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| CAS No.: | 75-26-3 |
|---|---|
| Name: | 2-Bromopropane |
| Molecular Structure: | |
|
|
|
| Formula: | C3H7Br |
| Molecular Weight: | 122.993 |
| Synonyms: | Isopropyl bromide;Propane, 2-bromo-; |
| EINECS: | 200-855-1 |
| Density: | 1.342 g/cm3 |
| Melting Point: | -89 °C |
| Boiling Point: | 60.6 °C at 760 mmHg |
| Flash Point: | 19.4 °C |
| Solubility: | 0.3 g/100 mL in water |
| Appearance: | Colorless transparent liquid |
| Hazard Symbols: |
F, T
|
| Risk Codes: | 60-11-48/20-66 |
| Safety: | 53-16-45 |
| Transport Information: | UN 2344 3/PG 2 |
| PSA: | 0.00000 |
| LogP: | 1.78970 |

| Conditions | Yield |
|---|---|
| With hydrogen bromide; oxygen at 20 - 23℃; under 1551.49 - 1603.2 Torr; for 4.5h; | A 97.8% B 1.57% |

| Conditions | Yield |
|---|---|
| With 2AlBr3*CBr4; bromine at -20℃; for 3h; | 96% |
| With antimony pentafluoride; 1,2-dibromomethane 1.) -78 deg C, 2 h, 2.) RT, 24 h; | 64% |
| With 2AlBr3*CBr4; bromine In various solvent(s) at -20℃; for 3h; | 48 % Turnov. |

| Conditions | Yield |
|---|---|
| With carbon tetrabromide; sodium bromide In N,N-dimethyl-formamide for 3h; Catalytic behavior; Irradiation; | 93% |
| With tetralin; bromine ueber mehrere Stufen; | |
| With sulfuric acid; potassium bromide |

triisopropyl phosphite


para-bromoacetophenone

A

diisopropyl [4-(acetyl)phenyl]phosphonate

B

isopropyl bromide

| Conditions | Yield |
|---|---|
| With nickel dichloride at 180 - 190℃; for 0.0833333h; | A 91% B n/a |


di-isopropyl ether


carbon monoxide


4-Methylbenzyl bromide

A

isopropyl 2-p-tolylacetate

B

isopropyl bromide

| Conditions | Yield |
|---|---|
| 1,5-hexadienerhodium(I)-chloride dimer; potassium iodide at 75 - 90℃; under 735.5 Torr; overnight or in n-heptane; | A 78% B n/a |


{(η5-C5Me5)Os(CO)(PMe2Ph)i-Pr}


bromine

A

{(η5-C5Me5)Os(CO)(PMe2Ph)Br}

B

propene

C

isopropyl bromide

| Conditions | Yield |
|---|---|
| In dichloromethane-d2 (N2); electrophilic cleavage reaction by addn. of bromine to a soln. of Cp*Os(CO)(PMe2Ph)i-Pr in CD2Cl2;; not isolated, detected by NMR;; | A 77% B 9% C 50% |


{(η5-C5Me5)Os(CO)2i-Pr}

A

{(η5-C5Me5)Os(CO)2Br}

B

isopropylmercury (1+); bromide

C

isopropyl bromide

| Conditions | Yield |
|---|---|
| In dichloromethane-d2 (N2); electrophilic cleavage reaction by addn. of HgBr2 to a soln. of Cp*Os(CO)2i-Pr in CD2Cl2;; not isolated, detected by NMR;; | A 77% B 61% C 11% |


triisopropyl phosphite


1-(3-Bromophenyl)ethanone

A

(3-Acetyl-phenyl)-phosphonic acid diisopropyl ester

B

isopropyl bromide

| Conditions | Yield |
|---|---|
| With nickel dichloride at 180 - 190℃; for 0.0833333h; | A 76% B n/a |


{(η5-C5Me5)Os(CO)2i-Pr}


bromine

A

{(η5-C5Me5)Os(CO)2Br}

B

propene

C

isopropyl bromide

| Conditions | Yield |
|---|---|
| In dichloromethane-d2 (N2); electrophilic cleavage reaction by addn. of bromine to a soln. of Cp*Os(CO)2i-Pr in CD2Cl2;; not isolated, detected by NMR;; | A 75% B 6% C 39% |


2-isopropyl-2-boraadamantane

A

2-bromo-2-boraadamantane

D

hydrogen bromide

E

isopropyl bromide

| Conditions | Yield |
|---|---|
| With ethanol; bromine In dichloromethane Irradiation (UV/VIS); under Ar, to soln. of educt in CH2Cl2 added soln. of Br2 in CH2Cl2 in portions during 1 h at -10°C under pressure of 170-200 mmHg with irrdn. with 200 W bulb, stirred for 30 min at -10°C, heated under vac. to 17°C; concd. in vac., cooled to -70°C, ethanol added, evapd. in vac. without heating; GLC anal. of products after oxidative hydrolysis; | A n/a B n/a C n/a D 73% E 4% |
| With ethanol; bromine In dichloromethane under Ar in the dark, to soln. of educt in CH2Cl2 added soln. of Br2 inCH2Cl2 in portions during 5.5 h at -10°C under pressure of 170-200 mmHg, stirred for 30 min at -10°C, heated under vac. to 17°C; concd. in vac., cooled to -70°C, ethanol added, evapd. in vac. without heating; GLC anal. of products after oxidative hydrolysis; | A n/a B n/a C n/a D 14% E 65% |
| With ethanol; bromine In dichloromethane under Ar, to soln. of educt in CH2Cl2 added soln. of Br2 in CH2Cl2 in portions during 2.5 h at -10°C under pressure of 170-200 mmHg, stirred for 30 min at -10°C, heated under vac. to 17°C; concd. in vac., cooled to -70°C, ethanol added, evapd. in vac. without heating; GLC anal. of products after oxidative hydrolysis; | A n/a B n/a C n/a D 23% E 38% |

Reported in EPA TSCA Inventory.
DOT Classification: 3; Label: Flammable Liquid
2-Bromopropane (CAS NO.75-26-3) is may be prepared in the ordinary manner of alkyl bromides, by reacting isopropanol with phosphorus and bromine, or with phosphorus tribromide.
1. Introduction of 2-Bromopropane
2-Bromopropane, its cas register number is 75-26-3. It also can be called Isopropyl bromide; Propane, 2-bromo-; 2-Isothiocyanatopropane. It is a colourless liquid.
2-Bromopropane is a colorless liquid. It is used for introducing the isopropyl functional group in organic synthesis.
2. Properties of 2-Bromopropane
XLogP3-AA: 1.8
EINECS: 200-855-1
Melting Point: -89 °C
Surface Tension: 23.1 dyne/cm
Density: 1.342 g/cm3
Flash Point: 19.4 °C
Enthalpy of Vaporization: 28.33 kJ/mol
Boiling Point: 60.6 °C at 760 mmHg
Vapour Pressure: 205 mmHg at 25°C
Refractive index: n20/D 1.425(lit.)
Storage temp.: Flammables area
Water Solubility: 0.3 g/100 mL
Stability: Stable. Flammable. Incompatible with strong oxidizing agents.
Product Categories: Organics
3. Toxicity of 2-Bromopropane
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| mammal (species unspecified) | LC50 | inhalation | 36gm/m3 (36000mg/m3) | Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 18(4), Pg. 55, 1974. | |
| mouse | LC50 | inhalation | 31171ppm/4H (31171ppm) | BEHAVIORAL: AGGRESSION | Industrial Health. Vol. 34, Pg. 403, 1996. |
| mouse | LD50 | intraperitoneal | 4837mg/kg (4837mg/kg) | Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 20(12), Pg. 52, 1976. |
F,
T