thiophene

• ChemBase ID: 92715
• Molecular Formular: C4H4S
• Molecular Mass: 84.13956
• Monoisotopic Mass: 84.00337113
• SMILES: s1cccc1
• Canonical SMILES: c1cccs1
• InChI: InChI=1S/C4H4S/c1-2-4-5-3-1/h1-4H
• InChIKey: YTPLMLYBLZKORZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: thiophene
• IUPAC Traditional name: thiophene
• Synonyms: Thiofuran; Thiole; Thiophene; Thiacyclopentadiene; Thiophene; 硫代呋喃; 硫杂茂; 噻吩

Database IDs

• CAS Number: 110-02-1
• EC Number: 203-729-4
• MDL Number: MFCD00005413
• Beilstein Number: 103222
• Merck Index: 149353
• PubChem SID: 162079413; 24867678; 24845982; 24900115
• PubChem CID: 8030
• CHEBI ID: 30856
• CHEMBL: 278958
• Chemspider ID: 7739
• Unique Ingredient Identifier: SMB37IQ40B
• Wikipedia Title: Thiophene

CALCULATED PROPERTIES

• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 1.7536877
• LogD (pH = 7.4): 1.7536877
• Log P: 1.7536877
• Molar Refractivity: 23.1638 cm^3
• Polarizability: 8.973654 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: colorless liquid
• Melting Point: -38 °C(lit.); -38°C; -38°C
• Boiling Point: 83-85°C; 84 °C(lit.); 84°C
• Flash Point: -1 °C; -1 °C; -1.1°C; 30.2 °F; -9°C(16°F)
• Auto Ignition Point: 743 °F
• Density: 1.051; 1.051 g/mL at 25 °C(lit.); 1.051 g/mL, liquid; 1.06 g/ml; 1.066
• Refractive Index: 1.5280; 1.5287; 1.529; n20/D 1.529; n20/D 1.529(lit.)
• Vapor Pressure: 40 mm Hg at 12.5 °C; 40 mmHg ( 12.5 °C)
• Vapor Density: 2.9 (vs air)
• Viscosity: 0.8712 cP at 0.2 °C; 0.6432 cP at 22.4 °C

Safety Information

• Storage Condition: Room Temperature (15-30°C)
• Storage Warning: Irritant/Highly Flammable
• RTECS: XM7350000
• European Hazard Symbols: Flammable (F); Toxic (T); X; Harmful (Xn)
• UN Number: 2414; UN2414
• German water hazard class: 3
• Hazard Class: 3
• Packing Group: 2; II
• Australian Hazchem: 3WE
• Risk Statements: 11-20/21/22-36/38-52/53; 11-20/22-37/38-41; 11-22-37/38-41; 45-46-11-20/22-37/38-41; R:11-22-36/37/38
• Safety Statements: 16-26-29-33-36/37-61; 26-36; 53-16-26-39-45; S:16-25-26-29-36/37/39; S:16-25-26-36/37/39
• EU Classification: F1
• EU Hazard Identification Number: 3B
• Emergency Response Guidebook(ERG) Number: 130
• TSCA Listed: 是
• GHS Pictograms: GHS02; GHS05; GHS06; GHS08
• GHS Signal Word: Danger
• NFPA704:
  

  3

  2
• Explode Limits: 12.5 %
• GHS Hazard statements: H225-H301-H311-H332-H315-H319-H402-H412; H225-H302-H315-H318-H331-H335; H225-H302-H315-H318-H331-H335-H340-H350
• GHS Precautionary statements: P201-P210-P261-P280-P305 + P351 + P338-P311; P210-P261-P280-P305 + P351 + P338-P311; P210-P301+P310-P303+P361+P353-P305+P351+P338-P361-P405-P501A
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 2414 3/PG 2

Product Information

• Purity: ≥99%; ≥99.5% (GC); 99%
• Grade: analytical standard
• Packaging: ampule of 1000 mg
• Impurities: ~0.2% benzene
• Shelf Life: (limited shelf life, expiry date on the label)
• Empirical Formula (Hill Notation): C4H4S

DETAILS

MP Biomedicals - 02156884

1 ml = approx. 1.06 g

MP Biomedicals - 05218761

MP Biomedicals Rare Chemical collection

Sigma Aldrich - T31801

Packaging
5, 100, 500 g in glass bottle

REFERENCES

• Metallation at the 2-position occurs readily with n-BuLi in ether (not readily in benzene). The 2,5-dilithio-derivative can be prepared in the presence of TMEDA: J. Chem. Soc., Perkin 1, 887 (1977), or with the superbasic combination of n-BuLi with KO-t-Bu: Synthesis, 316 (1988).