chloromethyl 2,2-dimethylpropanoate

• ChemBase ID: 103108
• Molecular Formular: C6H11ClO2
• Molecular Mass: 150.60334
• Monoisotopic Mass: 150.04475727
• SMILES: CC(C)(C)C(=O)OCCl
• Canonical SMILES: ClCOC(=O)C(C)(C)C
• InChI: InChI=1S/C6H11ClO2/c1-6(2,3)5(8)9-4-7/h4H2,1-3H3
• InChIKey: GGRHYQCXXYLUTL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: chloromethyl 2,2-dimethylpropanoate
• IUPAC Traditional name: chloromethyl 2,2-dimethylpropanoate
• Synonyms: POM-Cl; Pivaloyloxymethyl chloride; Chloromethyl pivalate; Chloromethyl trimethylacetate; Pivaloylmethyl Chloride; CHLOROMETHYL PIVALATE; 新戊酸氯甲酯; 特戊酸氯甲酯; 新戊酸氯甲酯

Database IDs

• CAS Number: 18997-19-8
• EC Number: 242-735-1
• MDL Number: MFCD00000884
• Beilstein Number: 1560838
• PubChem SID: 162090586; 24848492
• PubChem CID: 87885

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 2.3358417
• LogD (pH = 7.4): 2.3358417
• Log P: 2.3358417
• Molar Refractivity: 35.7546 cm^3
• Polarizability: 14.439058 Å^3
• Polar Surface Area: 26.3 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 0°C
• Boiling Point: 146-148 °C(lit.); 146-148°C; 70-72.0°C @ 50 mm Hg
• Flash Point: 104 °F; 40 °C; 40°C; 40°C(104°F)
• Density: 1.045; 1.045 g/ml; 1.045 g/mL at 25 °C(lit.)
• Refractive Index: 1.4170; n20/D 1.417(lit.); n20/D 1.418

Safety Information

• Storage Condition: 2-8°C
• European Hazard Symbols: Corrosive (C); Harmful (Xn)
• UN Number: 1993; 3272; UN2924
• German water hazard class: 3
• Hazard Class: 3
• Packing Group: 3; III
• Australian Hazchem: 3Y
• Risk Statements: 10-20/21/22-36/37/38; 10-34; R:10-36/37/38
• Safety Statements: 16-26-36; 26-36/37/39-45; S:16-20-25-26-37/39
• EU Classification: F1
• EU Hazard Identification Number: 3B
• Emergency Response Guidebook(ERG) Number: 128
• TSCA Listed: 是
• GHS Pictograms: GHS02; GHS05; GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H226-H302-H312-H315-H319-H332-H335; H314-H318-H226
• GHS Precautionary statements: P210-P241-P303+P361+P353-P305+P351+P338-P405-P501A; P261-P280-P305 + P351 + P338
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 3272 3/PG 3

Product Information

• Purity: ~97%; ≥97.0% (AT); 97%
• Grade: purum
• Linear Formula: (CH3)3CCOOCH2Cl

DETAILS

MP Biomedicals - 02150625

Purity: ~97%
1 ml=approx. 1.04 g
N-Protecting reagent for synthesis of purine derivatives.

Sigma Aldrich - 141186

Packaging
25, 100 g in glass bottle

Sigma Aldrich - 80915

Other Notes
Protecting group reagent for amines, used e.g. in adenine and xanthine derivatives1,2

REFERENCES

• Reagent for the N-protection of amines, e.g. adenine in the presence of K₂CO₃ in DMF, as pivaloyloxymethyl (Pom) derivatives, which have been found useful in the synthesis of sensitive nucleosides. The Pom group is cleaved in mild base, e.g. methanolic ammonia: J. Am. Chem. Soc., 89, 5439 (1967).