3-methylbut-2-en-1-ol

• ChemBase ID: 119941
• Molecular Formular: C5H10O
• Molecular Mass: 86.1323
• Monoisotopic Mass: 86.07316494
• SMILES: C(=CCO)(C)C
• Canonical SMILES: OCC=C(C)C
• InChI: InChI=1S/C5H10O/c1-5(2)3-4-6/h3,6H,4H2,1-2H3
• InChIKey: ASUAYTHWZCLXAN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-methylbut-2-en-1-ol
• IUPAC Traditional name: prenol
• Synonyms: Prenol; 3-Methyl-2-buten-1-ol; 3-methylbut-2-en-1-ol; 3,3-Dimethylallyl alcohol; Prenol; 3.3-二甲基烯丙醇; 异戊烯醇; 3-甲基-2-丁烯-1-醇

Database IDs

• CAS Number: 556-82-1
• EC Number: 209-141-4
• MDL Number: MFCD00002916
• Beilstein Number: 1633479
• PubChem SID: 24901829; 24864366; 24849980; 162102996; 24884493
• PubChem CID: 11173
• CHEBI ID: 16019
• Chemspider ID: 10700
• FEMA ID: 3647
• Unique Ingredient Identifier: 55MY0HM445
• Wikipedia Title: Prenol
• Council of Europe Number: 4163
• Flavis Number: 2.109

CALCULATED PROPERTIES

• Acid pKa: 16.402962
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 0.842669
• LogD (pH = 7.4): 0.842669
• Log P: 0.842669
• Molar Refractivity: 27.3795 cm^3
• Polarizability: 10.3193655 Å^3
• Polar Surface Area: 20.23 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: 17 g/100 ml (20 °C) in water
• Melting Point: -59 °C (calculated)
• Boiling Point: 139-140°C; 140 °C(lit.); approx. 142 °C
• Flash Point: 109.4 °F; 43 °C; 43.3 °C (110 °F); 43°C(109°F)
• Density: 0.848 g/cm^3; 0.848 g/mL at 25 °C(lit.); 0.860
• Refractive Index: 1.4440; n20/D 1.443; n20/D 1.443(lit.)
• Vapor Pressure: 1.4 mmHg ( 20 °C)
• Partition Coefficient: 0.91
• Hydrophobicity(logP): 0.938
• Organoleptic: fruity; green

Safety Information

• RTECS: EM9472500
• European Hazard Symbols: X; Harmful (Xn)
• UN Number: 1987; UN1987
• German water hazard class: 1
• Hazard Class: 3
• Packing Group: 3; III
• Risk Statements: 10-22-36/37/38
• Safety Statements: 26-36; 7-26-33-36/37-60
• TSCA Listed: 是
• EU Index: not listed
• GHS Pictograms: : Acte Tox. (oral) 4; : Flam. Liq. 3; GHS02; GHS06; GHS07
• GHS Signal Word: WARNING; Warning
• Explode Limits: 16.3 %
• GHS Hazard statements: 226, 302; H226-H302-H315-H319-H335; H301-H315-H319-H335-H226
• GHS Precautionary statements: 210, 233, 240, 241, 242, 243, 264, 270 , 301+312, 303+361+353, 330, 370+378 , 403+235, 501; P210-P301+P310-P303+P361+P353-P305+P351+P338-P405-P501A; P261-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 1987 3/PG 3

Product Information

• Purity: ≥98%; ≥98.0% (GC); ≥99.5% (GC); 95%; 98+%; 99%
• Grade: analytical standard; Kosher; NI; purum
• Shelf Life: (limited shelf life, expiry date on the label)
• Linear Formula: (CH3)2C=CHCH2OH
• Classification: Genuine Natural Compounds

DETAILS

Sigma Aldrich - 162353

Packaging
5, 100, 500 mL in glass bottle

Sigma Aldrich - W364703

Packaging
1 kg in glass bottle
1 sample in glass bottle
4, 8 kg in steel drum

REFERENCES

• Reagent for protection of carboxylic acids as their 3-methyl-2-buten-1-yl (Prenyl) esters. Removal can be effected under mild conditions using iodine in cyclohexane: Tetrahedron Lett., 35, 1539 (1994).