2-(chloromethyl)-1,3,5-trimethylbenzene

• ChemBase ID: 34687
• Molecular Formular: C10H13Cl
• Molecular Mass: 168.66322
• Monoisotopic Mass: 168.0705781
• SMILES: c1(c(cc(cc1C)C)C)CCl
• Canonical SMILES: ClCc1c(C)cc(cc1C)C
• InChI: InChI=1S/C10H13Cl/c1-7-4-8(2)10(6-11)9(3)5-7/h4-5H,6H2,1-3H3
• InChIKey: UNRGEIXQCZHICP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(chloromethyl)-1,3,5-trimethylbenzene
• IUPAC Traditional name: 2-(chloromethyl)-1,3,5-trimethylbenzene
• Synonyms: 2-(Chloromethyl)-1,3,5-trimethylbenzene; 2-(Chloromethyl)-1,3,5-trimethylbenzene; alpha-2-Chloroisodurene; 2,4,6-Trimethylbenzyl chloride; 2,4,6-Trimethylbenzyl chloride; α2-Chloroisodurene; alpha(2)-Chloroisodurene; 2,4,6-Trimethylbenzyl chloride; α2-Chloroisodurene; 2-Chloromethyl-1,3,5-trimethyl-benzene; 2,4,6-三甲基氯苄; 2,4,6-三甲基苯甲基氯

Database IDs

• CAS Number: 1585-16-6
• EC Number: 216-440-3
• MDL Number: MFCD00000901
• Beilstein Number: 386678
• PubChem SID: 24848305; 160997994
• PubChem CID: 74108

CALCULATED PROPERTIES

• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 4.100752
• LogD (pH = 7.4): 4.100752
• Log P: 4.100752
• Molar Refractivity: 51.0485 cm^3
• Polarizability: 19.278742 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Ethyl Acetate; Methanol
• Apperance: White to Off-White Low-Melting Solid
• Melting Point: 28-34°C; 37-42°C; 39-42 °C(lit.); 39-42°C
• Boiling Point: 114-115°C/10mm
• Flash Point: 106 °C; 106°C; 106°C(222°F); 222.8 °F
• Hydrophobicity(logP): 4.101

Safety Information

• Storage Condition: Refrigerator, under inert atmosphere
• Storage Warning: Corrosive; IRRITANT; Moisture and Air sensitive
• European Hazard Symbols: Corrosive (C)
• UN Number: 3261; UN3261
• German water hazard class: 3
• Hazard Class: 8
• Packing Group: 2; II
• Risk Statements: 34
• Safety Statements: 26-27-28-36/37/39-45; 26-36/37/39-45
• TSCA Listed: false; 否
• GHS Pictograms: GHS05
• GHS Signal Word: Danger
• GHS Hazard statements: H314; H314-H318
• GHS Precautionary statements: P280-P305 + P351 + P338-P310; P280-P305+P351+P338-P309-P310
• Personal Protective Equipment: Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• RID/ADR: UN 3261 8/PG 2

Product Information

• Purity: 95%; 98%
• Linear Formula: (CH3)3C6H2CH2Cl

DETAILS

Sigma Aldrich - 136980

Packaging
5, 25 g in glass bottle

REFERENCES

• Carboxyl groups can be protected as their 2,4,6-trimethylbenzyl esters by reaction in DMF in the presence of triethylamine. The group can be cleaved by acidolysis (TFA or HBr in AcOH) or hydrogenolysis: Aust. J. Chem., 21, 2831 (1968).
• Also reported for the protection of thiols (cysteine), stable to refluxing TFA, unlike 4-methoxybenzyl, but cleavable with HF or TfOH-TFA: Coll. Czech. Chem. Commun., 46, 286 (1981), or Ag(I): Chem. Pharm. Bull., 38, 1551 (1990).