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3,3'-BITHIOPHENE

3,3'-BITHIOPHENE structure

CAS No:
3172-56-3
Formula:
C8H6S2
Chemical Name:
3,3'-BITHIOPHENE
Synonyms:
3,3'-Bithienyl;3,3'-DITHIENYL;3,3'-dithiophene;3,3'-BITHIOPHENE;[3,3']BITHIOPHENYL;33'-BITHIOPHENE97%;3-(3-thienyl)thiophene;3-thiophen-3-ylthiophene
Categories:
Pharmaceutical Intermediates > Heterocyclic Compound

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Description

brown powder

3,3'-BITHIOPHENE Basic Attributes

Molecular Weight：

166.26

Exact Mass：

165.991089

DSSTox ID：

DTXSID90185613

HScode：

2934999090

Characteristics

PSA：

56.5

XLogP3：

2.9

Appearance：

solid

Density：

1.2±0.1 g/cm3

Melting Point：

132-135 °C(lit.)

Boiling Point：

180°C/10mmHg(lit.)

Flash Point：

50.9±6.6 °C

Refractive Index：

1.631

Safety Information

wgk germany：

3,3'-BITHIOPHENE Use and Manufacturing

Methods of Manufacturing

3, 3'-Bithiophene (3.5 g, 21.05 mmol) was dissolved in 100 mL of 1, 2-dichloroethane, and the oxalyl chloride (1.5 mL, 17.47 mmol) was slowly added. The reaction mix was allowed to stir at 363 K for 4 days. The reaction mix was cooled and kept at 273 K overnight. Then, the mixture was filtered. Residue product was washed thoroughly by hexane. After drying, the product obtained was red solid (3.0 g, 65%). 1HNMR (d-DMSO, 400 MHz): delta 8.23 (d, 2H, J = 4.8 Hz), 7.69 (d, 2H, J = 4.8 Hz). 13C NMR (d-DMSO, 100 MHz, ): delta = 124.5, 134.9, 138.2, 142.1, 173.5. LRMS (ESI+): m/z calcd. for C10H4O2S2 [M+H]+ 221.2; found 221.1.In the two 100ml flasks was added 0.83g (5mmol) Step ((1) Synthesis of Compound 2, plusThe 50ml1, 2- dichloroethane oxalyl chloride and 0.365g (6.54mmol), was heated to 42 , refluxed for 5 days; thenOxalyl chloride was added 0.365g (6.54 mmol), refluxing was continued for 5 days; cooled to room temperature overnight, filtered, washed with a large number ofWashing, and finally washed with 100ml of ethanol, to give a red solid 0.366g, yield 30.6%.1.2 Synthesis of benzo[1, 2-b:4, 3-b']dithiophene-4, 5-dione: In the two 100ml flask 0.83g (5mmol) of synthesized Step 2 : 2-(2, 6-dibromophenyl)-lH-bisthieno[2, 3-e:3', 2'-g]benzimidazole; To a solution of

Uses

Pharmaceutical intermediates are also important intermediates for the synthesis of optoelectronic materials

Computed Properties

Molecular Weight:166.3
XLogP3:2.9
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:1
Exact Mass:165.99109254
Monoisotopic Mass:165.99109254
Topological Polar Surface Area:56.5
Heavy Atom Count:10
Complexity:99.8
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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