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

名称と識別子

優先名称: tert-Butoxy bis(dimethylamino)methane
IUPAC: N,N,N',N'-tetramethyl-1-[(2-methylpropan-2-yl)oxy]methanediamine
現地名: tert-ブトキシビス(ジメチルアミノ)メタン
英語名: tert-Butoxy bis(dimethylamino)methane
分子式: C9H22N2O
分子量: 174.28

名称と別名

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

名称をさらに表示

α-tert-ブトキシ-N,N,N',N'-テトラメチルメタンジアミンN,N,N',N'-テトラメチル(tert-ブトキシ)メタンジアミンN,N,N',N'-テトラメチル(tert-ブチルオキシ)メタンジアミンtert-ブトキシ-N,N,N',N'-テトラメチルメタンジアミンtert-ブトキシビス(ジメチルアミノ)メタンビス(ジメチルアミノ)(tert-ブトキシ)メタンα-(1,1-ジメチルエトキシ)-N,N,N',N'-テトラメチルメタンジアミンN,N,N',N'-テトラメチル-tert-ブトキシメタンジアミンBredereck試薬[(tert-ブチルオキシ)メチレン]ビス(N,N-ジメチルアミン)N,N,N',N'-テトラメチル-α-tert-ブトキシメタンジアミンTERT‐ブトキシビス(ジメチルアミノ)メタンT-ブトキシビス(ジメチルアミノ)メタンTERT-ブトキシビス(ジメチルアミノ)メタンN,N,N′,N′-テトラメチル(tert-ブチルオキシ)メタンジアミンN,N,N′,N′-テトラメチル(tert-ブトキシ)メタンジアミンN,N,N′,N′-テトラメチル-tert-ブトキシメタンジアミンN,N,N′,N′-テトラメチル-α-tert-ブトキシメタンジアミンtert-ブトキシ-N,N,N′,N′-テトラメチルメタンジアミンα-tert-ブトキシ-N,N,N′,N′-テトラメチルメタンジアミン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

データベース識別子

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

物性

構造計算による物性

XLogP: 1.4
極性表面積: 15.7 Å²
水素結合供与体数: 0
水素結合受容体数: 3
回転可能結合数: 4
重原子数: 12
形式電荷: 0
複雑度: 119

物理化学的性質

沸点: 50 · 50-55 °C/15 mmHg (lit.)
比重(密度): 0.844 g/mL · 0.844 g/mL at 25 °C (lit.)
屈折率: 20 · n20/D 1.422(lit.)
闪点: 106 °F · 106 °F
貯蔵温度: -20 °C · Sealed in dry,Store in freezer, under -20°C
溶解性: Chloroform (Sparingly), DMSO (Sparingly), Methanol (Slightly)
酸解離定数(Pka): 5.46 · 5.46±0.38(Predicted)
外見: 液体
色: 澄んだ薄黄色
比重: 0.844 · 0.844
BRN: 1901973 · 1901973
安定性: Hygroscopic
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
CAS データベース: 5815 · 5815-08-7(CAS DataBase Reference)

化学的性質

化学的特性Clear pale yellow liquid

安全と法規制

GHS分類

GHS Classification · 5 件

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.

危険有害性情報

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%)

法規制情報

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

安全データ

F: 10
wgk: 3
ridadr: UN 1993 3/PG 3
hs_code: 29221990
risk_code: 10-36/37/38
消防法: 危-4-2-III
hazard_code: Xi,F
safety_code: 26
hazard_class: 3
packing_group: III
Hazard Classifications: Eye Irrit. 2Flam. Liq. 3Skin Irrit. 2STOT SE 3
ストレージクラス: 3 - Flammable liquids

化学と産業

応用分野 · 2 件

説明Bredereck'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.

使用Reactant 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