Bis(pinacolato)diborane

HCID 2733548CAS 73183-34-3
부분 구조 검색유사 구조 찾기

기본 정보

표준 SMILES
CC1(C)OB(B2OC(C)(C)C(C)(C)O2)OC1(C)C
InChIKey
IPWKHHSGDUIRAH-UHFFFAOYSA-N
분자식
C12H24B2O4
평균 분자량
253.9 g/mol
단동위원소 질량
254.18607005

개요

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.

이름 및 식별자

우선 이름
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
영어명
Bis(pinacolato)diboron
분자식
C12H24B2O4
분자량
253.94

이름 및 동의어

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
이름 더 보기
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

데이터베이스 식별자

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

물성

구조 계산 물성

극성 표면적
36.9 Ų
수소 결합 공여자 수
0
수소 결합 수용자 수
4
회전 가능 결합 수
1
무거운 원자 수
18

실험 및 물리화학적 성질

Chemical ClassesMetals -> Metalloid Compounds (Boron)
Physical DescriptionColorless solid; [Merck Index]

물리화학적 성질

녹는점
137 · 137-140 °C(lit.)
끓는 점
222.6 · 222.6±7.0 °C(Predicted)
밀도
0.98 · 0.98
저장 조건
Keep in dark place,Sealed in dry,Room Temperature
용해도
클로로포름(약간 용해됨), 메탄올(약간 용해됨)
물리적 상태
분말

화학적 성질

Bis(pinacolato)diboron is a white crystal powder, It is commonly used coupling reagent.

안전 및 규제

GHS 분류

GHS Classification · 5건

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.

유해성 정보

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%)

안전 데이터

wgk
3
tsca
No
HS 번호
29349990
risk_code
36/37/38-20/21/22
hazard_code
Xi,Xn
safety_code
26-37/39-36-24/25

화학 및 산업

용도 및 제조

UsesUsed as a boron source in organic syntheses; [Merck Index]
응용 분야 · 2건

용도Bis(pinacolato)diboron is used as a condensation agent in the preparation poly(arylene)s. Bis(pinacolato)diboron is an organoboranate with potential use as matrix metallo-proteinase (MMP-2) inhibitor.

일반 설명Bis(pinacolato)diboron or (B2pin2) is the most commonly used diborane reagent in organic synthesis due to its high stability in air and moisture. It can be synthesized by treating tetrakis(dimethylamino)diboron with pinacol in acidic conditions.

상·하류 제품 정보

공급사50 곳

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]

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