Diphenyl-(4-(4,4,5,5-tetramethyl-(1,3,2)dioxaborolan-2-yl)-phenyl)-amine (HCID 11639307)

Names & identifiers

Preferred name: Diphenyl-(4-(4,4,5,5-tetramethyl-(1,3,2)dioxaborolan-2-yl)-phenyl)-amine
IUPAC: N,N-diphenyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline
English name: N,N-Diphenyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline
Molecular formula: C24H26BNO2
Molecular weight: 371.28

Names & synonyms

Diphenyl-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-amineDiphenyl-(4-(4,4,5,5-tetramethyl-(1,3,2)dioxaborolan-2-yl)-phenyl)-amineRefChem:588867805-569-6267221-88-5N,N-diphenyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline4-(Diphenylamino)phenylboronic acid pinacol esterMFCD131957704-(Diphenylamino)benzeneboronic acid pinacol esterDiphenyl-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]amineSY1018724-(Diphenylamino)phenylboronic acid pinacol ester, 95%

Show more names

Triphenylamine-4-boronic Acid Pinacol Ester4-Boronic acid triphenylamine pinacol ester4-(diphenylamino)phenylboronic pinacol ester4-(Diphenylamino)phenylboronic acid, pinacol esterN,N-Diphenyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)N-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl-N-phen[4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]diphenylamine

SCHEMBL1702020DTXSID40469874VKSWIFGDKIEVFZ-UHFFFAOYSA-N2-[4-(Diphenylamino)phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolaneAKOS016339779AS-2448DA-07515CS-0130477

Database identifiers

CAS: 267221-88-5
PubChem CID: 11639307
DTXSID: DTXSID40469874
EC Number: 805-569-6
Nikkaji: J1.286.339J

Properties

Computed structural properties

Topological polar surface area: 21.7 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 3
Rotatable bonds: 4
Heavy atoms: 28
Formal charge: 0
Complexity: 469

Physicochemical properties

Melting point: 93 · 93-98 °C
Boiling point: 495.8 · 495.8±28.0 °C(Predicted)
Density: 1.12 · 1.12±0.1 g/cm3(Predicted)
storage temp.: 2 · under inert gas (nitrogen or Argon) at 2-8°C
form: powder to crystal
pka: -3.32 · -3.32±0.60(Predicted)
color: White to Light yellow
InChI: InChI=1S/C24H26BNO2/c1-23(2)24(3,4)28-25(27-23)19-15-17-22(18-16-19)26(20-11-7-5-8-12-20)21-13-9-6-10-14-21/h5-18H,1-4H3
InChIKey: VKSWIFGDKIEVFZ-UHFFFAOYSA-N
SMILES: C1(N(C2=CC=CC=C2)C2=CC=CC=C2)=CC=C(B2OC(C)(C)C(C)(C)O2)C=C1
UNSPSC Code: 12352103 · 12352103
NACRES: 23 · NA.23
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 332 · H332-H302
Precautionary statements: 261 · P261-P271-P304+P340-P312-P264-P270-P301+P312-P330-P501
WGK Germany: 3 · WGK 3
HS Code: 2931900090 · 2931900090
Storage Class: 11 · 11 - Combustible Solids

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H302 (50%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, P321, P330, P332+P317, P337+P317, P362+P364, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 2 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesAcute Tox. 4 (50%)

Safety data

wgk: WGK 3
hs_code: 2931900090
Signal word: Warning
Symbol(GHS): GHS07
Storage Class: 11 - Combustible Solids
Hazard statements: H332-H302
Precautionary statements: P261-P271-P304+P340-P312-P264-P270-P301+P312-P330-P501

Chemistry & industry

Applications · 2 items

Uses4-(Diphenylamino)phenylboronic acid pinacol ester may be used to synthesize 4-(2,2′ -bithiophen-5-yl)- 5-phenylpyrimidine for potential usage in the development of sensing devices for the detection of nitroaromatic explosives. It can also be used in the synthesis of oligothiophene (electron donating group) for the fabrication of dye sensitized solar cells (DSSCs).

General Description4-(Diphenylamino)phenylboronic acid pinacol ester is an aryl boronic acid ester that is majorly used in organic synthesis. It can be used in the transition metal-catalyzed Suzuki-Miyaura cross-coupling reaction due to its low toxicity and unique reactivity. It is an electron rich boronic acid ester that can also be used in protodeboronation.