1,1,1-trichloro-2-methylpropan-2-yl chloroformate

• ChemBase ID: 150532
• Molecular Formular: C5H6Cl4O2
• Molecular Mass: 239.91194
• Monoisotopic Mass: 237.91219015
• SMILES: CC(C)(C(Cl)(Cl)Cl)OC(=O)Cl
• Canonical SMILES: ClC(=O)OC(C(Cl)(Cl)Cl)(C)C
• InChI: InChI=1S/C5H6Cl4O2/c1-4(2,5(7,8)9)11-3(6)10/h1-2H3
• InChIKey: GMELMFSDPDSXOZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1,1,1-trichloro-2-methylpropan-2-yl chloroformate
• IUPAC Traditional name: 1,1,1-trichloro-2-methylpropan-2-yl chloroformate
• Synonyms: TCBoc-chloride; β,β,β-Trichloro-tert-butoxycarbonyl chloride; β,β,β-Trichloro-tert-butyl chloroformate; 2,2,2-Trichloro-1,1-dimethylethyl chloroformate; β,β,β-Trichloro-tert-butyl chloroformate; β,β,β-三氯叔丁基氯甲酸酯; β,β,β-三氯叔丁氧基羰酰氯; 2,2,2-三氯-1,1-二甲基乙基氯甲酸酯; β,β,β-三氯叔丁基氯甲酸酯

Database IDs

• CAS Number: 66270-36-8
• EC Number: 266-293-4
• MDL Number: MFCD00000801
• Beilstein Number: 1935464
• PubChem SID: 24853574; 24853915; 162244693
• PubChem CID: 5106606

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 3.2015827
• LogD (pH = 7.4): 3.2015827
• Log P: 3.2015827
• Molar Refractivity: 47.1373 cm^3
• Polarizability: 18.512728 Å^3
• Polar Surface Area: 26.3 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 28-30 °C; 28-30 °C(lit.)
• Boiling Point: 83-84 °C/14 mmHg(lit.)

Safety Information

• European Hazard Symbols: Toxic (T)
• UN Number: 2928
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 2
• Risk Statements: 23/24/25-34
• Safety Statements: 26-36/37/39-45
• GHS Pictograms: GHS05; GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H301-H311-H314-H331
• GHS Precautionary statements: P261-P280-P301 + P310-P305 + P351 + P338-P310; P261-P280-P305 + P351 + P338-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 2928 6.1/PG 2
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥97.0% (GC); 96%
• Grade: purum
• Linear Formula: ClCO2C(CH3)2CCl3

DETAILS

Sigma Aldrich - 226505

Packaging
5, 25 g in glass bottle

Sigma Aldrich - 23259

Other Notes
Reagent to introduce the TCBOC-amino-protecting group which is stable towards basic and acidic conditions but cleaved by "super-nucleophiles" or by zinc in acetic acid1,2,3,4