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2-Bromoethanol

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Name

2-Bromoethanol

EINECS 208-748-1
CAS No. 540-51-2 Density 1.729 g/cm3
PSA 20.23000 LogP 0.37360
Solubility 1-5 g/100 mL at 19 °C in water Melting Point -80 °C
Formula C2H5BrO Boiling Point 136.21 °C at 760 mmHg
Molecular Weight 124.965 Flash Point 57.134 °C
Transport Information UN 2922 8/PG 2 Appearance colourless liquid
Safety 16-28A-36/37/39-45 Risk Codes 10-26/27/28-36/37/38-40
Molecular Structure Molecular Structure of 540-51-2 (2-Bromoethanol) Hazard Symbols ToxicT,VeryT+
Synonyms

1-Bromo-2-ethanol;1-Bromo-2-hydroxyethane;2-Bromoethyl alcohol;2-Hydroxyethylbromide;Ethylene bromohydrin;Glycol bromohydrin;NSC 2869;b-Bromoethanol;

Article Data 70

2-Bromoethanol Synthetic route

74-85-1

ethene

540-51-2

2-bromoethanol

Conditions
ConditionsYield
With hydrogen bromide; dihydrogen peroxide at 45℃; for 0.666667h; Temperature; Reagent/catalyst;96.11%
With bromine
With hypobromous acid
With water; bromine
With N-Bromosuccinimide; ammonium acetate; water In acetone at 40℃; under 4654.46 Torr; for 0.5h; Flow reactor;
86864-60-0

2-(tert-butyldimethylsilyloxy)ethyl bromide

540-51-2

2-bromoethanol

Conditions
ConditionsYield
With potassium hydrogensulfate In methanol at 20℃; for 1.5h;96%
19686-73-8

1-bromo-2-propanol

540-51-2

2-bromoethanol

Conditions
ConditionsYield
61%
107-21-1

ethylene glycol

540-51-2

2-bromoethanol

Conditions
ConditionsYield
With phosphorus tribromide for 3h; Cooling with ice; Reflux;60%
With phosphorus tribromide for 3h; Cooling with ice; Reflux;60%
With hydrogen bromide for 8h; Heating;49%
33036-62-3

4-Bromo-1-butanol

540-51-2

2-bromoethanol

Conditions
ConditionsYield
58%
75-21-8

oxirane

588-93-2

p-bromo-n-propylbenzene

A

107473-34-7

2-(4-propylphenyl)ethanol

B

105364-41-8

rac-1-(4-propylphenyl)ethanol

C

540-51-2

2-bromoethanol

Conditions
ConditionsYield
Stage #1: p-bromo-n-propylbenzene With magnesium In diethyl ether Heating;
Stage #2: oxirane In diethyl ether
A 55%
B n/a
C n/a
107-21-1

ethylene glycol

A

106-93-4

ethylene dibromide

B

540-51-2

2-bromoethanol

Conditions
ConditionsYield
With 1,2-dibromo-1,1,2,2-tetrachloroethane; triphenylphosphine In dichloromethane at 20℃; for 0.15h; Appel Halogenation;A 50%
B 45%
75-21-8

oxirane

60-29-7

diethyl ether

ethylmagnesium bromide

540-51-2

2-bromoethanol

Conditions
ConditionsYield
Zers. des entstandenen Additionsproduktes mit Wasser;
75-21-8

oxirane

14763-72-5

3-buten-1-ynylmagnesium bromide

A

28916-38-3

hex-5-en-3-yn-1-ol

B

540-51-2

2-bromoethanol

75-21-8

oxirane

540-51-2

2-bromoethanol

Conditions
ConditionsYield
With hydrogen bromide
With hydrogen bromide in der Gasphase;

2-Bromoethanol Specification

The 2-Bromoethanol, with the CAS registry number 540-51-2, is also known as Ethylene bromohydrin. It belongs to the product categories of Pharmaceutical Intermediates; Omega-Bromoalkanols; Omega-Functional Alkanols, Carboxylic Acids, Amines & Halides; ASTM 5578: Analysis of Ethylene Oxide in AirAlphabetic; A-BMethod Specific; Alpha Sort; ASTM Air Monitoring; B; BI - BZChemical Class; Bromo; Halogenated; Volatiles/ Semivolatiles. Its EINECS registry number is 208-748-1. This chemical's molecular formula is C2H5BrO and molecular weight is 124.96. What's more, its IUPAC name is the same with its product name. It should be stored in a cool, dry and well-ventilated place.

Physical properties about 2-Bromoethanol are: (1)ACD/LogP: 0.263; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0.26; (4)ACD/LogD (pH 7.4): 0.26; (5)ACD/BCF (pH 5.5): 1.00; (6)ACD/BCF (pH 7.4): 1.00; (7)ACD/KOC (pH 5.5): 33.12; (8)ACD/KOC (pH 7.4): 33.12; (9)#H bond acceptors: 1; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 2; (12)Polar Surface Area: 20.23 Å2; (13)Index of Refraction: 1.482; (14)Molar Refractivity: 20.581 cm3; (15)Molar Volume: 72.237 cm3; (16)Polarizability: 8.159×10-24cm3; (17)Surface Tension: 39.06 dyne/cm; (18)Density: 1.73 g/cm3; (19)Flash Point: 57.134 °C; (20)Enthalpy of Vaporization: 43.53 kJ/mol; (21)Boiling Point: 136.21 °C at 760 mmHg; (22)Vapour Pressure: 3.178 mmHg at 25 °C.

Preparation of 2-Bromoethanol: this chemical can be prepared by ethane-1,2-diol. The reaction occurs with reagent HBr and other condition of heating for 8 hours. The yield is 49 %.

2-Bromoethanol can be prepared by ethane-1,2-diol.

Uses of 2-Bromoethanol: (1) it is used as a solvent and organic synthetic raw material; (2) it is used to produce other chemicals. For example, it can react with piperidine to get 2-piperidin-1-yl-ethanol. This reaction needs reagent benzene at temperature of 80 °C. The reaction time is 72 hours. The yield is 85 %.

2-Bromoethanol can react with piperidine to get 2-piperidin-1-yl-ethanol.

When you are dealing with this chemical, you should be very careful. This chemical may cause damage to health at low levels and it may cause inflammation to the skin or other mucous membranes. It is harmful by inhalation, in contact with skin and if swallowed. In addition, it is toxic by inhalation, in contact with skin and if swallowed. Therefore, you should wear suitable protective clothing, gloves and eye/face protection. In case of contacting with eyes, you should rinse immediately with plenty of water and seek medical advice. And in case of accident or if you feel unwell you should seek medical advice immediately.

You can still convert the following datas into molecular structure:
(1) SMILES: BrCCO
(2) InChI: InChI=1S/C2H5BrO/c3-1-2-4/h4H,1-2H2
(3) InChIKey: LDLCZOVUSADOIV-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LDLo intraperitoneal 80mg/kg (80mg/kg)   Toxicology and Applied Pharmacology. Vol. 23, Pg. 288, 1972.

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