联硼酸频那醇酯 (HCID 2733548)

概述

Bis(pinacolato)diboron is a 1,3,2-dioxaborolane that is 4,4,5,5-tetramethyl-1,3,2-dioxaborolane in which the boron hydrogen at position 2 is replaced by a 4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl group. It is a reagent used in organic synthesis to synthesise pinacol boronic esters. It has a role as an EC 3.4.24.24 (gelatinase A) inhibitor.

名称与标识

首选名称: Bis(pinacolato)diborane
IUPAC: 4,4,5,5-tetramethyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,3,2-dioxaborolane
中文名: 联硼酸频那醇酯
英文名: Bis(pinacolato)diboron
分子式: C12H24B2O4
分子量: 253.94

名称与别名

Bis(pinacolato)diboron73183-34-3bis(pinacolato)diboraneDipinacoldiboronPinacol diboraneB2Pin2Diboron pinacol ester4,4,4',4',5,5,5',5'-Octamethyl-2,2'-bi-1,3,2-dioxaborolaneMiyaura's reagent2,2'-Bi-1,3,2-dioxaborolane, 4,4,4',4',5,5,5',5'-octamethyl-I906W26P4UCHEBI:183312

展开更多名称

双联硼联硼酸频哪醇二硼双戊酰二硼频那醇二硼联硼频那醇酯频哪醇联硼酯二硼烷吡那醇联硼酸频哪醇硼酸频哪醇酯BPINPin2B2(BPin)2B2Pin4,4,5,5-tetramethyl-2-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1,3,2-dioxaborolaneBis(pinacolate)diboron

DTXSID30369935RefChem:569258B(P)DBDTXCID40320971615-925-04,4,4',4',5,5,5',5'-Octamethyl-2,2'-bi(1,3,2-dioxaborolane)4,4,5,5-tetramethyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,3,2-dioxaborolaneMFCD00799570

数据库标识

CAS: 73183-34-3
PubChem CID: 2733548
DTXSID: DTXSID30369935
ChEBI: CHEBI:183312
UNII: I906W26P4U
EC Number: 615-925-0
Nikkaji: J698.829F

性质

结构计算性质

极性表面积: 36.9 Å²
氢键供体: 0
氢键受体: 4
可旋转键: 1
重原子: 18
形式电荷: 0
复杂度: 286

实验与物化性质

Chemical ClassesMetals -> Metalloid Compounds (Boron)

Physical DescriptionColorless solid; [Merck Index]

物理化学性质

熔点: 137 · 137-140 °C(lit.)
沸点: 222.6 · 222.6±7.0 °C(Predicted)
密度: 0.98 · 0.98
储存条件: Keep in dark place,Sealed in dry,Room Temperature
溶解度: Chloroform (Slightly), Methanol (Slightly)
形态: Powder or Platelets
颜色: White
水溶解性: Soluble in tetrahydrofuran, dichloromethane, toluene, hexane and heptane. Insoluble in water.
敏感性: moisture sensitive
Merck: 14 · 14,1300
BRN: 7703552 · 7703552
InChI: InChI=1S/C12H24B2O4/c1-9(2)10(3,4)16-13(15-9)14-17-11(5,6)12(7,8)18-14/h1-8H3
InChIKey: IPWKHHSGDUIRAH-UHFFFAOYSA-N
SMILES: O1C(C)(C)C(C)(C)OB1B1OC(C)(C)C(C)(C)O1
CAS 数据库: 73183 · 73183-34-3(CAS DataBase Reference)

安全与法规

GHS分类

GHS Classification · 5 条

This chemical does not meet GHS hazard criteria for 67.3% (107 of 159) of all reports.

Danger

H302 (14.5%): Harmful if swallowed [Warning Acute toxicity, oral]

P260, P261, P264, P264+P265, P270, P271, P272, P280, P301+P317, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P351+P338, P305+P354+P338, P316, P317, P319, P321, P330, P332+P317, P333+P317, P337+P317, P362+P364, P363, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 159 reports by companies from 17 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

危害信息

Regulatory InformationStatus: Active Update: 20-01-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/10449

Hazards SummaryA skin and strong eye irritant; [Alfa Aesar MSDS]

Hazard Classes and CategoriesAcute Tox. 4 (14.5%)

安全数据

wgk: 3
tsca: No
hazard_note: Irritant
危险等级: IRRITANT, IRRITANT-HARMFUL, KEEP COLD
存储类别: 11 - Combustible Solids
安全说明: 26-37/39-36-24/25
海关编码: 29349990
危险品标志: Xi,Xn
危险类别码: 36/37/38-20/21/22

化学与工业

用途与制造

UsesUsed as a boron source in organic syntheses; [Merck Index]

应用领域 · 3 条

概述联硼酸频那醇酯呈白色至灰白色粉末状，主要用于有机合成中。

用途用于构造四甲基吡咯烷硝基氧支架，以通过 Suzuki 偶联反应合成顺磁性杂环化合物；用于铂催化乙炔和烯烃顺式邻二硼化反应；用于钯催化芳香烃的硼化反应；用作钯催化 1,6-烯炔环化生成高烯丙基烷基硼酸酯的新型反应的底物

用途用于乙炔和石蜡（铂催化）的顺式-连位硼化试剂；钯催化的芳香族化合物的硼化。钯催化的1,6-烯炔的环化生成高烯烷基硼酸盐（homoallylic alkylboronates）反应中的底物。

试剂价格

HY-79444 · 5 g: 联硼酸频那醇酯Bis(pinacolato)diborane — 100元
HY-79444 · 10 mM * 1 mLin DMSO: 联硼酸频那醇酯Bis(pinacolato)diborane — 110元

供应商50 家

国药集团化学试剂有限公司86-21-63210123 · [email protected]

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]

上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]

杭州品高化工有限公司0571-87658025 · [email protected]

INTATRADE GmbH+49 3493/605464 · [email protected]

关联笔记

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联硼酸频那醇酯

基本信息

概述