Diethyl benzylphosphonate (HCID 14122)

名称と識別子

優先名称: Diethyl benzylphosphonate
IUPAC: diethoxyphosphorylmethylbenzene
現地名: ベンジルホスホン酸ジエチル
英語名: diethyl benzylphosphonate
分子式: C11H17O3P
分子量: 228.22

名称と別名

Diethyl benzylphosphonate1080-32-6Benzylphosphonic acid diethyl esterPhosphonic acid, (phenylmethyl)-, diethyl esterDiethoxyphosphonomethylbenzeneDiethyl phosphonate, benzyl-PHOSPHONIC ACID, BENZYL-, DIETHYL ESTER(Diethoxyphosphonomethyl)benzenediethyl (phenylmethyl)phosphonateBRN 2580931EINECS 214-097-4NSC 62294

名称をさらに表示

ベンジルホスホン酸ジエチルα-ベンジルホスホン酸ジエチルベンジルりん酸ジエチルジエチル=ベンジルホスホナートジエチルベンジルホスホナートBENV-006DiethylbenzylphosphonatDiethyl benzylphosphoteDIETHYL BENZOPHOSPHONATEDIETHYLBENZYLPHOSPHORATEDIETHOXY BENZYLPHOSPHONATEDiethylα-toluenephosphonate

T6D4QWT656AI3-22859benzyl diethyl phosphonateNSC-62294Phosphonic acid, P-(phenylmethyl)-, diethyl esterDTXSID0022145JC-228RefChem:587194

データベース識別子

CAS: 1080-32-6
PubChem CID: 14122
DTXSID: DTXSID0022145
ChEMBL: CHEMBL1476940
UNII: T6D4QWT656
EC Number: 214-097-4
Nikkaji: J50.272C

物性

構造計算による物性

XLogP: 1.7
極性表面積: 35.5 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: 6
重原子数: 15
形式電荷: 0
複雑度: 202

実験および物理化学的性質

Chemical ClassesOther Classes -> Organophosphates, Other

SpringerMaterials PropertiesChemical shift

Physical DescriptionColorless liquid; [Alfa Aesar MSDS]

物理化学的性質

沸点: 106 · 106-108 °C1 mm Hg(lit.)
比重(密度): 1.095 g/mL · 1.095 g/mL at 25 °C(lit.)
屈折率: 20 · n20/D 1.497(lit.)
闪点: 230 °F · >230 °F
貯蔵温度: Sealed in dry,Room Temperature
外見: 液体
比重: 1.1 · 1.10
色: 無色透明～微黄色透明
水溶解度: 水に不溶。
BRN: 2580931 · 2580931
InChI: InChI=1S/C11H17O3P/c1-3-13-15(12,14-4-2)10-11-8-6-5-7-9-11/h5-9H,3-4,10H2,1-2H3
InChIKey: AIPRAPZUGUTQKX-UHFFFAOYSA-N
SMILES: P(CC1=CC=CC=C1)(=O)(OCC)OCC
CAS データベース: 1080 · 1080-32-6(CAS DataBase Reference)
EPAの化学物質情報: Phosphonic acid, (phenylmethyl)-, diethyl ester (1080-32-6)

化学的性質

化学的特性CLEAR COLOURLESS TO SLIGHTLY YELLOW LIQUID

安全と法規制

GHS分類

GHS Classification · 4 件

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

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

Aggregated GHS information provided per 7 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

Hazards SummaryIntravenous LD50 (mouse) = 180 mg/kg; [RTECS] A skin and strong eye irritant; [Alfa Aesar MSDS] See Dibutyl butylphosphonate.

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

安全データ

wgk: 3
tsca: TSCA listed
rtecs: SZ6600000
hs_code: 29319090
risk_code: 36/38-36/37/38
化審法: (3)-3979
消防法: 危-4-3-III
safety_code: 24/25-37-26
ストレージクラス: 10 - Combustible liquids

化学と産業

用途と製造

General Manufacturing InformationPhosphonic acid, P-(phenylmethyl)-, diethyl ester: ACTIVE

応用分野 · 2 件

用途有機合成原料。

使用Diethyl benzylphosphonate is used as a reactant for synthesis of 3,5-dihydroxy-4-isopropylstilbene for treatment of skin disorders and natural cytotoxic marine products of polyketide origin via intramolecular Diels-Alder reactions. It is also used as reactant for cyclization of aryl ethers, amines and amides & for investigating the effects of functional groups on the performance of clue organic LEDs.

調製方法 · 1 件

製造方法Diethyl benzylphosphonate was synthesized according to the previously published procedure [1]. Benzylphosphonic acid (1 mmol, 172 mg) and triethyl orthoacetate (30 mmol, 5.5 mL) were mixed overnight at 90 °C. The completion of the reaction was monitored by 31P NMR. After the completion of the reaction, an excess of the orthoester was evaporated under reduced pressure. The crude product was purified via a short silica gel column (hexanes/ethyl acetate). The compound 1 was isolated as a transparent oil with 98% yield (0.98 mmol, 224 mg). 1H NMR (400 MHz, DMSO-d6) δ 7.39–7.14 (m, 5H), 3.94 (dq, JH-P = 7.9, JH-H = 7.0, 4H), 3.21 (d, JH-P = 21.6 Hz, 2H), 1.16 (t, JH-H = 7.0 Hz, 6H); 13C NMR (101 MHz, DMSO-d6) δ 132.3 (d, JC-P = 9.0 Hz), 129.7 (d, JC-P = 6.6 Hz), 128.2 (d, JC-P = 3.0 Hz), 126.4 (d, JC-P = 3.4 Hz), 61.3 (d, JC-P = 6.5 Hz), 32.3 (d, JC-P = 135.1 Hz), 16.1 (d, JC-P = 5.8 Hz); 31P NMR (162 MHz, DMSO-d6) δ 26.5. The NMR data are in accordance with those reported in literature [2].