tert-Butoxy bis(dimethylamino)methane (HCID 79885)

이름 및 식별자

우선 이름: tert-Butoxy bis(dimethylamino)methane
IUPAC: N,N,N',N'-tetramethyl-1-[(2-methylpropan-2-yl)oxy]methanediamine
영어명: tert-Butoxy bis(dimethylamino)methane
분자식: C9H22N2O
분자량: 174.28

이름 및 동의어

5815-08-7tert-Butoxy bis(dimethylamino)methaneTert-Butoxybis(Dimethylamino)MethaneBredereck's reagentBREDERECK REAGENTJEJ0U558F7EINECS 227-383-9bis(dimethylamino)-tert-butyloxymethaneUNII-JEJ0U558F7BREDERECK'S REAGENT [MI]DTXSID00206888tert-butoxy-N,N,N',N'-tetramethylmethanediamine

이름 더 보기

T-BUTOXYBIS(DIMETHYLAMINO)METHANE5815/8/7BUTOXYBIS(DIMETHYLAMINO)METHANEtert-Butoxy bis(dimethylamino)methane technicalBredereck'sreagenBREDERECKS REAGENT

1-tert-Butoxy-N,N,N',N'-tetramethylmethylenediamine1-(1,1-DIMETHYLETHOXY)-N,N,N',N'-TETRAMETHYLMETHANEDIAMINERefChem:188169DTXCID301293791-tert-butoxy-n,n,n',n'-tetramethylmethanediamine[(tert-butoxy)(dimethylamino)methyl]dimethylamineMFCD00042858N,N,N',N'-tetramethyl-1-[(2-methylpropan-2-yl)oxy]methanediamine

데이터베이스 식별자

CAS: 5815-08-7
PubChem CID: 79885
DTXSID: DTXSID00206888
UNII: JEJ0U558F7
EC Number: 227-383-9
Nikkaji: J218.073A

물성

구조 계산 물성

XLogP: 1.4
극성 표면적: 15.7 Å²
수소 결합 공여자 수: 0
수소 결합 수용자 수: 3
회전 가능 결합 수: 4
무거운 원자 수: 12
형식 전하: 0
복잡도: 119

물리화학적 성질

끓는 점: 50 · 50-55 °C/15 mmHg (lit.)
밀도: 0.844 g/mL · 0.844 g/mL at 25 °C (lit.)
굴절률: 20 · n20/D 1.422(lit.)
인화점: 106 °F · 106 °F
저장 조건: -20 °C · Sealed in dry,Store in freezer, under -20°C
용해도: 클로로포름(약간 용해됨), DMSO(약간 용해됨), 메탄올(약간 용해됨)
산도 계수 (pKa): 5.46 · 5.46±0.38(Predicted)
물리적 상태: 액체
색상: 맑은 연한 노란색
Specific Gravity: 0.844 · 0.844
BRN: 1901973 · 1901973
안정성: 흡습성
InChI: InChI=1S/C9H22N2O/c1-9(2,3)12-8(10(4)5)11(6)7/h8H,1-7H3
InChIKey: HXRAMSFGUAOAJR-UHFFFAOYSA-N
SMILES: C(OC(C)(C)C)(N(C)C)N(C)C

화학적 성질

Clear pale yellow liquid

안전 및 규제

GHS 분류

GHS Classification · 5건

Warning

H226 (100%): Flammable liquid and vapor [Warning Flammable liquids]；H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]；H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]；H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

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 65 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.；Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

유해성 정보

Regulatory InformationMethanediamine, 1-(1,1-dimethylethoxy)-N,N,N',N'-tetramethyl-: Does not have an individual approval but may be used under an appropriate group standard

Hazard Classes and CategoriesFlam. Liq. 3 (100%)；Skin Irrit. 2 (100%)；Eye Irrit. 2 (100%)；STOT SE 3 (100%)

규제 정보

Regulatory InformationMethanediamine, 1-(1,1-dimethylethoxy)-N,N,N',N'-tetramethyl-: Does not have an individual approval but may be used under an appropriate group standard

안전 데이터

wgk: 3
ridadr: UN 1993 3/PG 3
HS 번호: 29221990
risk_code: 10-36/37/38
hazard_code: Xi,F
safety_code: 26
포장분류: III
위험 등급: 3
F 고인화성물질: 10
Hazard Classifications: Eye Irrit. 2Flam. Liq. 3Skin Irrit. 2STOT SE 3
스토리지 클래스: 3 - Flammable liquids

화학 및 산업

응용 분야 · 2건

개요Bredereck's reagent, chemically known as tert-Butoxy bis(dimethylamino)methane, is a versatile reagent. It can be used for a-methylation, a-methylenation, and a-amidation of multiple carbonyl systems or compounds with active CH groups. The advantage is the in situ generation of strongly basic alkanes (t-BuO-) and the generation of the corresponding iminium ions by thermal decomposition. After the Mannich reaction of the carbonyl substrate with the in situ generated iminium ion, the dimethylamine is eliminated from the adduct B- in the final step to give the condensation product, which can be converted into various types of compounds.

용도Reactant for:• ;Preparation of pyrroloquinazolines as photochemotherapeutic agents1• ;Enanatioslective formal synthesis of the Cinchona alkaloid quinine via stereoselective intermolecular radical addition2• ;Synthesis of camptothecin via intramolecular isomuenchnone cycloaddition reaction3• ;Aminomethylenation reactions4