2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (HCID 5017741)

Names & identifiers

Preferred name: 2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
IUPAC: 4,4,5,5-tetramethyl-2-propan-2-yloxy-1,3,2-dioxaborolane
English name: 2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
Molecular formula: C9H19BO3
Molecular weight: 186.06

Names & synonyms

61676-62-82-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolaneDTXSID20407552Isopropoxy 4,4,5,5-tetramethyl-1,3,2-dioxaborolaneRefChem:473860DTXCID70358404612-189-2Isopropoxyboronic acid pinacol ester4,4,5,5-tetramethyl-2-(propan-2-yloxy)-1,3,2-dioxaborolaneMFCD001922414,4,5,5-tetramethyl-2-propan-2-yloxy-1,3,2-dioxaborolanePINBOP

Show more names

Isopropyl pinacol borateIsopropoxyboronic acidIsopropoxyboronic acid pinacolsopropoxyboronic acid pinacol esterAKOS BRN-0268-1,3,2-dioxa-boroLIsopropoxyboronic aTriazolam Impurity 5Isopropoxyboronic aci

C9H19BO3isopropoxyboronic acid, pinacol ester2-ISOPROPOXY-4,4,5,5-DIMETHYL-1,3,2-DIOXABOROLANE1,3,2-Dioxaborolane, 4,4,5,5-tetramethyl-2-(1-methylethoxy)-2-iso-propoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane4,4,5,5-Tetramethyl-2-[(propan-2-yl)oxy]-1,3,2-dioxaborolaneIsopropylpinacolylborateSCHEMBL9839

Database identifiers

CAS: 61676-62-8
PubChem CID: 5017741
DTXSID: DTXSID20407552
UNII: N8EBT474A2
EC Number: 612-189-2
Nikkaji: J1.428.798A

Properties

Computed structural properties

Topological polar surface area: 27.7 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 3
Rotatable bonds: 2
Heavy atoms: 13
Formal charge: 0
Complexity: 173

Physicochemical properties

Boiling point: 73 °C15 · 73 °C15 mm Hg(lit.)
Density: 0.912 g/mL · 0.912 g/mL at 25 °C(lit.)
refractive index: 20 · n20/D 1.409(lit.)
Flash point: 109 °F · 109 °F
storage temp.: 2 · Inert atmosphere,2-8°C
solubility: Chloroform (Slightly), Methanol (Slightly)
form: Liquid
Specific Gravity: 0.912 · 0.912
color: Colorless
Water Solubility: Soluble in water.
Sensitive: Moisture Sensitive
BRN: 1906370 · 1906370
InChI: InChI=1S/C9H19BO3/c1-7(2)11-10-12-8(3,4)9(5,6)13-10/h7H,1-6H3
InChIKey: MRWWWZLJWNIEEJ-UHFFFAOYSA-N
SMILES: O1C(C)(C)C(C)(C)OB1OC(C)C
CAS DataBase Reference: 61676 · 61676-62-8(CAS DataBase Reference)
UNSPSC Code: 12352103 · 12352103
NACRES: 22 · NA.22
Symbol(GHS): 2 · GHS02,GHS07
Signal word: Warning
Hazard statements: 226 · H226-H315-H319-H335
Precautionary statements: 210 · P210-P233-P240-P241-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 · 10-36/37/38
Safety Statements: 16 · 16-26-36
RIDADR: 1993 · UN 1993 3/PG 3
WGK Germany: 3 · 3
HazardClass: 3 · 3
PackingGroup: III
HS Code: 29209090 · 29209090
Storage Class: 3 · 3 - Flammable liquids
Hazard Classifications: 2 Flam · Eye Irrit. 2Flam. Liq. 3Skin Irrit. 2STOT SE 3
REACH Registrations: Active
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

Warning

H226 (99.4%): 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+P351+P338, P319, P321, P332+P317, P337+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 164 reports by companies from 15 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory InformationStatus: Active Update: 05-03-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/22774

Hazard Classes and CategoriesFlam. Liq. 3 (99.4%)

Safety data

PPE: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
wgk: 3
ridadr: UN 1993 3/PG 3
hs_code: 29209090
risk_code: 10-36/37/38
Signal word: Warning
Symbol(GHS): GHS02,GHS07
hazard_code: Xi
safety_code: 16-26-36
hazard_class: 3
Storage Class: 3 - Flammable liquids
packing_group: III
target organs: Respiratory system
Hazard statements: H226-H315-H319-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)
REACH Registrations: Active
Hazard Classifications: Eye Irrit. 2Flam. Liq. 3Skin Irrit. 2STOT SE 3
Precautionary statements: P210-P233-P240-P241-P303+P361+P353-P305+P351+P338

Chemistry & industry

Applications · 2 items

Uses2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane can be used as a reagent to borylate arenes and to prepare fluorenylborolane.It can also be used in the synthesis of following intermediates for generating conjugated copolymers:9,9-Dioctyl-2,7-bis(4,4,5,5-tetramethyl1,3,2-dioxaborolane-2-yl)dibenzosilole.3,9-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5,11-di(1-decylundecyl)indolo[3,2-b]carbazole.2,7-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9,9-dioctylfluorene.2,7-Bis(4′,4′,5′,5′-tetramethyl-1′,3′,2′-dioxaborolan-2′-yl)-N-9′′-heptadecanylcarbazole.

Usessuzuki reaction