9-(Chloromethyl)anthracene
- CAS NO.:24463-19-2
- Empirical Formula: C15H11Cl
- Molecular Weight: 226.7
- MDL number: MFCD00001263
- EINECS: 246-274-7
- SAFETY DATA SHEET (SDS)
- Update Date: 2023-04-27 16:27:43
What is 9-(Chloromethyl)anthracene?
Chemical properties
YELLOW POWDER
The Uses of 9-(Chloromethyl)anthracene
9-(Chloromethyl)anthracene is used as a blocking group reagent used for carboxylic acids, phenols, mercaptans and thiophenols. It is a derivatizing agent for carboxylic acids giving esters with enhanced UV and fluorescence detection in HPLC.
What are the applications of Application
9-(Chloromethyl)anthracene is A blocking group reagent used for carboxylic acids, phenols, mercaptans and thiophenols
What are the applications of Application
9-Anthracenylmethyl Chloride is a derivative of Anthracene which is an important source of dyestuffs. It is a reagent for the protection of carboxylic acids, alcohols, phenols and thiols as their 9-anthrylmethyl derivatives, which are stable to mild acid or base, but specifically cleaved by NaSMe.
Reactions
Lepidopterene, a tetrabenzotetracyclotetradecatetraene, was first synthesized by reaction of 9-(chloromethyl)anthracene with methylmagnesium iodide. Through this methodology, lepidopterene and 1,2-bis(9-anthracenyl)ethane were obtained in 35% and 30% yield, respectively.
An easy synthesis of lepidopterene from 9-chloromethylanthracene
Purification Methods
If it is free from OH in the IR then recrystallisation from hexane/*C6H6 or *C6H6 (as needles). If OH is present, then some solvolysis has occurred. In this case treat 8.5g of it with SOCl2 (4.8g) in dioxane (60mL) and reflux for 5hours, then evaporate to dryness and wash the residue with cold *C6H6 and recrystallise it. With KI/Me2CO it forms the iodomethyl derivative. [Fierens et al. Helv Chim Acta 38 2009 1955, Hunter et al. J Org Chem 21 1512 1956, Beilstein 5 III 3152, 5 IV 2313.]
Properties of 9-(Chloromethyl)anthracene
Melting point: | 138-140 °C (lit.) |
Boiling point: | 294.66°C (rough estimate) |
Density | 1.1510 (rough estimate) |
refractive index | 1.6281 (estimate) |
storage temp. | under inert gas (nitrogen or Argon) at 2–8 °C |
solubility | chloroform: soluble |
form | Powder |
color | Yellow |
Water Solubility | Soluble in chloroform. Insoluble in water. |
Sensitive | Light Sensitive |
BRN | 1873394 |
CAS DataBase Reference | 24463-19-2(CAS DataBase Reference) |
NIST Chemistry Reference | 9-(Chloromethyl)anthracene(24463-19-2) |
Safety information for 9-(Chloromethyl)anthracene
Signal word | Warning |
Pictogram(s) |
Corrosion Corrosives GHS05 Exclamation Mark Irritant GHS07 |
GHS Hazard Statements |
H290:Corrosive to Metals H314:Skin corrosion/irritation H315:Skin corrosion/irritation H318:Serious eye damage/eye irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation |
Precautionary Statement Codes |
P234:Keep only in original container. P260:Do not breathe dust/fume/gas/mist/vapours/spray. P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P280:Wear protective gloves/protective clothing/eye protection/face protection. P390:Absorb spillage to prevent material damage. P301+P330+P331:IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. P303+P361+P353:IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. P405:Store locked up. P406:Store in corrosive resistant/… container with a resistant inner liner. P501:Dispose of contents/container to..… |
Computed Descriptors for 9-(Chloromethyl)anthracene
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