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Name	3-Bromofuran	EINECS	244-744-6
CAS No.	22037-28-1	Density	1.662 g/cm³
PSA	13.14000	LogP	2.04210
Solubility	Soluble in chloroform, ethyl acetate. Insoluble in water.	Melting Point	131.5-132 °C
Formula	C₄H₃BrO	Boiling Point	103 °C at 760 mmHg
Molecular Weight	146.971	Flash Point	3.3 °C
Transport Information	UN 1993 3/PG 2	Appearance	Colorless to light yellow liquid
Safety	16-23-24/25-37/39-26-33-29-7/9	Risk Codes	11-36/37/38
Molecular Structure		Hazard Symbols	F, Xi
Synonyms	Furan, 3-bromo-;	Article Data	8

3-Bromofuran Synthetic route

: 32460-02-9
3,4-dibromofuran

: 22037-28-1
3-bromofurane

Conditions

Conditions	Yield
Stage #1: 3,4-dibromofuran With n-butyllithium In diethyl ether at -78℃; for 0.5h; Stage #2: With water In diethyl ether Further stages.;	55%
With water; tert.-butyl lithium; diisopropylamine 1.) Et2O, pentane, -78 deg C, 30 min, 2.) Et2O, pentane, from -78 deg C, 1 h to RT, 2 h; Yield given. Multistep reaction;

: (1R,2S,6R,7S)-8,9-Dibromo-4,10-dioxa-tricyclo[5.2.1.02,6]decane-3,5-dione

: 22037-28-1
3-bromofurane

Conditions

Conditions	Yield
With quinoline at 50 - 140℃; dehydrobromination/retro-Diels-Alder reaction;	34%

: 195619-38-6
(E)-2-bromo-2-butene-1,4-diol

: 22037-28-1
3-bromofurane

Conditions

Conditions	Yield
With sodium dichromate; sulfuric acid In water Heating;	10%

: 5458-08-2, 10035-20-8, 10035-21-9, 22155-05-1, 51371-59-6
trans-5,6-dibromo-7-oxabicyclo{2.2.1}heptane-2-exo,3-cis-dicarboxylic acid anhydride

: 22037-28-1
3-bromofurane

Conditions

Conditions	Yield
With potassium hydroxide

: 2-bromo-2-butene-1,4-diol

: 22037-28-1
3-bromofurane

Conditions

Conditions	Yield
With potassium dichromate; sulfuric acid In water; pentane Heating;

3-bromo-pyromucic acid: 3-bromo-pyromucic acid

: 22037-28-1
3-bromofurane

Conditions

Conditions	Yield
With calcium oxide

: 22037-28-1
3-bromofurane

: 155203-52-4
(5R,6R)-6-(3-methyl-2-butenyl)-5-methyl-3,4,5,6-tetrahydro-2H-pyran-2-one

: 259265-70-8
(4S,5R)-4,8-dimethyl-1-(3'-furyl)-5-hydroxy-6-nonen-1-one

Conditions

Conditions	Yield
Stage #1: 3-bromofurane With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.0666667h; Metallation; Stage #2: (5R,6R)-6-(3-methyl-2-butenyl)-5-methyl-3,4,5,6-tetrahydro-2H-pyran-2-one In tetrahydrofuran at -78℃; for 0.25h; Ring cleavage; alkylation;	98%

: 22037-28-1
3-bromofurane

: 55-21-0
benzamide

: 70150-83-3
N-(furan-3-yl)benzamide

Conditions

Conditions	Yield
With copper(l) iodide; potassium carbonate; N,N`-dimethylethylenediamine at 110℃; for 24h;	98%
With copper(l) iodide; potassium carbonate; N,N`-dimethylethylenediamine In 1,4-dioxane at 110℃; for 24h;	98%

: 22037-28-1
3-bromofurane

: 271-63-6
7-Azaindole

: 1-(furan-3-yl)-1H-pyrrolo[2,3-b]pyridine

Conditions

Conditions	Yield
Inert atmosphere;	98%

: 22037-28-1
3-bromofurane

: 161105-12-0
2-<(4aR,5R,6R,8aR)-3,4,4a,5,6,7,8,8a-octahydro-1,5,6,8-tetramethyl-5-naphthyl>ethanal

: 3-<1-hydroxy-2-<(4aR,5R,6R,8aR)-3,4,4a,5,6,7,8,8a-octahydro-1,5,6,8-tetramethyl-5-naphthyl>ethyl>furan

Conditions

Conditions	Yield
With tert.-butyl lithium In tetrahydrofuran; hexane 1.) -78 deg C, 30 min, 2.) -70 deg C, 25 min;	97%

3-Bromofuran Chemical Properties

Molecule structure of 3-Bromofuran (CAS NO.22037-28-1):

IUPAC Name: 3-Bromofuran
Molecular Weight: 146.97002 g/mol
Molecular Formula: C₄H₃BrO
Density: 1.662 g/cm³
Boiling Point: 103 °C at 760 mmHg
Flash Point: 3.3 °C
Index of Refraction: 1.505
Molar Refractivity: 26.24 cm³
Molar Volume: 88.4 cm³
Polarizability: 10.4×10^-24 cm³
Surface Tension: 32.9 dyne/cm
Enthalpy of Vaporization: 32.79 kJ/mol
Vapour Pressure: 38 mmHg at 25 °C
Storage Temp.: −20 °C
XLogP3: 2.2
H-Bond Acceptor: 1
Exact Mass: 145.936727
MonoIsotopic Mass: 145.936727
Topological Polar Surface Area: 13.1
Heavy Atom Count: 6
Complexity: 46.8
Canonical SMILES: C1=COC=C1Br
InChI: InChI=1S/C4H3BrO/c5-4-1-2-6-3-4/h1-3H
InChIKey: LXWLEQZDXOQZGW-UHFFFAOYSA-N
EINECS: 244-744-6
Product Categories of 3-Bromofuran (CAS NO.22037-28-1): HALIDE; Furans, Benzofurans & Dihydrobenzofurans; Halides; Furan&Benzofuran; Heterocyclic Compounds; Furans; Furans, Benzofurans & Dihydrobenzofurans; Heterocycles; Building Blocks; FuransHeterocyclic Building Blocks; Halogenated Heterocycles; Heterocyclic Building Blocks

3-Bromofuran Safety Profile

Hazard Codes: F, Irritant Xi
Risk Statements: 11-36/37/38
R11:Highly flammable.
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 16-23-24/25-37/39-26-33-29-7/9
S16:Keep away from sources of ignition.
S23:Do not breathe vapour.
S24/25:Avoid contact with skin and eyes.
S37/39:Wear suitable gloves and eye/face protection.
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S33:Take precautionary measures against static discharges.
S29:Do not empty into drains.
S7:Keep container tightly closed.
S9:Keep container in a well-ventilated place.
RIDADR: UN 1993 3/PG 2
WGK Germany: 3
F: 10
Hazard Note: Highly Flammable/Irritant
HazardClass: 3
PackingGroup: II

3-Bromofuran Specification

3-Bromofuran (CAS NO.22037-28-1) is also named as furan, 3-bromo- . It is colorless to light yellow liquid.

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