Acetic acid, 2-(triphenylphosphoranylidene)-, methyl ester (HCID 17453)

名称と識別子

優先名称: Acetic acid, 2-(triphenylphosphoranylidene)-, methyl ester
IUPAC: methyl 2-(triphenyl-λ5-phosphanylidene)acetate
現地名: (トリフェニルホスホラニリデン)酢酸メチル
英語名: Methyl (triphenylphosphoranylidene)acetate
分子式: C21H19O2P
分子量: 334.35

名称と別名

2605-67-6Methyl (triphenylphosphoranylidene)acetate(Carbomethoxymethylene)triphenylphosphoraneAcetic acid, (triphenylphosphoranylidene)-, methyl ester(Triphenylphosphoranylidene)acetic acid methyl esterMethyl triphenylphosphoranylideneacetateTriphenyl(carbomethoxymethylene)phosphoraneAcetic acid, 2-(triphenylphosphoranylidene)-, methyl esterEINECS 220-018-4((Methoxycarbonyl)methylene)triphenylphosphorane[(Methoxycarbonyl)methylene]triphenylphosphoraneNSC 117573

名称をさらに表示

(トリフェニルホスホラニリデン)酢酸メチル2-オキソ-2-メトキシエチリデントリフェニルホスホラン2-(トリフェニルホスホラニリデン)酢酸メチルトリフェニルホスフィニデン酢酸メチルトリフェニルホスホラニリデン酢酸メチルトリフェニル(2-オキソ-2-メトキシエチリデン)ホスホラン(メトキシカルボニルメチレン)トリフェニルホスホラン2-(トリフェニルホスフィニデン)酢酸メチル(カルボメトキシメチレン)トリフェニルホスホラン(トリフェニル-λ5-ホスファニリデン)メチルアセタート酢酸(トリフェニルホスホラニリデン)メチル(METHOXYCARBONYLMETHYLENE)TRIPHENYLPHOSPHORANEmethyl 2-(triphenyl-λ-phosphanylidene)acetateCMETPPAURORA KA-874idene)acetatemethyl 2-(triphenyl-Aceticacid,(triphenylphosphoranylideneMethyl (triphenylphosphoranylidene)acet

NSC 407395DTXSID6062549RefChem:552122DTXCID5037440220-018-4InChI=1/C21H19O2P/c1-23-21(22)17-24(18-11-5-2-6-12-18,19-13-7-3-8-14-19)20-15-9-4-10-16-20/h2-17H,1HMethyl 2-(triphenylphosphoranylidene)acetateCARBOMETHOXYMETHYLENE TRIPHENYLPHOSPHORANE

データベース識別子

CAS: 2605-67-6
PubChem CID: 17453
DTXSID: DTXSID6062549
ChEMBL: CHEMBL1715161
UNII: D9MZ753Q8K
EC Number: 220-018-4
Nikkaji: J24.865G

物性

構造計算による物性

XLogP: 4
極性表面積: 26.3 Å²
水素結合供与体数: 0
水素結合受容体数: 2
回転可能結合数: 5
重原子数: 24
形式電荷: 0
複雑度: 400

実験および物理化学的性質

SpringerMaterials PropertiesCrystal structure

物理化学的性質

融点: 168 · 168-172 °C (lit.)
沸点: 165 · 165~170℃
比重(密度): 1.17 · 1.17±0.1 g/cm3(Predicted)
貯蔵温度: Keep in dark place,Sealed in dry,Room Temperature
溶解性: アセトニトリル（微量）、クロロホルム（微量）
外見: 粉
色: ホワイトからオフホワイト
水溶解度: 不溶性
BRN: 618430 · 618430
InChI: InChI=1S/C21H19O2P/c1-23-21(22)17-24(18-11-5-2-6-12-18,19-13-7-3-8-14-19)20-15-9-4-10-16-20/h2-17H,1H3
InChIKey: NTNUDYROPUKXNA-UHFFFAOYSA-N
SMILES: C(OC)(=O)C=P(C1=CC=CC=C1)(C1=CC=CC=C1)C1=CC=CC=C1
CAS データベース: 2605 · 2605-67-6(CAS DataBase Reference)
EPAの化学物質情報: Acetic acid, (triphenylphosphoranylidene)-, methyl ester (2605-67-6)

化学的性質

化学的特性white to off-white powder

安全と法規制

GHS分類

GHS Classification · 5 件

This chemical does not meet GHS hazard criteria for 50% (2 of 4) of reports.

Danger

H301 (50%): Toxic if swallowed [Danger Acute toxicity, oral]

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

Aggregated GHS information provided per 4 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

危険有害性情報

Regulatory Information · 2 件

Chemical: Acetic acid, (triphenylphosphoranylidene)-, methyl ester

Status: Active Update: 21-05-2019 https://echa.europa.eu/registration-dossier/-/registered-dossier/28364

Hazard Classes and CategoriesAcute Tox. 3 (50%)

安全データ

wgk: 3
tsca: TSCA listed
hs_code: 29319090
risk_code: 36/37/38-25
hazard_code: T,Xi
hazard_note: Irritant
safety_code: 22-24/25-36-26
ストレージクラス: 11 - Combustible Solids

化学と産業

用途と製造

General Manufacturing InformationAcetic acid, 2-(triphenylphosphoranylidene)-, methyl ester: ACTIVE

応用分野 · 2 件

用途有機合成原料。

使用(Methoxycarbonylmethylene)triphenylphosphorane is used in olefination reactions. Wittig reagent for the two-carbon homologation of aldehydes to α,β-unsaturated esters. it undergoes the Wittig reaction with aldehydes to give substituted methyl acrylates. used in an efficient synthesis of pyrazoles via reaction with methyl diazoacetate in the presence of triethylamine. It is used in the preparation of (triphenylphosphoranylidene)-ketene. The Wittig reaction we performed in class involved the reaction of 2-nitrobenzaldehyde (1) with methyl (triphenylphosphoranylidene) acetate (2) to produce methyl (2E)-3-(2-nitrophenyl) acrylate (3) with a triphenylphosphine oxide (4) side product, and took place in a silica gel matrix to ensure even product dispersion for chromatography.

調製方法

純化方法Crystallise it by dissolving in it AcOH and adding pet ether (b 40-50o) to give colourless plates. UV max (A 1mm ): 222nm (865) and 268nm (116) [Isler et al. Helv Chim Acta 40 1242 1957]. [Beilstein 16 IV 977.]