written procedure and a source, and all of them are buchwald–hartwig amination. A few are shown.
Buchwald–Hartwig amination
Buchwald–Hartwig amination · as a reactant
A recorded experiment with its conditions, its yield where one was published, and a link to the source.
Buchwald–Hartwig amination
Buchwald–Hartwig amination · as a reactant
A recorded experiment with its conditions, its yield where one was published, and a link to the source.
Buchwald–Hartwig amination
Buchwald–Hartwig amination · as a reactant
A recorded experiment with its conditions, its yield where one was published, and a link to the source.
Other names for it
The systematic name on this record is bromobenzene.
The sources also call it Monobromobenzene, Phenyl bromide, Benzene, bromo-, PhBr, BROMO-BENZENE.
Structurally related
Seen alongside it in reaction records
Molecules that appear in the same recorded reactions as Bromobenzene. This says nothing about structure: most of them are the bases, solvents, ligands and catalysts the chemistry needed, and they are here because somebody put them in the same flask.
1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)
C₃₉H₃₂OP₂, 578.632 g/mol.
1,4-Dioxane
C₄H₈O₂, 88.106 g/mol.
1,6-dimethyl-4-hydroxy-N-(5-methyl-1,2,4-triazol-3-yl)-2-ox o-1,2-dihydropyridine-3-carboxamide
formed as a product
C₁₁H₁₃N₅O₃, 263.257 g/mol.
1,2-Diphenylpropan-1-one
formed as a product
C₁₅H₁₄O, 210.276 g/mol.
1,2-Bis(diphenylphosphino)ethane
used as a reactant
C₂₆H₂₄P₂, 398.426 g/mol.
Where these values came from
chemistry engine
What this page does not claim
The identifiers are what the source record holds, copied rather than recomputed. Measured values are reported as their source gave them, units and all; calculated values are marked as calculated and are not measurements. Where a field is absent the page says so, because a blank cell reads as a zero and a guessed value reads as a fact.
Nothing here is a hazard assessment, a purity statement or advice about handling a sample. A flash point quoted from a safety database is a number somebody published, not a judgement by us about whether this molecule is safe for what you intend.