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109-65-9

Basic Information
CAS No.: 109-65-9
Name: 1-Bromobutane
Article Data: 197
Molecular Structure:
Molecular Structure of 109-65-9 (1-Bromobutane)
Formula: C4H9Br
Molecular Weight: 137.019
Synonyms: n-Butylbromide;1-Butyl bromide;Butane,1-bromo-;1-Bromobutane [UN1126] [Flammable liquid];n-bromobutane;Butyl bromide;Butane, 1-bromo-;n-butyl Bromide;1-bromobutane 99%;
EINECS: 203-691-9
Density: 1.271 g/cm3
Melting Point: -112 °C
Boiling Point: 101.6 °C at 760 mmHg
Flash Point: 23.9 °C
Solubility: water:0.608 g/L (30 °C)
Appearance: clear colorless to slightly yellow liquid
Hazard Symbols: IrritantXi
Risk Codes: 11-36/37/38-51/53-10
Safety: 16-26-60-37/39
Transport Information: UN 1126 3/PG 2
PSA: 0.00000
LogP: 2.18140
Synthetic route
76906-48-4

4-(2-bromo-1-tert-butyl-vinyl)-morpholine

A

109-65-9

1-bromo-butane

Conditions
ConditionsYield
With n-butyllithium In tetrahydrofuran; diethyl ether at -70℃; for 0.25h;A n/a
B 100%
85429-30-7

((E)-2-Bromo-1-phenyl-vinyl)-dimethyl-amine

A

109-65-9

1-bromo-butane

B

85429-36-3

C10H12LiN

Conditions
ConditionsYield
With n-butyllithium In tetrahydrofuran; diethyl ether at -70℃; for 0.5h;A n/a
B 100%
126-73-8

phosphoric acid tributyl ester

109-65-9

1-bromo-butane

Conditions
ConditionsYield
With salophen(tBu)AlBr In chloroform-d1 at 20℃; for 0.5 - 24h; Product distribution / selectivity;100%
With (N,N'-ethylenebis(3,5-di-tert-butylsalicylideneimine))AlBr In chloroform-d1 at 20℃; for 0.5 - 24h; Product distribution / selectivity;12%
With (N,N'-propylenebis(3,5-di-tert-butylsalicylideneimine))AlBr In chloroform-d1 at 20℃; for 0.5 - 24h; Product distribution / selectivity;7%
5162-44-7

1-bromo-4-butene

109-65-9

1-bromo-butane

Conditions
ConditionsYield
With 2,6-bis[1-(2,6-diisopropylphenylimino)ethyl]pyridine cobalt(II) dichloride; diethoxymethylane; sodium triethylborohydride In toluene at -78 - 20℃; for 5h;96%
With Rh4Co; cetyltrimethylammonim bromide; hydrazine hydrate In toluene at 60℃; for 3h; Schlenk technique; Inert atmosphere;
71-36-3

butan-1-ol

109-65-9

1-bromo-butane

Conditions
ConditionsYield
With hydrogen bromide at 160℃; under 11251.1 Torr; for 0.0361111h; Concentration; Pressure; Temperature;93%
With silica bromide In dichloromethane at 20℃; for 0.166667h;90%
With bromine for 1h; Heating;89%
16629-56-4

dibromo-tri-n-butylstiborane

A

109-65-9

1-bromo-butane

B

16629-57-5

di-n-butylantimonbromide

Conditions
ConditionsYield
heating for 4 h at 220°C;A n/a
B 90%
heating for 4 h at 220°C;A n/a
B 74%
heating for 4 h at 220°C;A n/a
B 74%
109-69-3

n-Butyl chloride

109-65-9

1-bromo-butane

Conditions
ConditionsYield
With calcium bromide; tetrahexylammonium bromide at 110℃; for 24h;89%
With benzyl tri-n-butylammonium bromide at 34.9 - 74.9℃; Kinetics; Thermodynamic data; Ea;
With 1-n-butyl-3-methylimidazolim bromide at 70℃; for 5h; Time;
1825-65-6

butoxytrimethylsilane

109-65-9

1-bromo-butane

Conditions
ConditionsYield
With Tri-n-butylfluorphosphoniumbromid In dichloromethane at 20℃; for 72h;84%
With trimethylsilyl bromide; bismuth(III) bromide In neat (no solvent) at 80℃; for 1h;95 % Chromat.
142-96-1

dibutyl ether

201230-82-2

carbon monoxide

459-46-1

4-Fluorobenzyl bromide

A

109-65-9

1-bromo-butane

B

104548-37-0

(4-Fluoro-phenyl)-acetic acid butyl ester

Conditions
ConditionsYield
1,5-hexadienerhodium(I)-chloride dimer; potassium iodide at 75 - 90℃; under 735.5 Torr; overnight or in n-heptane;A n/a
B 83%
142-96-1

dibutyl ether

201230-82-2

carbon monoxide

100-39-0

benzyl bromide

A

109-65-9

1-bromo-butane

B

122-43-0

butyl phenylacetate

Conditions
ConditionsYield
1,5-hexadienerhodium(I)-chloride dimer at 75 - 90℃; under 760 Torr; Product distribution; overnight, investigation of reactions with variety of benzyl bromides, symmetrical and asymmetrical ethers, with and without KI;A n/a
B 81%
1,5-hexadienerhodium(I)-chloride dimer; potassium iodide at 75 - 90℃; under 735.5 Torr; overnight or in n-heptane;A n/a
B 81%
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    Product Name: 1-Bromobutane Synonyms: 1-butylbromide;bromo butane;Butane,1-bromo-;butylbromide(1-bromobutane);n-Butylbromid;n-C4H9Br;N-BUTYL BROMIDE;BUTYL BROMIDE CAS: 109-65-9 MF: C4H9Br MW: 137.02 EINECS: 203-691-9 Product Categories

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    (1) classified information English name :1-Bromobutane Alias??: n-butyl bromide, n-bromobutane, 1 - bromobutane, brominated butyl is bromine butane, butyl bromide Molecular formula: CH3(CH2) 3Br Molecular Weight: 137.03 CAS NO.: 109-65-9 UN

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Specification

The 1-Bromobutane, with the CAS registry number 109-65-9,is also known as n-Butyl bromide. It belongs to the product categories of Pharmaceutical Intermediates;Organics. This chemical's molecular formula is C4H9Br and molecular weight is 137.02.Its EINECS number is 203-691-9. What's more,Its systematic name is 1-Bromobutane. It is a clear colorless to slightly yellow liquid which is stable, incompatible with strong oxidizing agents,strong bases,flammable-note low flash point.It is commonly used as an alkylating agent, or in combination with magnesium metal in dry ether (Grignard reagent) to form carbon-carbon bonds. It may also be used to form other organometallic compounds, such as n-butyllithium.

Physical properties about 1-Bromobutane are:
(1)ACD/LogP:  2.828; (2)# of Rule of 5 Violations:  0; (3)ACD/LogD (pH 5.5):  2.83; (4)ACD/LogD (pH 7.4):  2.83; (5)ACD/BCF (pH 5.5):  83.07; (6)ACD/BCF (pH 7.4):  83.07; (7)ACD/KOC (pH 5.5):  823.30; (8)ACD/KOC (pH 7.4):  823.30; (9)#H bond acceptors:  0; (10)#H bond donors:  0; (11)#Freely Rotating Bonds:  2; (12)Index of Refraction:  1.439; (13)Molar Refractivity:  28.312 cm3; (14)Molar Volume:  107.744 cm3; (15)Surface Tension:  26.0580005645752 dyne/cm; (16)Density:  1.272 g/cm3; (17)Flash Point:  23.889 °C; (18)Enthalpy of Vaporization:  32.51 kJ/mol; (19)Boiling Point:  101.623 °C at 760 mmHg; (20)Vapour Pressure:  40.25 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES:BrCCCC;
(2)Std. InChI:InChI=1S/C4H9Br/c1-2-3-4-5/h2-4H2,1H3  ;
(3)Std. InChIKey:MPPPKRYCTPRNTB-UHFFFAOYSA-N.

Preparation of 1-Bromobutane:
Place 30 cm3 of water, 35 g of powdered sodium bromide and 25 cm3 of butan-1-ol in a 250 cm3 round bottomed flask. Fit a tap funnel to the flask via a stillhead. Place 25 cm3 of concentrated sulphuric acid in the tap funnel, and then allow the acid to fall drop by drop into the flask, keeping the contents well shaken and cooled occasionally in an ice-water bath. When the addition is complete, replace the tap funnel and stillhead with a reflux water condenser and gently boil the mixture over a sand-bath for about 45 minutes, shaking the flask gently from time to time.Remove the reflux condenser and rearrange the apparatus for distillation. Distil off the crude 1-bromobutane (about 30 cm3). Shake the distillate with water in a separating funnel, and run off the lower layer of 1-bromobutane; reject the aqueous layer.Return the 1-bromobutane to the funnel, add about half its volume of concentrated hydrochloric acid, and shake. Run off and discard the lower layer of acid. Shake the 1-bromobutane cautiously with dilute sodium carbonate solution, cautiously releasing the pressure at intervals.Run off the lower layer of 1-bromobutane and add some granular anhydrous calcium chloride. Swirl the mixture until the liquid is clear. Filter the 1-bromobutane into a clean dry flask, and distil it, collecting the fraction boiling between 99 - 102°C.

Safety Information of 1-Bromobutane:
The 1-Bromobutane is irritating to eyes, respiratory system and skin and toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment.This material and/or its container must be disposed of as hazardous waste. And it is flammable ,so it shoud  be Keep away from sources of ignition - No smoking.When you use it ,wear suitable gloves and eye/face protection.In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.

The toxicity data of 1-Bromobutane are as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mammal (species unspecified) LC50 inhalation 25800mg/m3 (25800mg/m3)   Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 18(4), Pg. 55, 1974.
mouse LD50 intraperitoneal 1424mg/kg (1424mg/kg)   Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 20(12), Pg. 52, 1976.
rat LD50 intraperitoneal 4450mg/kg (4450mg/kg)   Journal fuer Praktische Chemie. Vol. 320, Pg. 133, 1978.
rat LD50 oral 2761mg/kg (2761mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: TREMOR

BEHAVIORAL: ATAXIA
National Technical Information Service. Vol. OTS0540435,