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2,3-Dibromothiophene

2,3-Dibromothiophene structure

CAS No:
3140-93-0
Formula:
C4H2Br2S
Chemical Name:
2,3-Dibromothiophene
Synonyms:
Thiophene,2,3-dibromo-;2,3-Dibromothiophene;NSC 99003
Categories:
Pharmaceutical Intermediates > Heterocyclic Compound

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Description

clear yellowish to brownish liquid

2,3-Dibromothiophene Basic Attributes

Molecular Weight：

241.93

Exact Mass：

241.93

BRN：

107512

EC Number：

221-542-6

NSC Number：

99003

DSSTox ID：

DTXSID80185324

HScode：

29349990

Characteristics

PSA：

28.2

XLogP3：

3.5

Appearance：

colorless transparent liquid

Density：

2.137 g/mL at 25 °C(lit.)

Melting Point：

-17.5 °C

Boiling Point：

218.5 °C

Flash Point：

125 °F

Refractive Index：

n20/D 1.632(lit.)

Storage Conditions：

Flammables area

Safety Information

Packing level：

Ⅲ

Hazard category：

Transport codes：

UN 1993 3/PG 3

wgk germany：

hazard class code：

10-36/37/38-20/21/22-36-25

safety instructions：

23-24/25-36/37/39-26-16-36-45

Marks：

Xn,F,Xi,T

Hazard note：

Flammable/Irritant

Stability/Shelf Life：

Stable at room temperature in closed containers under normal storage and handling conditions.

Precautionary statement(s)：

P301 + P310-P305 + P351 + P338

Hazard Statements：

H226-H301-H319

GHS Classification：

|Danger|H226 (91.49%): Flammable liquid and vapor [Warning Flammable liquids]|P210, P233, P240, P241, P242, P243, P264, P270, P280, P301+P310, P302+P352, P303+P361+P353, P305+P351+P338, P321, P330, P332+P313, P337+P313, P362, P370+P378, P403+P235, P405, and P501|Aggregated GHS information provided by 47 companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

2,3-Dibromothiophene Use and Manufacturing

Methods of Manufacturing

3-bromothiophene (16.3 g;100 mmol) was added to a suspension of NBS (17.8 g;100 mmol) in hexane (50 ml) followed by HClO4 (70percent solutionin H2O; 0.7 ml; 5 molpercent) addition. The reaction mixturewas stirred at room temperature for 24 h and than K2CO3(200 mg) was added. Reaction mixture was filtrated, solidswere washed with hexane. Organic phases were concentrated, and residue was distilled in vacuo. Yield is 89percent.3-bromothiophene (16.3 g;100 mmol) was added to a suspension of NBS (17.8 g;100 mmol) in hexane (50 ml) followed by HClO4 (70percent solutionin H2O; 0.7 ml; 5 molpercent) addition. The reaction mixturewas stirred at room temperature for 24 h and than K2CO3(200 mg) was added. Reaction mixture was filtrated, solids were washed with hexane. Organic phases were concentrated, and residue was distilled in vacuo. Yield is 89percent. Found, percent: C 19.60, H 0.88, S 13.53, Br 65.88; Calcd., percent: forC4H2Br2S, C 19.86, H 0.83, S 13.25, Br 66.05. 1H NMR (400.13 MHz; CDCl3; d, ppm.): 7.24 (c, 1H); 6.90 (c, 1H).

Uses

Sulfonamide antibacterial and anti-inflammatory drugs, used for staphylococcus, streptococcus, pneumococcal and meningococcal infections; those who are allergic to sulfonamides, severe liver and kidney patients; for injection

Computed Properties

Molecular Weight:241.93
XLogP3:3.5
Hydrogen Bond Acceptor Count:1
Exact Mass:241.82235
Monoisotopic Mass:239.82440
Topological Polar Surface Area:28.2
Heavy Atom Count:7
Complexity:66.7
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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