Quick Search
2-PROPYL BROMIDE
2-BROMOPROPANE
CAS Number: 75-26-3
EC Number: 200-855-1
Molecular Weight: 122.99
Chemical formula: C3H7Br
2-Bromopropane, also known as isopropyl bromide and 2-propyl bromide, is the halogenated hydrocarbon with the formula CH3CHBrCH3.
Isopropyl Bromide is a colorless liquid.
Isopropyl Bromide is used for introducing the isopropyl functional group in organic synthesis.
2-Bromopropane is prepared by heating isopropanol with hydrobromic acid.
Isopropyl Bromide is also known as 75-26-3, 2-bromo-propane, isopropyl bromide, Propan-2-bromo with Molecular Formula of C3H7Br and Molecular Weight of 122.99168.
Isopropyl Bromide is manufactured by heating isopropyl alcohol with HBr and is available in colorless liquid form.
Some of Isopropyl Bromide properties include Boiling Point of 59-60°C, Melting Point of -89.0°C, Density/Specific Gravity of 1.31 at 20°C/4°C with miscible solubility with chloroform, ether, alcohol, benzene; slight solubility in acetone and in water (3,180 mg/L at 20°C).
Further, Isopropyl Bromide has Surface Tension of 3.5348X10-2 N/m at melting point, Vapor Density of 4.27 (Air=1) and Vapor Pressure of 216 mm Hg at 25°C.
2-Bromopropane, also known as isopropyl bromide and 2-propyl bromide, is the halogenated hydrocarbon with the formula CH3CHBrCH3.
Isopropyl Bromide is a colorless liquid.
Isopropyl Bromide is used for introducing the isopropyl functional group in organic synthesis.
2-Bromopropane is prepared by heating isopropanol with hydrobromic acid.
2-Bromopropane, also known as isopropyl bromide or 2-propyl bromide, is used for introducing the isopropyl functional group in organic synthesis.
Ungraded products supplied by Spectrum are indicative of a grade suitable for general industrial use or research purposes and typically are not suitable for human consumption or therapeutic use.
Isopropyl bromide has proved to be a useful reagent for amino acids dissolved in dimethylsulfoxide/sodium hydride, except for the determination of arginine.
Methylation of acids with diazomethane has also been used for metabolic profiling despite the formation of artefacts.
Resin-mediated methylation of polyfunctional acids found in fruit juices has also proved successful.
Fumaric, succinic, malic, tartaric, isocitric and citric acids, isolated from fruit juices by trapping onto anionic ion exchange resins, can be efficiently converted to methyl esters by reaction with methyl iodide in both supercritical carbon dioxide and acetonitrile.
To provide for the analysis of even short chain fatty acids in serum, a procedure has been developed with benzyl bromide.
This has been successfully employed for serum and urine organic acid profiling.
The method cannot be used for citric acid or sugar-related acids.
Exposure to 2-bromopropane has been associated with adverse reproductive effects in men and women.
There are also some reports suggesting that maternal formaldehyde exposure is related to delayed conception and miscarriage, and exposure to trinitrotoluene or trichloroethylene may be harmful for the reproductive health of men.
Formamide, dimethylformamide and n-methyl-2-pyrrolidone have also been shown to cause fetotoxic and teratogenic effects in laboratory animals, but there are no data on their effects in humans.
In summary, the epidemiologic evidence suggests that high maternal exposure to solvents may represent a hazard for the developing fetus and may impair female fertility.
The results for male fertility are less conclusive.
The findings on individual solvents must also be interpreted with caution, because coincident exposure to several agents makes Isopropyl Bromide difficult to ascribe adverse effects to a specific compound.
Nevertheless, the study results are supportive of adverse effects of some glycol ethers, tetrachloroethylene, toluene, benzene and carbon disulfide on reproduction.
Isopropyl Bromide would be prudent to minimize exposure to organic solvents.
Preparation of Isopropyl Bromide:
2-Bromopropane is commercially available.
Isopropyl Bromide may be prepared in the ordinary manner of alkyl bromides, by reacting isopropanol with phosphorus and bromine, or with phosphorus tribromide.
Application of Isopropyl Bromide:
2-Bromopropane is a general reagent used to introduce isopropyl group as in the case of the synthesis of various Buchwald ligands.
Isopropyl Bromide can also be used as a starting material in the total synthesis of lamellarin D, lamellarin H, ningalin B and (±)-dichroanal.
Uses of Isopropyl Bromide:
Synthesis of pharmaceuticals, dyes, other organics.
2-Bromopropane is a general reagent used to introduce isopropyl group as in the case of the synthesis of various Buchwald ligands.
Isopropyl Bromide can also be used as a starting material in the total synthesis of lamellarin D, lamellarin H, ningalin B and (±)-dichroanal.
2-Bromopropane serves as an alkylating agent in organic synthesis.
Isopropyl Bromide is also used as an intermediate to form alkylated amines and alkylated metallic compounds.
Further, Isopropyl Bromide acts as a solvent for industrial cleaning, degreasing, metal processing and finishing, electronics, aerospace and aviation, aerosols, textiles, adhesives and inks.
In addition, Isopropyl Bromide is used for introducing the isopropyl functional group in organic synthesis.
Used as a freon substitute.
Used in organic synthesis.
Used in the synthesis of pharmaceuticals, dyes and other organics.
Industrial Processes with risk of exposure:
Metal Degreasing
Industry Uses of Isopropyl Bromide:
Intermediates
Use Classification of Isopropyl Bromide:
Hazard Classes and Categories - Flammable - 3rd degree
Methods of Manufacturing of Isopropyl Bromide:
Obtained by heating isopropyl alcohol with HBr.
General Manufacturing Information of Isopropyl Bromide:
Industry Processing Sectors:
All other basic inorganic chemical manufacturing.
Pharmacology and Biochemistry of Isopropyl Bromide:
MeSH Pharmacological Classification:
Solvents:
Liquids that dissolve other substances (solutes), generally solids, without any change in chemical composition, as, water containing sugar.
Mutagens:
Chemical agents that increase the rate of genetic mutation by interfering with the function of nucleic acids.
A clastogen is a specific mutagen that causes breaks in chromosomes.
Identification of Isopropyl Bromide:
Analytic Laboratory Methods:
Method: NIOSH 1025
Procedure: Gas chromatography with flame ionization detector
Analyte: 2-bromopropane
Matrix: air
Detection Limit: 1.0 ug/sample.
Method: OSHA PV2062
Procedure: Gas chromatography using flame ionization detector
Analyte: 2-bromopropane
Matrix: air
Detection Limit: 0.004 ppm (0.020 mg/ cu m).
Purification Methods of Isopropyl Bromide:
Wash the bromide with 95% H2SO4 (concentrated acid partially oxidised Isopropyl Bromide) until a fresh portion of acid did not become coloured after several hours, then with water, aqueous NaHSO3, aqueous 10% Na2CO3 and again with water.
The H2SO4 can be replaced by conc HCl.
Prior to this treatment, isopropyl bromide has been purified by bubbling a stream of oxygen containing 5% ozone through Isopropyl Bromide for 1hour, followed by shaking with 3% hydrogen peroxide solution, neutralising with aqueous Na2CO3, washing with distilled water and drying.
Alternatively, Isopropyl Bromide has been treated with elemental bromine and stored for 4 weeks, then extracted with aqueous NaHSO3 and dried with MgSO4.
After the acid treatment, isopropyl bromide can be dried with Na2SO4, MgSO4 or CaH2, and fractionally distilled.
Handling and Storage of Isopropyl Bromide:
Storage Conditions:
Materials which are toxic as stored or which can decompose into toxic components should be stored in a cool, well ventilated place, out of the direct rays of the sun, away from areas of high fire hazard, and should be periodically inspected.
Incompatible materials should be isolate.
Safety of Isopropyl Bromide:
Short-chain alkyl halides are often carcinogenic.
The bromine atom is at the secondary position, which allows the molecule to undergo dehydrohalogenation easily to give propene, which escapes as a gas and can rupture closed reaction vessels.
When this reagent is used in base catalyzed reactions, potassium carbonate should be used in place of sodium or potassium hydroxide.
Fire Potential of Isopropyl Bromide:
A very flammable liquid and dangerous fire hazard.
Fire Fighting of Isopropyl Bromide:
Fire Fighting Procedures:
If material on fire or involved in fire: Do not extinguish fire unless flow can be stopped.
Use water in flooding quantities as fog.
Solid streams of water may be ineffective.
Cool all affected containers with flooding quantities of water.
Use alcohol foam, dry chemical or carbon dioxide.
Keep run-off water out of sewers and water sources.
Accidental Release Measures of Isopropyl Bromide:
Disposal Methods of Isopropyl Bromide:
At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision.
Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.
Preventive Measures of Isopropyl Bromide:
If material on fire or involved in fire: Do not extinguish fire unless flow can be stopped.
Use water in flooding quantities as fog.
Solid streams of water may be ineffective.
Cool all affected containers with flooding quantities of water.
Use alcohol foam, dry chemical or carbon dioxide.
Keep run-off water out of sewers and water sources.
Personnel protection: Avoid breathing vapors.
Keep upwind.
Do not handle broken packages unless wearing appropriate personal protective equipment.
If contact with the material anticipated, wear appropriate chemical protective clothing.
Transport Information of Isopropyl Bromide:
DOT Emergency Guidelines of Isopropyl Bromide:
GUIDE 129: FLAMMABLE LIQUIDS (Polar/Water-Miscible/Noxious)/ Fire or Explosion: HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames.
Vapors may form explosive mixtures with air.
Vapors may travel to source of ignition and flash back.
Most vapors are heavier than air.
They will spread along ground and collect in low or confined areas (sewers, basements, tanks).
Vapor explosion hazard indoors, outdoors or in sewers.
Those substances designated with a (P) may polymerize explosively when heated or involved in a fire.
Runoff to sewer may create fire or explosion hazard.
Containers may explode when heated.
Many liquids are lighter than water.
GUIDE 129: FLAMMABLE LIQUIDS (Polar/Water-Miscible/Noxious)/ Health: May cause toxic effects if inhaled or absorbed through skin.
Inhalation or contact with material may irritate or burn skin and eyes.
Fire will produce irritating, corrosive and/or toxic gases.
Vapors may cause dizziness or suffocation.
Runoff from fire control or dilution water may cause pollution.
GUIDE 129: FLAMMABLE LIQUIDS (Polar/Water-Miscible/Noxious)/ Public Safety: CALL Emergency Response Telephone Number on Shipping Paper first.
If Shipping Paper not available or no answer, refer to appropriate telephone number listed on the inside back cover.
As an immediate precautionary measure, isolate spill or leak area for at least 50 meters (150 feet) in all directions.
Keep unauthorized personnel away.
Stay upwind.
Keep out of low areas.
Ventilate closed spaces before entering.
GUIDE 129: FLAMMABLE LIQUIDS (Polar/Water-Miscible/Noxious)/ Protective Clothing: Wear positive pressure self-contained breathing apparatus (SCBA).
Structural firefighters' protective clothing will only provide limited protection.
Identifiers of Isopropyl Bromide:
CAS Number: 75-26-3
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
InChI: InChI=1S/C3H7Br/c1-3(2)4/h3H,1-2H3
Key: NAMYKGVDVNBCFQ-UHFFFAOYSA-N
SMILES: CC(C)Br
Properties of Isopropyl Bromide:
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)
Molecular Weight: 122.99
XLogP3-AA: 1.8
Hydrogen Bond Donor Count: 0
Hydrogen Bond Acceptor Count: 0
Rotatable Bond Count: 0
Exact Mass: 121.97311
Monoisotopic Mass: 121.97311
Topological Polar Surface Area: 0 Ų
Heavy Atom Count: 4
Complexity: 10.8
Isotope Atom Count: 0
Defined Atom Stereocenter Count: 0
Undefined Atom Stereocenter Count: 0
Defined Bond Stereocenter Count: 0
Undefined Bond Stereocenter Count: 0
Covalently-Bonded Unit Count: 1
Compound Is Canonicalized: Yes
Quality Level: 200
Assay: 99%
Form: liquid
Refractive index: n20/D 1.425 (lit.)
bp: 59 °C (lit.)
mp: −89 °C (lit.)
Density: 1.31 g/mL at 25 °C (lit.)
SMILES string: CC(C)Br
InChI: 1S/C3H7Br/c1-3(2)4/h3H,1-2H3
InChI key: NAMYKGVDVNBCFQ-UHFFFAOYSA-N
Thermochemistry of Isopropyl Bromide:
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
Specifications of Isopropyl Bromide:
Appearance (Clarity): Clear
Appearance (Colour):Colourless to pale yellow
Appearance (Form): Liquid
Colour (APHA): max. 30
Assay (GC): min. 99%
Density (g/ml) @ 20°C: 1.305-1.315
Refractive Index (20°C): 1.424-1.425
Boiling Range: 58-60°C
Stabilizer (Ag wire): Present
Related Products of Isopropyl Bromide:
1-(3,5-dichloropyridin-2-yl)-5-(trifluoromethyl)-1H-pyrazole-4-carboxylic acid
1,3-dimethyl-1H,4H,5H,6H-pyrazolo[3,4-b][1,4]thiazin-5-one
2-(3,5-dichlorophenyl)-2-(ethylamino)acetic acid hydrochloride
6,7-dichloro-2-methyl-2,3-dihydro-1-benzofuran-3-one
2-{[(3,4-dichlorophenyl)carbamoyl]amino}-3-(1H-indol-3-yl)propanoic acid
Related compounds of Isopropyl Bromide:
Related alkanes of Isopropyl Bromide:
Bromoethane
1-Bromopropane
tert-Butyl bromide
1-Bromobutane
2-Bromobutane
Names of Isopropyl Bromide:
Preferred IUPAC name of Isopropyl Bromide:
2-Bromopropane
Other names of Isopropyl Bromide:
Isopropyl bromide
Synonyms of Isopropyl Bromide:
2-Bromopropane
75-26-3
ISOPROPYL BROMIDE
Propane, 2-bromo-
Isopropylbromide
2-BROMO-PROPANE
2-bromo propane
UNII-R651XOV97Z
R651XOV97Z
MFCD00000147
sec-Propyl bromide
CCRIS 7919
HSDB 623
EINECS 200-855-1
UN2344
i-propylbromide
AI3-18127
2-brompropan
iso-propylbromide
i-propyl bromide
2-bromanylpropane
2-propyl bromide
1-isopropylbromide
iso-propyl bromide
i-PrBr
iso-C3H7Br
1-bromo-1-methylethane
2-Bromopropane, 99%
EC 200-855-1
2-Bromopropane
2-Bromopropane, >=99%
DSSTox_CID_10197
DSSTox_RID_78840
DSSTox_GSID_30197
SCHEMBL10251
CHEMBL451810
DTXSID7030197
2-Bromopropane, analytical standard
AMY37129
ZINC2041293
Tox21_200356
BBL027287
BR1118
STL146524
AKOS000119846
MCULE-4068304617
CAS-75-26-3
NCGC00091451-01
NCGC00091451-02
NCGC00257910-01
VS-08520
2-Bromopropane, purum, >=99.0% (GC)
B0639
FT-0611602
D87619
A838364
Q209323
J-508539
F0001-1897
200-855-1
2-Bromopropane
2-Bromopropane
2-Bromo-propane
2-Brompropan
75-26-3
Isopropyl Bromide
Propane, 2-bromo-
1219799-22-0
18668-72-9
2-bromopropane radical cation
2-Bromopropane|Isopropyl bromide
2-Bromopropane-1,1,1,2-d4
2-Bromopropane-1,1,1,3,3,3-d6
2-Bromopropane-1,1,1-d3
2-Bromopropane-2-d1
2-BroMopropane--d4
2-bromopropane-d6
2-Bromopropane-d7
39091-63-9
3-Bromo-1-butyne
4067-80-5
52809-76-4
688361-45-7
iso-C3H7Br
iso-Propyl bromide, Isopropyl bromide
Isopropylbromide
sec-Propyl bromide
VS-08520
