1517-22-2

Basic information

• Product Name: PHENANTHRENE-D10
• Synonyms: [2H10]Phenanthrene;Phenanthrene, perdeutero-;PHENANTHRENE-D10;DECADEUTEROPHENANTHRENE;PHENANTHRENE-D10, 1X1ML, MEOH, 2000UG/ML;PHENANTHRENE-D10, 100MG, NEAT;PHENANTHRENE-D10, 98 ATOM % D;Phenanthrene-d10 solution 2000 μg/mL in methylene chloride, ampule of 1 mL
• CAS NO: 1517-22-2
• Molecular Formula: C₁₄H₁₀
• Molecular Weight: 188.29
• Product Categories: Alpha Sort;PER - POLA;P-SAlphabetic;Volatiles/ Semivolatiles;Alphabetical Listings;P;Stable Isotopes;600 Series Wastewater Methods;EPA;Method 625
• Mol File: 1517-22-2.mol
• Article Data: 3

Chemical Properties

• Melting Point: 98-100 °C(lit.)
• Boiling Point: 340 °C(lit.)
• Flash Point: 9℃
• Appearance: /
• Density: 1.122 g/mL at 25 °C
• Vapor Pressure: 0.000206mmHg at 25°C
• Refractive Index: 1.714
• Storage Temp.: 2-8°C
• CAS DataBase Reference: PHENANTHRENE-D10(CAS DataBase Reference)
• NIST Chemistry Reference: PHENANTHRENE-D10(1517-22-2)
• EPA Substance Registry System: PHENANTHRENE-D10(1517-22-2)

Safety Data

• Hazard Codes: Xn,N,T,F
• Statements: 22-36/37/38-50/53-63-43-23/24/25-45-39/23/24/25-52/53-11-40
• Safety Statements: 26-60-61-36/37-24/25-23-53-45-16
• RIDADR: UN 3077 9/PG 3
• WGK Germany: 3
• HazardClass: 6.1(b)
• PackingGroup: III
• Hazardous Substances Data: 1517-22-2(Hazardous Substances Data)

Usage

Chemical Properties

White Solid

Uses

Different sources of media describe the Uses of 1517-22-2 differently. You can refer to the following data:
1. Phenanthrene is a polycyclic aromatic hydrocarbons, an environmental pollutant.
2. May be used as an analytical standard

InChI:InChI=1/C14H10/c1-3-7-13-11(5-1)9-10-12-6-2-4-8-14(12)13/h1-10H/i1D,2D,3D,4D,5D,6D,7D,8D,9D,10D

Synthetic route

phenanthrene (85-01-8) → decadeuterio-phenanthrene (1517-22-2)

Conditions	Yield
With water-d2; hydrogen chloride at 250℃; for 50h;	91%
With deuteriated sodium hydroxide; water-d2 at 420 - 430℃; for 24h; supercritical pressure;	82%
With deuterated potassium amide; ammonia-d3
With Deloxan; water-d2 at 325℃; for 24h; Substitution;

decadeuterio-phenanthrene (1517-22-2) → <2H8>-phenanthrene-9,10-quinone (113451-49-3)

Conditions	Yield
With chromium(VI) oxide; acetic acid at 60℃; for 0.5h;	84%

decadeuterio-phenanthrene (1517-22-2) + isopropylamine (75-31-0) → 9-propylamino-9,10-dihydro<2H10>phenanthrene

Conditions	Yield
With benzene-1,3-dicarbonitrile In water-d2; acetonitrile for 10h; Irradiation; Yield given;

decadeuterio-phenanthrene (1517-22-2) → 9-hydroxyphenanthrene-d9 + 2-hydroxyphenanthrene-d9 + 1-hydroxyphenanthrene-d9 + 3-hydroxyphenanthrene-d9

Conditions	Yield
Stage #1: decadeuterio-phenanthrene With Dichloromethyl methyl ether; tin(IV) chloride In dichloromethane at 20℃; Stage #2: With 3-chloro-benzenecarboperoxoic acid In dichloromethane for 1h; Heating; Stage #3: With potassium hydroxide at 20℃; for 1h; Further byproducts given;

decadeuterio-phenanthrene (1517-22-2) → 2-hydroxyphenanthrene-d9 + 3-hydroxyphenanthrene-d9

Conditions	Yield
Stage #1: decadeuterio-phenanthrene With tin(IV) chloride In 1,2-dichloro-ethane at 20℃; Stage #2: With 3-chloro-benzenecarboperoxoic acid In 1,2-dichloro-ethane at 80℃; Stage #3: With potassium hydroxide

decadeuterio-phenanthrene (1517-22-2) → 1,3-diphenyl<4,5,6,7,8,9,10,11-2H8>cyclopentaphenanthren-2-one (113474-60-5)

Conditions	Yield
Multi-step reaction with 2 steps 1: 84 percent / CrO3, aq. AcOH / 0.5 h / 60 °C 2: 50 percent / KOH / ethanol / 0.08 h / Heating View Scheme

Upstream product

• 85-01-8 phenanthrene 

Downstream Products

• 113474-60-5 1,3-diphenyl<4,5,6,7,8,9,10,11-2H8>cyclopentaphenanthren-2-one 
• 922510-23-4 1-hydroxyphenanthrene-d₉ 

Relevant articles and documents

Efficient H-D exchange of aromatic compounds in near-critical D2O catalysed by a polymer-supported sulphonic acid

Hydrogen atom exchange of aromatic compounds in neutral near-critical D2O has been improved by using a polymer-supported sulphonic acid catalyst. Phenol, aniline, quinoline, and substituted aromatic hydrocarbons are selectively ring-perdeuterated in high yields with insignificant by-product formation at 325 °C for 24 h in D2O/Deloxan.

Hydrogen-deuterium exchange and rearrangement of polycyclic aromatic hydrocarbons in dilute acid medium at elevated temperatures

The high temperature-dilute acid (HTDA) method has been applied to the preparation of perdeuterated polycyclic aromatic hydrocarbons.Naphthalene (1), 1-methylnaphthalene(2), 2-methylnaphthalene (3), anthracene (4), phenanthrene (5), chrysene (6), pyrene (7), benzanthracene (8), benzopyrene (9), 1,1'-binaphthyl (10), 1,2'-binaphthyl (11), and 2,2'-binaphthyl (12) have been perdeuterated in high yield in dilute DCl-D2O solutions at elevated temperatures (240-280 deg C). 2, 3, 10, 11, and 12 also rearrange.