3-Ethynylthiophene (HCID 3548422)

Names & identifiers

Preferred name: 3-Ethynylthiophene
IUPAC: 3-ethynylthiophene
English name: 3-Ethynylthiophene
Molecular formula: C6H4S
Molecular weight: 108.16

Names & synonyms

3-Ethynylthiophene67237-53-0DTXSID70393537RefChem:279326DTXCID20344397628-793-4Thiophene, 3-ethynyl-3-Ethynyl thiopheneMFCD040399733-Ethynylthiophene, 96%SCHEMBL28839CS-W011287

Show more names

thienylacetylene3-Ethynylthiophine3-Thienylacethylene(Thien-3-yl)acetylene3-Ethynylthiophene>3-Ethynylthiophene 96%3-ETHYNYLTHIOPHENE 96

AC-7562AS-40389E0892EN300-2062973-Thienylacetylene3-Ethynyl-thiopheneAMY15559FT-0645319

Database identifiers

CAS: 67237-53-0
PubChem CID: 3548422
DTXSID: DTXSID70393537
EC Number: 628-793-4
Nikkaji: J624.401G

Properties

Computed structural properties

XLogP: 1.8
Topological polar surface area: 28.2 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 1
Rotatable bonds: 1
Heavy atoms: 7
Formal charge: 0
Complexity: 98

Physicochemical properties

Boiling point: 152 · 152-153 °C (lit.)
Density: 1.098 g/mL · 1.098 g/mL at 25 °C (lit.)
refractive index: 20 · n20/D 1.5800(lit.)
Flash point: 115 °F · 115 °F
storage temp.: 2 · Keep in dark place,Inert atmosphere,2-8°C
form: Liquid
color: Colorless to yellow to orange
Water Solubility: Slightly soluble in water.
InChI: InChI=1S/C6H4S/c1-2-6-3-4-7-5-6/h1,3-5H
InChIKey: MJHLPKWONJUCFK-UHFFFAOYSA-N
SMILES: C1SC=CC=1C#C
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 2 · GHS02,GHS05,GHS07
Signal word: Danger
Hazard statements: 226 · H226-H315-H318-H335
Precautionary statements: 210 · P210-P233-P240-P280-P303+P361+P353-P305+P351+P338
target organs: Respiratory system
PPE: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
Hazard Codes: Xi
Risk Statements: 10 · 10-37/38-41
Safety Statements: 16 · 16-26-39
RIDADR: 1993 · UN 1993 3/PG 3
WGK Germany: 3 · 3
HazardClass: 3 · 3
PackingGroup: III
HS Code: 29349990 · 29349990
Storage Class: 3 · 3 - Flammable liquids
Hazard Classifications: 1 Flam · Eye Dam. 1Flam. Liq. 3Skin Irrit. 2STOT SE 3
Limited Quantities: 5 L · 5.0 L (1.3 gallons) (liquid)
Excepted Quantities: Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L)

Safety & regulation

GHS classification

GHS Classification · 4 items

Danger

H226 (100%): Flammable liquid and vapor [Warning Flammable liquids]

P210, P233, P240, P241, P242, P243, P261, P264, P264+P265, P271, P280, P302+P352, P303+P361+P353, P304+P340, P305+P354+P338, P317, P319, P321, P332+P317, P362+P364, P370+P378, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 42 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesFlam. Liq. 3 (100%)

Safety data

PPE: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
wgk: 3
ridadr: UN 1993 3/PG 3
hs_code: 29349990
risk_code: 10-37/38-41
Signal word: Danger
Symbol(GHS): GHS02,GHS05,GHS07
hazard_code: Xi
safety_code: 16-26-39
hazard_class: 3
Storage Class: 3 - Flammable liquids
packing_group: III
target organs: Respiratory system
Hazard statements: H226-H315-H318-H335
Limited Quantities: 5.0 L (1.3 gallons) (liquid)
Excepted Quantities: Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L)
Hazard Classifications: Eye Dam. 1Flam. Liq. 3Skin Irrit. 2STOT SE 3
Precautionary statements: P210-P233-P240-P280-P303+P361+P353-P305+P351+P338

Chemistry & industry

Applications · 2 items

Uses3-Ethynylthiophene is used in preparation of benzothiazonines by rhodium-catalyzed denitrogenative annulation reactions of sulfonylaryltriazoles with thiochromones.

Uses3-Ethynylthiophene may be used in the synthesis of the following:1-(2-bromobenzyl)-4-(thiophen-3-yl)-1H-1,2,3-triazole which is obtained by heating with 2-iodophenylethylazide in the presence of copper acetate monohydrate catalyst in N-methyl-2-pyrrolidoneN-benzyl-1-phenyl-5-(thiophen-3-yl)-4-pentyn-2-amine via a multi-step reaction process[(C4H3S-3)C≡CAg]n, a polymeric compound obtained via reaction with silver nitrate in the presence of triethylamine in acetonitrile4,5-bis(thiophen-3-ylethynyl)phthalonitrile via Sonogashira cross-coupling reaction with 4,5-dichlorophthalonitrile