Give a reaction to show how bromopropane can be prepared using phosphorus halides
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Bromopropane, also known as isopropyl bromide and 2-propyl bromide, is the halogenated hydrocarbon with the formula CH3CHBrCH3. It is a colorless liquid. It is used for introducing the isopropyl functional group in organic synthesis. 2-Bromopropane is prepared by heating isopropanol with hydrobromic acid.[3]
2-Bromopropane
Skeletal formula of 2-bromopropane
Skeletal formula of 2-bromopropane with all explicit hydrogens added
Ball and stick model of 2-bromopropane
Spacefill model of 2-bromopropane
Names
IUPAC name
2-Bromopropane[2]
Other names
Isopropyl bromide[1]
Identifiers
CAS Number
75-26-3 ☑
3D model (JSmol)
Interactive image
Beilstein Reference
741852
ChEMBL
ChEMBL451810 ☑
ChemSpider
6118 ☑
ECHA InfoCard
100.000.778
EC Number
200-855-1
MeSH
2-bromopropane
PubChem CID
6358
RTECS number
TX4111000
UNII
R651XOV97Z ☑
UN number
2344
CompTox Dashboard (EPA)
DTXSID7030197 Edit this at Wikidata
InChI
InChI=1S/C3H7Br/c1-3(2)4/h3H,1-2H3 ☑
Key: NAMYKGVDVNBCFQ-UHFFFAOYSA-N ☑
SMILES
CC(C)Br
Properties
Chemical formula
C3H7Br
Molar mass
122.993 g·mol−1
Appearance
Colorless liquid
Density
1.31 g mL−1
Melting point
−89.0 °C; −128.1 °F; 184.2 K
Boiling point
59 to 61 °C; 138 to 142 °F; 332 to 334 K
Solubility in water
3.2 g L−1 (at 20 °C)
log P
2.136
Vapor pressure
32 kPa (at 20 °C)
Henry's law
constant (kH)
1.0 μmol Pa−1 mol−1
Refractive index (nD)
1.4251
Viscosity
0.4894 mPa s (at 20 °C)
Thermochemistry
Heat capacity (C)
135.6 J K mol−1
Std enthalpy of
formation (ΔfH⦵298)
−129 kJ mol−1
Std enthalpy of
combustion (ΔcH⦵298)
−2.0537–−2.0501 MJ mol−1
Hazards
GHS pictograms
GHS02: Flammable GHS08: Health hazard
GHS Signal word
Danger
GHS hazard statements
H225, H360, H373
GHS precautionary statements
P210, P308+313
NFPA 704 (fire diamond)
NFPA 704 four-colored diamond
320
Flash point
19 °C (66 °F; 292 K)
Related compounds
Related alkanes
Bromoethane
1-Bromopropane
tert-Butyl bromide
1-Bromobutane
2-Bromobutane
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒ verify (what is ☑☒ ?)
Infobox references
Contents
Preparation Edit
2-Bromopropane is commercially available. It may be prepared in the ordinary manner of alkyl bromides, by reacting isopropanol with phosphorus and bromine,[4] or with phosphorus tribromide.[5]
Safety Edit
Short-chain alkyl halides are often carcinogenic.
The bromine atom is at the secondary position, which allows th
2-Bromopropane
Skeletal formula of 2-bromopropane
Skeletal formula of 2-bromopropane with all explicit hydrogens added
Ball and stick model of 2-bromopropane
Spacefill model of 2-bromopropane
Names
IUPAC name
2-Bromopropane[2]
Other names
Isopropyl bromide[1]
Identifiers
CAS Number
75-26-3 ☑
3D model (JSmol)
Interactive image
Beilstein Reference
741852
ChEMBL
ChEMBL451810 ☑
ChemSpider
6118 ☑
ECHA InfoCard
100.000.778
EC Number
200-855-1
MeSH
2-bromopropane
PubChem CID
6358
RTECS number
TX4111000
UNII
R651XOV97Z ☑
UN number
2344
CompTox Dashboard (EPA)
DTXSID7030197 Edit this at Wikidata
InChI
InChI=1S/C3H7Br/c1-3(2)4/h3H,1-2H3 ☑
Key: NAMYKGVDVNBCFQ-UHFFFAOYSA-N ☑
SMILES
CC(C)Br
Properties
Chemical formula
C3H7Br
Molar mass
122.993 g·mol−1
Appearance
Colorless liquid
Density
1.31 g mL−1
Melting point
−89.0 °C; −128.1 °F; 184.2 K
Boiling point
59 to 61 °C; 138 to 142 °F; 332 to 334 K
Solubility in water
3.2 g L−1 (at 20 °C)
log P
2.136
Vapor pressure
32 kPa (at 20 °C)
Henry's law
constant (kH)
1.0 μmol Pa−1 mol−1
Refractive index (nD)
1.4251
Viscosity
0.4894 mPa s (at 20 °C)
Thermochemistry
Heat capacity (C)
135.6 J K mol−1
Std enthalpy of
formation (ΔfH⦵298)
−129 kJ mol−1
Std enthalpy of
combustion (ΔcH⦵298)
−2.0537–−2.0501 MJ mol−1
Hazards
GHS pictograms
GHS02: Flammable GHS08: Health hazard
GHS Signal word
Danger
GHS hazard statements
H225, H360, H373
GHS precautionary statements
P210, P308+313
NFPA 704 (fire diamond)
NFPA 704 four-colored diamond
320
Flash point
19 °C (66 °F; 292 K)
Related compounds
Related alkanes
Bromoethane
1-Bromopropane
tert-Butyl bromide
1-Bromobutane
2-Bromobutane
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒ verify (what is ☑☒ ?)
Infobox references
Contents
Preparation Edit
2-Bromopropane is commercially available. It may be prepared in the ordinary manner of alkyl bromides, by reacting isopropanol with phosphorus and bromine,[4] or with phosphorus tribromide.[5]
Safety Edit
Short-chain alkyl halides are often carcinogenic.
The bromine atom is at the secondary position, which allows th
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