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1,4-DIPHENYLBUTADIYNE

CAS：886-66-8
MW:202.256
MF：C16H10

1,4-DIPHENYLBUTADIYNE, with the chemical formula C16H10 and CAS registry number 886-66-8, is a compound known for its aromatic properties and conjugated structure. This compound consists of a butadiyne backbone with two phenyl groups attached at the 1 and 4 positions. It is a yellow crystalline solid that is insoluble in water but soluble in organic solvents. 1,4-DIPHENYLBUTADIYNE is primarily used as a building block in organic synthesis, serving as a precursor for the synthesis of various aromatic compounds. It is also utilized in the production of dyes, pigments, and pharmaceutical intermediates. Due to its conjugated structure, this compound exhibits interesting electronic and optical properties, making it of interest in materials science and electronics. Furthermore, 1,4-DIPHENYLBUTADIYNE has been studied for its potential applications in organic electronics, such as organic light-emitting diodes (OLEDs) and organic photovoltaics (OPVs). Overall, 1,4-DIPHENYLBUTADIYNE is a versatile compound with diverse applications in the fields of chemistry, materials science, and electronics.

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Names and ldentifier
Properties
Use and Manufacturing
Msds
NMR Spectrum
Other Information
Computational chemical data
Realated Product Infomation

1. Names and Identifiers

1.1 Name: 1,4-DIPHENYLBUTADIYNE

1.2 Synonyms: (4-Phenyl-1,3-butadiynyl)benzene; (4-Phenylbuta-1,3-diyn-1-yl)benzene; 1,1′-(1,3-Butadiyne-1,4-diyl)bis[benzene]; 1,1′-Buta-1,3-diyne-1,4-diyldibenzene; 1,4-Diphenyl-1,3-butadiyne; 1,4-Diphenylbut-1,3-diyne; 1,4-Diphenyldiacetylene; Benzene, 1,1′-(1,3-butadiyne-1,4-diyl)bis-; Butadiyne, diphenyl-; Diphenyl-1,3-butadiyne; Diphenylbutadiyne; Diphenyldiacetylene; NSC 529170;

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1.3 CAS No.: 886-66-8

1.4 CID: 70174

1.5 EINECS: 212-953-1

1.6 Molecular Formula: C16H10

1.7 Inchi: InChI=1S/C16H10/c1-3-9-15(10-4-1)13-7-8-14-16-11-5-2-6-12-16/h1-6,9-12H

1.8 InChkey: HMQFJYLWNWIYKQ-UHFFFAOYSA-N

1.9 Canonical Smiles: C1=CC=C(C=C1)C#CC#CC2=CC=CC=C2

1.10 Isomers Smiles: C1=CC=C(C=C1)C#CC#CC2=CC=CC=C2

2. Properties

2.1 Solubility: Insuluble (5.5E-4 g/L) (25 oC),

2.2 Appearance: White to Light yellow powder to crystal

2.3 Storage: Ambient temperatures.

2.4 Chemical Properties: white crystalline needles

2.5 Water Solubility: Sparingly soluble in water(5.5E-4 g/L) (25°C). Soluble in toluene almost transparency.

3. Use and Manufacturing

3.1 Description

1,4-DIPHENYLBUTADIYNE, with the chemical formula C16H10, has the CAS number 886-66-8. It appears as a white to light yellow crystalline powder with no odor. The basic structure of 1,4-DIPHENYLBUTADIYNE consists of a butadiyne backbone with two phenyl groups attached. This compound is insoluble in water. Safety information on 1,4-DIPHENYLBUTADIYNE is limited, and further research is needed to determine its potential hazards and risks. It is recommended to handle this chemical with caution and follow proper safety protocols when working with it.

Applicable Fields

1,4-DIPHENYLBUTADIYNE is used in various fields for different purposes. Some of the applicable fields and their mechanisms of action include:

1. Organic Synthesis: 1,4-DIPHENYLBUTADIYNE is utilized as a building block in organic synthesis reactions. It can undergo various chemical transformations to form complex organic compounds. The mechanism of action in organic synthesis involves its ability to participate in multiple bond-forming reactions, leading to the formation of new carbon-carbon bonds.

2. Material Science: This compound is used in the field of material science for the synthesis of functional materials. Its unique structure and properties make it suitable for applications such as optoelectronic devices and molecular electronics. The mechanism of action in material science involves incorporating 1,4-DIPHENYLBUTADIYNE into the desired material matrix, enhancing its performance and functionality.

3. Pharmaceutical Research: 1,4-DIPHENYLBUTADIYNE is studied in the field of pharmaceutical research for its potential therapeutic properties. It has shown promising results in various biological assays, including anticancer and antimicrobial activities. The mechanism of action in pharmaceutical research involves investigating its interactions with biological targets and understanding its mode of action.

Storage

ConditionsStore in a cool and dry place, away from direct sunlight.

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3.2 GHS Classification: Signal: Warning
GHS Hazard Statements
Aggregated GHS information provided by 26 companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
H335 (96.15%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown.

Precautionary Statement Codes
P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501

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4. MSDS

2.Hazard identification

2.1 Classification of the substance or mixture

Skin irritation, Category 2

Eye irritation, Category 2

Specific target organ toxicity \u2013 single exposure, Category 3

2.2 GHS label elements, including precautionary statements

Pictogram(s)
Signal word	Warning
Hazard statement(s)	H315 Causes skin irritation H319 Causes serious eye irritation H335 May cause respiratory irritation
Precautionary statement(s)
Prevention	P264 Wash ... thoroughly after handling. P280 Wear protective gloves/protective clothing/eye protection/face protection. P261 Avoid breathing dust/fume/gas/mist/vapours/spray. P271 Use only outdoors or in a well-ventilated area.
Response	P302+P352 IF ON SKIN: Wash with plenty of water/... P321 Specific treatment (see ... on this label). P332+P313 If skin irritation occurs: Get medical advice/attention. P362+P364 Take off contaminated clothing and wash it before reuse. P305+P351+P338 IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. P337+P313 If eye irritation persists: Get medical advice/attention. P304+P340 IF INHALED: Remove person to fresh air and keep comfortable for breathing. P312 Call a POISON CENTER/doctor/\u2026if you feel unwell.
Storage	P403+P233 Store in a well-ventilated place. Keep container tightly closed. P405 Store locked up.
Disposal	P501 Dispose of contents/container to ...

2.3 Other hazards which do not result in classification

none

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5. NMR Spectrum

13C NMR : in CDCl3

13C NMR : Predict

1H NMR : 400 MHz in CDCl3

1H NMR : Predict

IR : KBr disc

IR : nujol mull

Mass

Mass spectrum (electron ionization)

6. Synthesis Route

886-66-8Total: 405 Synthesis Route

98-81-7 13 Suppliers

886-66-8 21 Suppliers

98-80-6 426 Suppliers

886-66-8 21 Suppliers

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7. Precursor and Product

precursor:

588-73-8

637-44-5

99-90-1

103-64-0

98-81-7

932-88-7

98-80-6

932-87-6

603-11-2

536-74-3

product:

18782-55-3

891-22-5

1083-56-3

838-40-4

21917-99-7

18753-56-5

13657-49-3

886-65-7

955-83-9

25142-45-4

8. Computed Properties

Molecular Weight：202.256g/mol
Molecular Formula：C₁₆H₁₀
Compound Is Canonicalized：True
XLogP3-AA：202.078250319
Monoisotopic Mass：202.078250319
Complexity：289
Rotatable Bond Count：3
Hydrogen Bond Donor Count：0
Hydrogen Bond Acceptor Count：0
Topological Polar Surface Area：0
Heavy Atom Count：：16
Defined Atom Stereocenter Count：0
Undefined Atom Stereocenter Count：0
Defined Bond Stereocenter Count：0
Undefined Bond Stereocenter Count：0
Isotope Atom Count：0
Covalently-Bonded Unit Count：1
CACTVS Substructure Key Fingerprint：AAADccB4AAAAAAAAAAAAAAAAAAAAAAAAAAAwYAAAAAAAAAABQAAAGAAAAAAADACAGAAwAIAAAADAEiBCAAgCAAAgAAAIiAAAAIgIICKAERCAIAAggAAIiAcAgAAOAAAAAAAAAAAAAAAAAAAAAAAAAAAAAA==

9.Other Information

Usage: 1,4-Diphenylbutadiyne was used in the preparation of 7,8-dehydropurpurin dimers via two-fold Pd-catalyzed [3+2] annulation of meso-bromoporphyrin.