Diphenyl chlorophosphate (HCID 75654)

概要

Diphenyl chlorophosphate appears as a clear colorless to light yellow liquid with a pungent odor. Insoluble in water and denser than water. Hence sinks in water. Contact may severely irritate skin, eyes and mucous membranes.

名称と識別子

優先名称: Diphenyl chlorophosphate
IUPAC: [chloro(phenoxy)phosphoryl]oxybenzene
現地名: クロロりん酸ジフェニル
英語名: Diphenyl chlorophosphate
分子式: C12H10ClO3P
分子量: 268.63

名称と別名

Diphenyl chlorophosphate2524-64-3Diphenyl phosphorochloridatediphenyl chlorophosphonateDiphenylphosphoryl chlorideChlorodiphenoxyphosphine oxidePhosphorochloridic acid, diphenyl esterDiphenoxychlorophosphine oxideO,O-Diphenyl chlorophosphateDiphenylphosphoric acid monochlorideDiphenyl phosphochloridatePhosphoric acid chloride diphenyl ester

名称をさらに表示

クロロりん酸ジフェニルホスホロクロリド酸ジフェニルクロリドりん酸ジフェニルジフェノキシクロロホスフィンオキシドクロロホスホン酸ジフェニルクロロホスホン酸=ジフェニルクロロりん酸ジフェニルジフェニルホスホリルモノクロリドジフェニルリン酸クロリドジフェニルホスホロクロリデ-トジフェニルホスホロクロリダートジフェニルホスホリルクロリドりん酸クロロジフェニルジフェニルホスホロクロリデート, 核酸合成用ジフェニルホスホロクロリデートジフェニルクロロホスフェートジフェニルホスホロクロリダートクロロジフェノキシホスフィンオキシドDPCPCHLOROPHOSPHORIC ACID DIPHENYL ESTERDPOCDiphenylchlorophosphonateDiphenyl chloridophosphateDCP:DPCP(PhO)2POCIAURORA KA-1636

DiphenylphosphorylchloridateDTXSID2044892Phenyl phosphorochloridate ((PhO)2ClPO)1KEE9757OTNSC-43771DIPHENYL PHOSPHOROCHLORATEDTXCID0024892PHENYL PHOSPHOROCHLORIDITE

データベース識別子

CAS: 2524-64-3
PubChem CID: 75654
DTXSID: DTXSID2044892
ChEMBL: CHEMBL3188224
UNII: 1KEE9757OT
EC Number: 219-759-6
Nikkaji: J7.599J

物性

構造計算による物性

XLogP: 3.5
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: 4
重原子数: 17
形式電荷: 0
複雑度: 249

実験および物理化学的性質

Density1.296 @25 °C

Physical Description · 2 件

Diphenyl chlorophosphate appears as a clear colorless to light yellow liquid with a pungent odor. Insoluble in water and denser than water. Hence sinks in water. Contact may severely irritate skin, eyes and mucous membranes.

Liquid

物理化学的性質

沸点: 314 · 314-316 °C/272 mmHg (lit.)
比重(密度): 1.296 g/mL · 1.296 g/mL at 25 °C (lit.)
蒸気圧: 10 mm · 10 mm Hg ( 190 °C)
屈折率: 20 · n20/D 1.55(lit.)
闪点: 230 °F · >230 °F
貯蔵温度: 2 · Inert atmosphere,2-8°C
溶解性: Chloroform (Slightly), DMSO (Slightly)
外見: 液体
色: 無色透明～薄黄色
水溶解度: 分解する可能性があります
BRN: 654130 · 654130
Henry's Law Constant: 3.7 · 3.7×10-2 mol/(m3Pa) at 25℃, Bartelt-Hunt et al. (2008)
安定性: Stable under recommended storage conditions., Stable Under Recommended Storage C
InChI: 1S/C12H10ClO3P/c13-17(14,15-11-7-3-1-4-8-11)16-12-9-5-2-6-10-12/h1-10H
InChIKey: BHIIGRBMZRSDRI-UHFFFAOYSA-N
SMILES: ClP(=O)(Oc1ccccc1)Oc2ccccc2
CAS データベース: 2524 · 2524-64-3(CAS DataBase Reference)
NISTの化学物質情報: Diphenyl chlorophosphate(2524-64-3)
EPAの化学物質情報: Phosphorochloridic acid, diphenyl ester (2524-64-3)

安全と法規制

GHS分類

GHS Classification · 4 件

Danger

H302 (69.9%): Harmful if swallowed [Warning Acute toxicity, oral]

P260, P261, P264, P264+P265, P270, P271, P280, P301+P317, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P317, P319, P321, P330, P363, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 166 reports by companies from 12 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

危険有害性情報

Regulatory Information · 4 件

Chemical: Phosphorochloridic acid, diphenyl ester

Phosphorochloridic acid, diphenyl ester is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Phosphorochloridic acid, diphenyl ester are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

Status: Active Update: 08-11-2021 https://echa.europa.eu/registration-dossier/-/registered-dossier/19780

Diphenyl phosphorochloridate: Does not have an individual approval but may be used under an appropriate group standard

DOT LabelCorrosive

Fire HazardsExcerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]:

Health HazardsExcerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]:

Reactive GroupEsters, Sulfate Esters, Phosphate Esters, Thiophosphate Esters, and Borate Esters

Reactivity Profile · 1 件

DIPHENYL CHLOROPHOSPHATE is incompatible with bases (including amines) strong oxidizing agents, and alcohols. May react vigorously or explosively if mixed with diisopropyl ether or other ethers in the presence of trace amounts of metal salts [J. Haz. Mat., 1981, 4, 291]. May form highly toxic and flammable phosphine gas in the presence of strong reducing agents such as hydrides. Partial oxidation by oxidizing agents may result in the release of toxic phosphorus oxides.

安全と保護具

Fire FightingExcerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]:

First AidExcerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]:

Nonfire Spill ResponseExcerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]:

Isolation and EvacuationExcerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]:

Protective Action Criteria (PAC) · 3 件

7.9 [mg/m3]

87 [mg/m3]

520 [mg/m3]

Personal Protective Equipment (PPE)Excerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]:

安全データ

wgk: 3
tsca: TSCA listed
ridadr: UN 3265 8/PG 2
hs_code: 29209085
risk_code: 34-37
化審法: (3)-3358
消防法: 危-4-3-III
hazard_code: C
safety_code: 26-36/37/39-45-7-24/25-23
hazard_class: 8
packing_group: III
Hazard Classifications: Acute Tox. 4 OralEye Dam. 1Skin Corr. 1B
ストレージクラス: 8A - Combustible corrosive hazardous materials

化学と産業

用途と製造

U.S. Production2023: 1,000,000 - <5,000,000 lb

Consumer UsesIntermediate

Industry UsesHydraulic fluids

General Manufacturing Information · 2 件

Utilities

Phosphorochloridic acid, diphenyl ester: ACTIVE

応用分野 · 2 件

使用Diphenyl chlorophosphate is used to prepare cyclohexyl-amidophosphoric acid diphenyl ester by reacting with cyclohexylamine. It is also used in the synthesis of alfa-substituted beta-lactams, anhydrides, esters and thioesters. It is also employed in the conversion of aldoximes to nitriles. Further, it is used in the preparation and reaction of enol phosphates, guanosine-adenosine-5',5'-triphosphate, guanosine-cytidine-5',5'-triphosphate, guanosine-uridine-5',5'-triphosphate, diguanosine-5',5'-diphosphate and diguanosine-5',5'-triphosphate. In addition to this, it serves as a phosphorylating agent for the preparation of 2-deoxy-D-galactose-3 and -6 phosphoric acids.

一般的な説明A clear colorless to light yellow liquid with a pungent odor. Insoluble in water and denser than water. Hence sinks in water. Contact may severely irritate skin, eyes and mucous membranes. Flash point above 235°F.

調製方法 · 2 件

製造方法The preparation of Diphenyl chlorophosphate is as follows:With a thermometer,Reflux condenser and mechanical agitation120 g of dichloromethane was placed in a 500 ml four-neck reaction flask.7.3 g of N,N-dimethylformamide,Stirring temperature control below 10 °C,Put 28g of bis(trichloromethyl) carbonate,A solution of 50 g of diphenyl phosphate and 120 g of dichloromethane was added.After the addition, the reaction was carried out for 3 hours. After the end of the reaction, the temperature was controlled below 10 ° C, 20 g of water was slowly added, and the mixture was stirred and the organic phase was dried over anhydrous sodium sulfate. The desiccant was removed by filtration, and the filtrate was evaporated under normal pressure. The temperature was lowered to 0 ° C, and the insoluble matter was removed by filtration to obtain 48.9 g of diphenyl chlorophosphate. The purity of GC was 99.2%, and the yield was 90.3%.

純化方法Fractionally distil it in 30 351.5490. a good vacuum; better use a spinning band column. [Walsh J Am Chem Soc 81 3023 1959, IR: Bellamy & Beecher J Chem Soc 475 1952, Beilstein 6 IV 737.]