3D Mol Similar

4,4'-DI-TERT-BUTYLBIPHENYL

: Iupac Name：1-tert-butyl-4-(4-tert-butylphenyl)benzene; CAS No.: 1625-91-8; Molecular Weight：266.428; Modify Date.: 2022-11-22 21:28; Introduction:
4,4'-DI-TERT-BUTYLBIPHENYL, with the chemical formula C20H28 and CAS registry number 1625-91-8, is a compound known for its applications in various industries. This compound is a white crystalline solid, characterized by its tert-butyl functional groups attached to both phenyl rings. It is commonly used as a stabilizer in polymers and plastics, providing enhanced thermal and UV stability. Additionally, 4,4'-DI-TERT-BUTYLBIPHENYL is utilized as a high-temperature lubricant additive, improving the performance and longevity of lubricating oils. Due to its unique structure and properties, this compound is also employed in the synthesis of liquid crystals and as a building block for the preparation of other organic compounds. Overall, 4,4'-DI-TERT-BUTYLBIPHENYL plays a crucial role in various industrial processes, contributing to the development of advanced materials and technologies.
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1. Names and Identifiers

: 1.1 Name; 4,4'-DI-TERT-BUTYLBIPHENYL; 1.2 Synonyms; 1,1'-Biphenyl, 4,4'-bis(1,1-dimethylethyl)- 1-tert-butyl-4-(4-tert-butylphenyl)benzene 4,4&lsquo-Di-tert-butylbiphenyl 4,4″-Di-tert-butylbiphenyl 4,4'-Bis(2-methyl-2-propanyl)biphenyl 4,4'-DI-T-BUTYLBIPHENYL 4,4'-Di-tert-butyL 4,4'-Di-tert-butyl-1,1'-biphenyl 4,4'-Ditert-butyl-1,1'-biphenyl 4,4'-Di-tert-butylbiphenyl Zone Refined 4,4'-Di-tert-butylbiphenyl Zone Refined (number of passes:30) EINECS 216-615-4 MFCD00008834 TIMTEC-BB SBB007812; View all

1.3 CAS No.: 1625-91-8

1.4 CID: 74195

1.5 EINECS(EC#): 216-615-4

1.6 Molecular Formula: C20H26 (isomer)

1.7 Inchi: InChI=1S/C20H26/c1-19(2,3)17-11-7-15(8-12-17)16-9-13-18(14-10-16)20(4,5)6/h7-14H,1-6H3

1.8 InChIkey: CDKCEZNPAYWORX-UHFFFAOYSA-N

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

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

2. Properties

2.1 Density: 0.924

2.1 Melting point: 126-129℃

2.1 Boiling point: 190-192℃ (13 mmHg)

2.1 Refractive index: 1.52

2.1 Flash Point: 337.8 °C at 760 mmHg

2.1 Vapour Pressure: 0.0±0.3 mmHg at 25°C

2.2 Precise Quality: 266.20300

2.2 PSA: 0.00000

2.2 logP: 5.94860

2.2 Solubility: dioxane: 0.1?g/mL, clear

2.3 Appearance: Light yellow to yellow-orange Crystalline Powder

2.4 Storage: Ambient temperatures.

2.5 Chemical Properties: Powder

2.6 Color/Form: Light yellow to yellow-orange

2.7 Water Solubility: dioxane: 0.1?g/mL, clear

2.8 StorageTemp: Sealed in dry,Room Temperature

3. Safety and Handling

3.1 Risk Statements: S22-S24/25

3.1 Safety Statements: S22;S24/25

3.1 WGK Germany: 3

3.1 Safety: Safety Statements of 4,4'-Di-tert-butylbiphenyl (CAS NO.1625-91-8): 22-24/25
S22: Do not breathe dust.
S24/25: Avoid contact with skin and eyes.
WGK Germany: 3

3.2 Specification: Powder
Safety Statements:22-24/25
22:Do not breathe dust
24/25:Avoid contact with skin and eyes

4. MSDS

2.Hazard identification

2.1 Classification of the substance or mixture

no data available

2.2 GHS label elements, including precautionary statements

Pictogram(s)	no data available
Signal word	no data available
Hazard statement(s)	no data available
Precautionary statement(s)
Prevention	no data available
Response	no data available
Storage	no data available
Disposal	no data available

2.3 Other hazards which do not result in classification

no data available

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5. NMR Spectrum

ESR : CATION RADICAL, OXIDATION WITH SBCL5 IN CH2CL2

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

1625-91-8Total: 37 Synthesis Route

98-54-4 95 Suppliers

1625-91-8 32 Suppliers

Literatures:
Journal of Organic Chemistry, , vol. 62, # 2 p. 261 - 274
Yield: null

769-92-6 94 Suppliers

253185-03-4

23132-52-7 13 Suppliers

3282-56-2 18 Suppliers

1625-91-8 32 Suppliers

Literatures:
Recueil des Travaux Chimiques des Pays-Bas, , vol. 114, # 7 p. 311 - 316
Yield: ~12%

3972-65-4 146 Suppliers

1625-91-8 32 Suppliers

Literatures:
Torii, Sigeru; Tanaka, Hideo; Morisaki, Kazuo Tetrahedron Letters, 1985 , vol. 26, # 13 p. 1655 - 1658
Yield: ~99%

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7. Precursor and Product

precursor:

58377-39-2

123324-71-0

507-20-0

75-65-0

38579-34-9

115-11-7

128-37-0

92-52-4

78-83-1

98-54-4

3972-56-3

60705-72-8

3972-65-4

56-33-7

70728-93-7

35779-04-5

53692-25-4

154318-75-9

23100-93-8

769-92-6

View all

product :

58775-13-6

2052-07-5

84405-38-9

439791-57-8

58775-05-6

24620-40-4

69386-34-1

70728-92-6

70728-93-7

70728-89-1

13029-09-9

70729-04-3

13029-08-8

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8. Other Information

8.0 BRN: 2095855

8.1 Chemical Properties: Powder

8.2 Usage: It is used in the generation of 1,2-di(lithiomethyl)benzene. It is found to accept electrons from Li metal to give a radical anion which is highly effective in the conversion of alkyl halides to alkyllithiums. 4,4?-Di-tert-butylbiphenyl is used in production of homoallylic amine derivatives. It is also used in the preparation of lithium di-tert-butylbiphenylide, a radical anion, superior to sodium or lithium naphthalenides for metalation reactions. Along with lithium, 4,4?-Di-tert-butylbiphenyl catalyzes; reaction of chloromethyl ethyl ether and different carbonyl compounds to yield corresponding hydroxyethers and reductive opening of N-phenylazetidine.

8.3 Synthesis Reference(s): Tetrahedron Letters, 26, p. 1655, 1985 DOI: 10.1016/S0040-4039(00)98576-9

8.4 General Description

4,4′-Di-tert-butylbiphenyl along with lithium catalyzes:

reaction of chloromethyl ethyl ether and different carbonyl compounds to yield corresponding hydroxyethers
reductive opening of N-phenylazetidine

8.5 Mesh Entry Terms: 4,4'-di-tert-butylbiphenyl

9. Computational chemical data

Molecular Weight: 266.428g/mol
Molecular Formula: C₂₀H₂₆
Compound Is Canonicalized: True
XLogP3-AA: null
Exact Mass: 266.203450829
Monoisotopic Mass: 266.203450829
Complexity: 253
Rotatable Bond Count: 3
Hydrogen Bond Donor Count: 0
Hydrogen Bond Acceptor Count: 0
Topological Polar Surface Area: 0
Heavy Atom Count: 20
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: AAADceB4AAAAAAAAAAAAAAAAAAAAAAAAAAAwYAAAAAAAAAABQAAAGAAAAAAADgCAGAAyAIAAAACAAiBCAAACAAAgAAAIiAAAAIgIICKAERCAIAAggAAIiAcAgMAPwAAAAAAAAACAAAAAAAAAAAAAAAAAAA==