- 3-Bromothiophene
- 3-Bromothiophene-2-carbaldehyde
- 3-Bromothiophene-2-carbonyl chloride
- 3-Bromothiophene-2-carboxamide
- 3-Bromothiophene-2-carboxylic acid
- 3-Bromothiophene-2-carboxylic acid
- 3-Bromothiophene-2-sulfonyl chloride
- 3-Bromothiophene-4-boronic acid
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Cas Database |
| Name |
3-Bromothiophene |
EINECS | 212-821-3 |
| CAS No. | 872-31-1 | Density | 1.714 g/cm3 |
| PSA | 28.24000 | LogP | 2.51060 |
| Solubility | Immiscible in water | Melting Point |
<-10 °C |
| Formula | C4H3BrS | Boiling Point | 158.4 °C at 760 mmHg |
| Molecular Weight | 163.038 | Flash Point | 56.7 °C |
| Transport Information | UN 2929 6.1/PG 2 | Appearance | clear to pale yellow liquid |
| Safety | 26-36/37/39-45-61-38-28A-16-24/25-23-36 | Risk Codes | 10-25-41-51/53-36/37/38-23/24/25-20/21/22 |
| Molecular Structure |
|
Hazard Symbols |
 T, N
|
| Synonyms |
3-bromo thiophene;3-Bromothiophene Anhydrous;beta-Bromothiophene;Thiophene, 3-bromo-;3-Thienyl bromide; |
Article Data | 51 |
3-Bromothiophene Synthetic route
| Conditions | Yield |
|---|---|
| With dibutylbis(cyclopentadienyl)zirconium at 0℃; for 3h; | 98% |
| With ethyl bromide; diethyl ether; magnesium erhitzen des Reaktionsprodukts mit Wasser; |
| Conditions | Yield |
|---|---|
| With acetic acid; zinc In water for 3h; Reflux; | 90% |
| With acetic acid; zinc In water at 0℃; for 5h; Reflux; | 70% |
| 64% |
| Conditions | Yield |
|---|---|
| With hydrogen bromide; lead acetate In methanol electrolysis; | 82% |
| In methanol at 35℃; for 5h; Product distribution; electrolysis in presence of Pb(OAc)2*2H2O, MeN+(C8H17)3Cl-, and HBr at 50 mA/cm2, anolyt : 10percent NH3 in MeOH; other conditions and other bromothiophenes investigated; | 82% |
| In N,N-dimethyl-formamide divided cell electrolysis at constant potential (-1.70 V); 0.1 M tetraethylammonium bromide, mercury electrode; | 38% |
| With quinoline; copper |
- 188290-36-0
thiophene
- 872-31-1
3-Bromothiophene
| Conditions | Yield |
|---|---|
| Stage #1: thiophene With bromine In chloroform at 0℃; Reflux; Stage #2: With sodium hydroxide In chloroform Stage #3: With acetic acid; zinc In water for 8h; Reflux; | 80.8% |
| Stage #1: thiophene With hydrogen bromide; bromine In diethyl ether; water at 22℃; for 22.5h; Inert atmosphere; Stage #2: With acetic acid; zinc In water for 7h; Reflux; Inert atmosphere; | 48% |
| With bromine; sodium acetate; zinc 1) water, reflux, 8 h; 2) reflux, 3 h, water; Yield given. Multistep reaction; |
| Conditions | Yield |
|---|---|
| In N,N-dimethyl-formamide divided cell electrolysis at constant potential (-1.70 V); 0.1 M tetraethylammonium bromide, mercury electrode; | A 74% B 3% |
| Conditions | Yield |
|---|---|
| With sodium amide; ferric nitrate In ammonia | A 72% B n/a |
| Conditions | Yield |
|---|---|
| In N,N-dimethyl-formamide divided cell electrolysis at constant potential (-1.70 V); 0.1 M tetraethylammonium bromide, mercury electrode; | 60% |
| Conditions | Yield |
|---|---|
| Stage #1: thiophene With bromine In chloroform for 4h; Heating; Stage #2: With acetic acid; zinc In water Heating; | A 23% B 51% |
- 60404-24-2
3-Bromo-2-iodothiophene
- 124-41-4
sodium methylate
A
- 872-31-1
3-Bromothiophene
B
- 73882-42-5
4-bromo-2-methoxythiophene
| Conditions | Yield |
|---|---|
| With copper(II) oxide In methanol for 30h; Heating; | A n/a B 25% |
- 124-41-4
sodium methylate
- 73882-41-4
3-bromo-4-iodothiophene
A
- 872-31-1
3-Bromothiophene
B
- 73882-42-5
4-bromo-2-methoxythiophene
| Conditions | Yield |
|---|---|
| With copper(II) oxide In methanol for 72h; Heating; | A n/a B 15% |
3-Bromothiophene Chemical Properties
Molecular Structure of 3-Bromothiophene (CAS NO.872-31-1):
.png)
IUPAC Name: 3-bromothiophene
Empirical Formula: C4H3BrS
Molecular Weight: 163.0356
H bond acceptors: 0
H bond donors: 0
Freely Rotating Bonds: 0
Polar Surface Area: 28.24Å2
Index of Refraction: 1.595
Molar Refractivity: 32.32 cm3
Molar Volume: 95 cm3
Surface Tension: 41.1 dyne/cm
Density: 1.714 g/cm3
Flash Point: 56.7 °C
Enthalpy of Vaporization: 37.88 kJ/mol
Boiling Point: 158.4 °C at 760 mmHg
Vapour Pressure: 3.41 mmHg at 25°C
Melting point: <-10°C
Storage temp. 0-6°C
Water Solubility: Immiscible
Sensitive: Light Sensitive/Stench
BRN: 105338
InChI
InChI=1/C4H3BrS/c5-4-1-2-6-3-4/h1-3H
Smiles
c1(ccsc1)Br
Product Categories: Thiophenes; Heterocycles; Halides; Thiophenes & Benzothiophenes; Thiophene&Benzothiophene; Miscellaneous; Thiophene Derivatives (for Conduting Polymer Research); Functional Materials; Reagents for Conducting Polymer Research; Thiophen; Thiophenes & Benzothiophenes
3-Bromothiophene Safety Profile
Safety Information about 3-Bromothiophene (CAS NO.872-31-1):
Hazard Codes: 
T,
Xi,
N,
Xn
Risk Statements: 10-25-41-51/53-36/37/38-23/24/25-20/21/22
R10:Flammable.
R25 :Toxic if swallowed.
R41:Risk of serious damage to the eyes.
R51/53:Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment.
R36/37/38:Irritating to eyes, respiratory system and skin.
R23/24/25:Toxic by inhalation, in contact with skin and if swallowed.
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.
Safety Statements: 26-36/37/39-45-61-38-28A-16-24/25-23-36
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection.
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
S61:Avoid release to the environment. Refer to special instructions / safety data sheets.
S38:In case of insufficient ventilation, wear suitable respiratory equipment.
S28:After contact with skin, wash immediately with plenty of soap-suds.
S16:Keep away from sources of ignition.
S24/25:Avoid contact with skin and eyes.
S23:Do not breathe vapour.
S36:Wear suitable protective clothing.
RIDADR: UN 2929 6.1/PG 2
3-Bromothiophene Specification
3-Bromothiophene , with CAS number of 872-31-1, can be called beta-Bromothiophene ; Thiophene, 3-bromo- ; 3-Thienyl bromide ; 3-Bromothiophene Anhydrous ; 3-bromo thiophene . It is a clear colourless to slightly yellow liquid. 3-Bromothiophene (CAS NO.872-31-1) is mainly used for synthetic drug and polymer materials.
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