1-クロロ-N,N,2-トリメチルプロペニルアミン

1-Chloro-N,N-2-trimethylpropenylamine

HCID 640792CAS 26189-59-3

部分構造検索類似構造を探す

基本情報

標準SMILES: CC(C)=C(Cl)N(C)C
InChIKey: GQIRIWDEZSKOCN-UHFFFAOYSA-N
分子式: C6H12ClN
平均分子量: 133.62 g/mol
単同位体質量: 133.06582706

名称と識別子

優先名称: 1-Chloro-N,N-2-trimethylpropenylamine
IUPAC: 1-chloro-N,N,2-trimethylprop-1-en-1-amine
現地名: 1-クロロ-N,N,2-トリメチルプロペニルアミン
英語名: 1-Chloro-N,N,2-trimethylpropenylamine
分子式: C6H12ClN
分子量: 133.62

名称と別名

1-chloro-n,n-2-trimethylpropenylamineRefChem:43145826189-59-31-Chloro-N,N,2-trimethylpropenylamine1-chloro-N,N,2-trimethylprop-1-en-1-amineMFCD008005621-Chloro-N,N,2-trimethyl-1-propenylamine1-chloro-N,N,2-trimethyl-1-propen-1-amine(1-chloro-2-methylprop-1-en-1-yl)dimethylamine1-propen-1-amine, 1-chloro-N,N,2-trimethyl-Ghosez's reagent;1-chloro-N,N,2-trimethyl-prop-1-en-1-amine

名称をさらに表示

1-クロロ-N,N,2-トリメチルプロペニルアミン1‐クロロ‐N,N,2‐トリメチルプロペニルアミン1-クロロ-N,N,2-トリメチル-1-プロペニルアミンGhosez′s reagentTETRAMETHYL-ALPHA-CHLORENAMINE1-Chloro-N,N,2-trimethyl-1-propenylamin(1-CHLORO-2-METHYLPROPENYL)DIMETHYLAMINE1-chloride-N, N, 2-trimethyl-1-acrylamine1-Chloro-N,N,2-trimethylpropenylamine ,98%

1-Chloro-N,N-2-trimethylpropenylamine (>90%)Ghosez's reagent1-Chloro-N,N-2-trimethylpropenylamine;1-Chloro-N,N,2-trimethylprop-1-en-1-amine;1-Chloro-N,N-dimethyl-2-methyl-1-propenylamine;1-Chloro-N,N-dimethyl-2-methylprop-1-en-1-amine;N-(1-Chloro-2-methylprop-1-enyl)-N,N-dimethylamine;Ghosezs reagent

データベース識別子

CAS: 26189-59-3
PubChem CID: 640792
DTXSID: DTXSID30348806
EC Number: 629-420-8
Nikkaji: J856.154K

物性

構造計算による物性

XLogP: 2.7
極性表面積: 3.2 Å²
水素結合供与体数: 0
水素結合受容体数: 1
回転可能結合数: 1
重原子数: 8
形式電荷: 0
複雑度: 101

物理化学的性質

沸点: 129 · 129-130 °C(lit.)
比重(密度): 1.01 g/mL · 1.01 g/mL at 25 °C(lit.)
屈折率: 20 · n20/D 1.453(lit.)
闪点: 80 °F · 80 °F
貯蔵温度: 2 · 2-8°C
溶解性: クロロホルム（少量）、メタノール（少量）
外見: 液体
酸解離定数(Pka): 4.27 · 4.27±0.70(Predicted)
色: 無色～黄色
安定性: 吸湿性、感湿性、溶液中で不安定
InChI: 1S/C6H12ClN/c1-5(2)6(7)8(3)4/h1-4H3
InChIKey: GQIRIWDEZSKOCN-UHFFFAOYSA-N
SMILES: CN(C)\C(Cl)=C(\C)C

化学的性質

化学的特性Colorless to yellow liquid

安全と法規制

GHS分類

GHS Classification · 4 件

Danger

H226 (100%): Flammable liquid and vapor [Warning Flammable liquids]

P210, P233, P240, P241, P242, P243, P260, P264, P264+P265, P280, P301+P330+P331, P302+P361+P354, P303+P361+P353, P304+P340, P305+P354+P338, P316, P317, P321, P363, P370+P378, P403+P235, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 72 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

危険有害性情報

Hazard Classes and CategoriesFlam. Liq. 3 (100%)

安全データ

wgk: 3
ridadr: UN 2734 8/PG 1
hs_code: 29211990
risk_code: 10-34
消防法: 危-4-2-III
hazard_code: C
safety_code: 16-26-36/37/39-45
hazard_class: 8, 3
Hazard Classifications: Flam. Liq. 3Skin Corr. 1B
ストレージクラス: 3 - Flammable liquids

化学と産業

応用分野 · 1 件

使用1-Chloro-N,N,2-trimethyl-1-propenylamine is an acid halogenation reagent developed by Ghosez, that enables the conversion of carboxylic acids into the corresponding chlorides under strictly neutral conditions. This method was successfully used in the total synthesis of caloporoside, roseophilin, (-)-enniatin B, (±)-epimeloscine and (±)-meloscine.

調製方法 · 1 件

製造方法1-chloro-N,N,2-trimethylpropenylamine is conveniently prepared by the reaction of N,N,2- trimethylpropanamide with Phosgene followed by dehydrochlorination of the intermediate α-chloroiminium chloride (eq 1).[1,2] Recent unpublished results of our laboratory have shown that Phosphorus Oxychloride or dior triphosgene can also be used for the preparation of TMCE.