Diphenyl chlorophosphate (HCID 75654)

개요

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.

이름 및 식별자

우선 이름: Diphenyl chlorophosphate
IUPAC: [chloro(phenoxy)phosphoryl]oxybenzene
현지명: 디펜닐포소릴클로라이드
영어명: Diphenyl chlorophosphate
분자식: C12H10ClO3P
분자량: 268.63

이름 및 동의어

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

이름 더 보기

다이페닐포스포로클로라이드염디펜닐포소릴클로라이드다이페닐포스포로클로라이드염(DIPHENYLPHOSPHOROCHLORIDATE)다이페닐 염화인산염DPCPCHLOROPHOSPHORIC ACID DIPHENYL ESTERDPOCDiphenylchlorophosphonateDiphenyl chloridophosphateDCP:DPCP(PhO)2POCIAURORA KA-1636

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

데이터베이스 식별자

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

물성

구조 계산 물성

XLogP: 3.5
극성 표면적: 35.5 Å²
수소 결합 공여자 수: 0
수소 결합 수용자 수: 3
회전 가능 결합 수: 4
무거운 원자 수: 17
형식 전하: 0
복잡도: 249

실험 및 물리화학적 성질

Density1.296 @25 °C

Physical Description · 2건

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

물리화학적 성질

끓는 점: 314 · 314-316 °C/272 mmHg (lit.)
밀도: 1.296 g/mL · 1.296 g/mL at 25 °C (lit.)
증기압: 10 mm · 10 mm Hg ( 190 °C)
굴절률: 20 · n20/D 1.55(lit.)
인화점: 230 °F · >230 °F
저장 조건: 2 · Inert atmosphere,2-8°C
용해도: 클로로포름 (약간 용해됨), DMSO (약간 용해됨)
물리적 상태: 액체
색상: 무색투명~연황색
수용성: 분해될 수 있음
BRN: 654130 · 654130
Henry's Law Constant: 3.7 · 3.7×10-2 mol/(m3Pa) at 25℃, Bartelt-Hunt et al. (2008)
안정성: 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
NIST: Diphenyl chlorophosphate(2524-64-3)
EPA: Phosphorochloridic acid, diphenyl ester (2524-64-3)

안전 및 규제

GHS 분류

GHS Classification · 4건

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.

유해성 정보

Regulatory Information · 4건

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 · 1건

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.

안전 및 보호

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) · 3건

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)]:

안전 데이터

wgk: 3
tsca: TSCA listed
ridadr: UN 3265 8/PG 2
HS 번호: 29209085
risk_code: 34-37
hazard_code: C
safety_code: 26-36/37/39-45-7-24/25-23
포장분류: III
위험 등급: 8
기존화학 물질: 2011-3-5340
Hazard Classifications: Acute Tox. 4 OralEye Dam. 1Skin Corr. 1B
스토리지 클래스: 8A - Combustible corrosive hazardous materials

화학 및 산업

용도 및 제조

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

Consumer UsesIntermediate

Industry UsesHydraulic fluids

General Manufacturing Information · 2건

Utilities

Phosphorochloridic acid, diphenyl ester: ACTIVE

응용 분야 · 2건

용도Diphenyl 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.

일반 설명A 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.

제조 방법 · 1건

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%.