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3-Bromo-2-butanone

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Name

3-Bromo-2-butanone

EINECS 212-404-6
CAS No. 814-75-5 Density 1.434 g/cm3
PSA 17.07000 LogP 1.35880
Solubility N/A Melting Point N/A
Formula C4H7BrO Boiling Point 141.5 °C at 760 mmHg
Molecular Weight 151.003 Flash Point 62.4 °C
Transport Information UN 1224 Appearance clear light yellow to brown liquid
Safety 36/37/39-26 Risk Codes 36/37/38-20/21/22
Molecular Structure Molecular Structure of 814-75-5 (3-BROMO-2-BUTANONE) Hazard Symbols HarmfulXn
Synonyms

(?à)-a-Bromoethyl methyl ketone;1-Bromoethyl methyl ketone;2-Bromo-3-butanone;3-Bromo-2-butanone;3-Bromobutanone;a-Bromoethyl methyl ketone;

Article Data 65

3-Bromo-2-butanone Synthetic route

78-93-3

butanone

814-75-5

3-bromo-butanone

Conditions
ConditionsYield
With bromine100%
With bromine In tetrachloromethane Ambient temperature;71%
With bromine; acetic acid In water at 20 - 70℃; for 17h;70%
3017-68-3

(Z)-2-Bromo-2-butene

814-75-5

3-bromo-butanone

Conditions
ConditionsYield
With sodium hypobromide In acetic acid; acetone at 0℃;88%
78-93-3

butanone

A

2648-69-3

3,3-dibromobutan-2-one

B

3479-86-5

1,1-dibromo-butan-2-one

C

816-40-0

1-Bromo-2-butanone

D

814-75-5

3-bromo-butanone

Conditions
ConditionsYield
With N-Bromosuccinimide; silica gel In methanol for 0.166667h; Reflux;A n/a
B n/a
C 14%
D 83%
78-93-3

butanone

A

816-40-0

1-Bromo-2-butanone

B

814-75-5

3-bromo-butanone

Conditions
ConditionsYield
With Oxone; ammonium bromide In methanol at 20℃; for 8h; regioselective reaction;A 80%
B 9%
With 3-bromo-6-chloroimidazo<1,2-b>pyridazine hydrobromide-bromine for 0.5h; Ambient temperature;A 19%
B 58%
With potassium chlorate; bromine at 50℃;
22596-46-9

2,3-dimethyl-2-nitro-oxirane

814-75-5

3-bromo-butanone

Conditions
ConditionsYield
With magnesium bromide In diethyl ether at -10℃; for 0.5h;55%
6203-88-9

2-acetoxy-2-butene

814-75-5

3-bromo-butanone

Conditions
ConditionsYield
With tetrachloromethane; bromine anschliessend mit Methanol;
64-19-7

acetic acid

78-93-3

butanone

A

4906-24-5

3-acetoxy-2-butanone

B

1575-57-1

2-oxobutyl acetate

C

816-40-0

1-Bromo-2-butanone

D

814-75-5

3-bromo-butanone

Conditions
ConditionsYield
With bromine; sodium acetate In water Further byproducts given;
78-93-3

butanone

A

4906-24-5

3-acetoxy-2-butanone

B

1575-57-1

2-oxobutyl acetate

C

816-40-0

1-Bromo-2-butanone

D

814-75-5

3-bromo-butanone

Conditions
ConditionsYield
With bromine; sodium acetate In water; acetic acid Further byproducts given;
144698-91-9

2-bromo-1-methylpropypperoxy radical

A

5798-80-1

3-bromo-2-butanol

B

199802-42-1

3-Bromo-but-2-yl-hydroperoxide

C

814-75-5

3-bromo-butanone

Conditions
ConditionsYield
at 24.9℃; under 400 Torr; Rate constant; Mechanism; (irradiation of a C4H8/Br2/O2/N2-mixture);
7726-95-6

bromine

78-93-3

butanone

CaCO3

CaCO3

814-75-5

3-bromo-butanone

Conditions
ConditionsYield
at 50℃;

3-Bromo-2-butanone Specification

The 2-Butanone, 3-bromo-, with the CAS registry number 814-75-5 and EINECS registry number 212-404-6, has the systematic name of 3-bromobutan-2-one. It is a kind of clear light yellow to brown liquid, and the molecular formula of the chemical is C4H7BrO.

The characteristics of 2-Butanone, 3-bromo- are as followings: (1)ACD/LogP: 0.89; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0.89; (4)ACD/LogD (pH 7.4): 0.89; (5)ACD/BCF (pH 5.5): 2.78; (6)ACD/BCF (pH 7.4): 2.78; (7)ACD/KOC (pH 5.5): 72.39; (8)ACD/KOC (pH 7.4): 72.39; (9)#H bond acceptors: 1; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 1; (12)Polar Surface Area: 17.07 Å2; (13)Index of Refraction: 1.45; (14)Molar Refractivity: 28.3 cm3; (15)Molar Volume: 105.2 cm3; (16)Polarizability: 11.21×10-24cm3; (17)Surface Tension: 29.7 dyne/cm; (18)Density: 1.434 g/cm3; (19)Flash Point: 62.4 °C; (20)Enthalpy of Vaporization: 37.87 kJ/mol; (21)Boiling Point: 141.5 °C at 760 mmHg; (22)Vapour Pressure: 5.84 mmHg at 25°C. 

Uses of 2-Butanone, 3-bromo-: It can react with formamide to produce 4,5-dimethyl-thiazole. This reaction will need reagent phophorus pentasulphide, and the menstruum benzene. The reaction time is 48 hours, and the yield is about 92%. 

You should be cautious while dealing with this chemical. It irritates to eyes, respiratory system and skin, and it is also harmful by inhalation, in contact with skin and if swallowed. Therefore, you had better take the following instructions: Wear suitable protective clothing, gloves and eye/face protection, and if in case of contacting with eyes, rinse immediately with plenty of water and seek medical advice.

Addtionally, the following datas could be converted into the molecular structure:
(1)SMILES: BrC(C(=O)C)C
(2)InChI: InChI=1/C4H7BrO/c1-3(5)4(2)6/h3H,1-2H3
(3)InChIKey: BNBOUFHCTIFWHN-UHFFFAOYAE

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
guinea pig LD50 skin 1mL/kg (1mL/kg) SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE" National Technical Information Service. Vol. OTS0540938,
rat LDLo oral 50mg/kg (50mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

LUNGS, THORAX, OR RESPIRATION: DYSPNEA

SKIN AND APPENDAGES (SKIN): HAIR: OTHER
National Technical Information Service. Vol. OTS0540938,

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