2-Bromopropane
A secondary bromoalkane linking substitution, elimination and positional isomerism.
- Formula
- C3H7Br
- Functional group
- Bromoalkanes
- Molar mass
- 122.99 g/mol
- Also known as
- ISOPROPYL BROMIDE, Propane, 2-bromo-, sec-Propyl bromide, 2-BROMO-PROPANE, UN2344
Overview
A secondary bromoalkane linking substitution, elimination and positional isomerism.
Bromine is bonded to a carbon attached to two other carbons. This creates more steric hindrance to backside attack than in 1-bromopropane. Conditions therefore matter when comparing substitution with elimination; the molecular formula alone cannot predict which pathway dominates.
Identifiers
- Formula
- C3H7Br
- Functional group
- Bromoalkanes
- Molar mass
- 122.99 g/mol
- Also known as
- ISOPROPYL BROMIDE, Propane, 2-bromo-, sec-Propyl bromide, 2-BROMO-PROPANE, UN2344
Chemical identifiers
- SMILES
- CC(C)Br
- InChI
- InChI=1S/C3H7Br/c1-3(2)4/h3H,1-2H3
- PubChem CID
- 6358
Properties
- Melting Point
- -89.0 °C
- Boiling Point
- 59-60 °C
- Water solubility
- In water, 3,180 mg/L at 20 °C
Data availability
Not published: Density.
Related compounds
- Bromoalkanes
A secondary bromoalkane linking substitution, elimination and positional isomerism.
Connected reactions
- Hydrobromination: Propene → 2-Bromopropane
Protonation of propene favours the secondary carbocation over a primary one. Bromide then forms the C-Br bond at the central carbon.
- Hydrolysis: 2-Bromopropane → Propan-2-ol
Replacing the carbon-bromine bond with carbon-oxygen bonding produces propan-2-ol. Its central carbon remains secondary, explaining its subsequent oxidation to propanone.
References
- PubChem Compound Summary: 2-Bromopropane (CID 6358)National Center for Biotechnology Information · PubChem
Identity, molecular formula, molecular weight and aliases retrieved via PUG REST on 2026-09-08.
- OpenStax Organic Chemistry: Characteristics of the SN2 reactionJohn McMurry · OpenStax · 2023
Supports the qualitative structural interpretation of the recorded molecular structure; no new physical measurement or verified preparative yield is claimed.
- Hazardous Substances Data Bank (HSDB): 2-Bromopropane — melting pointHazardous Substances Data Bank (HSDB)
Retrieved through PubChem PUG View on 2026-09-08. https://pubchem.ncbi.nlm.nih.gov/compound/6358#section=Melting-Point. Source value, complete property clause or compact miscibility statement retained; absent pressure, temperature or phase conditions are not inferred. Original reference: O'Neil, M.J. (ed.). The Merck Index - An Encyclopedia of Chemicals, Drugs, and Biologicals. 13th Edition, Whitehouse Station, NJ: Merck and Co., Inc., 2001., p. 932
- Hazardous Substances Data Bank (HSDB): 2-Bromopropane — boiling pointHazardous Substances Data Bank (HSDB)
Retrieved through PubChem PUG View on 2026-09-08. https://pubchem.ncbi.nlm.nih.gov/compound/6358#section=Boiling-Point. Source value, complete property clause or compact miscibility statement retained; absent pressure, temperature or phase conditions are not inferred. Original reference: O'Neil, M.J. (ed.). The Merck Index - An Encyclopedia of Chemicals, Drugs, and Biologicals. 13th Edition, Whitehouse Station, NJ: Merck and Co., Inc., 2001., p. 932
- Hazardous Substances Data Bank (HSDB): 2-Bromopropane — solubilityHazardous Substances Data Bank (HSDB)
Retrieved through PubChem PUG View on 2026-09-08. https://pubchem.ncbi.nlm.nih.gov/compound/6358#section=Solubility. Source value, complete property clause or compact miscibility statement retained; absent pressure, temperature or phase conditions are not inferred. Original reference: Yalkowsky, S.H., He, Yan., Handbook of Aqueous Solubility Data: An Extensive Compilation of Aqueous Solubility Data for Organic Compounds Extracted from the AQUASOL dATAbASE. CRC Press LLC, Boca Raton, FL. 2003., p. 68