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424447

Sigma-Aldrich

trans-2-Penten-1-ol

95%

Synonym(s):

(2E)-2-Penten-1-ol, (E)-Pent-2-en-1-ol, trans-2-Pentenol

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About This Item

Linear Formula:
C2H5CH=CHCH2OH
CAS Number:
1576-96-1
Molecular Weight:
86.13
EC Number:
216-416-2
MDL number:
MFCD00002926
UNSPSC Code:
12352100
PubChem Substance ID:
24866567
NACRES:
NA.22

Assay

95%

form

liquid

refractive index

n20/D 1.434 (lit.)

bp

139-139.5 °C (lit.)

density

0.847 g/mL at 25 °C (lit.)

functional group

hydroxyl

SMILES string

CC\C=C\CO

InChI

1S/C5H10O/c1-2-3-4-5-6/h3-4,6H,2,5H2,1H3/b4-3+

InChI key

BTSIZIIPFNVMHF-ONEGZZNKSA-N

General description

trans-2-Penten-1-ol is an allyl alcohol. It is one of the volatile compounds found in olive oil, cashew apple juice and fermented cucumber brines. The rate constants and product ion distributions of its reaction with H3O+, NO+ and O2.+ ions have been studied using selected ion flow tube (SIFT).

Application

trans-2-Penten-1-ol may be used in the synthesis of the following:
  • leustroducsin B
  • trichloroacetimidate
  • (E)-2,3,3′-trifluoro-4-(2-(trans-4-pentylcyclohexyl)ethyl)-4′-(pent-2-enyloxy)biphenyl
  • trans-1-bromo-2-pentene
  • trans-1-chloro-2-pentene

Pictograms

Flame
GHS02

Signal Word

Warning

Hazard Statements

H226

Hazard Classifications

Flam. Liq. 3

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

118.4 °F - closed cup

Flash Point(C)

48 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000320540
BGBC5119V
BGBC0748V
BGBB9250
BGBB4417V

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Suzanne D Johanningsmeier et al.
Journal of food science, 76(1), C168-C177 (2011-05-04)
A nontargeted, comprehensive 2-dimensional gas chromatography-time-of-flight mass spectrometry (GC×GC-TOFMS) method was developed for the analysis of fermented cucumber volatiles before and after anaerobic spoilage. Volatile compounds extracted by solid-phase microextraction were separated on a polyethylene glycol 1st-dimension column and 14%
Biogeneration of volatile compounds in virgin olive oil: their evolution in relation to malaxation time.
Angerosa F, et al.
Journal of Agricultural and Food Chemistry, 46(8), 2940-2944 (1998)
Highly efficient gold (I)-catalyzed Overman rearrangement in water.
Xing D and Yang D.
Beilstein Journal of Organic Chemistry, 7(1), 781-785 (2011)
A selected ion flow tube study of the reactions of H3O+, NO+ and O2.+ with a series of C5, C6 and C8 unsaturated biogenic alcohols.
Schoon N, et al.
International Journal of Mass Spectrometry, 263(2-3), 127-136 (2007)
Stereoregulated synthesis of unsaturated compounds Communication 9. Stereochemistry of the reactions of aldehydes with ?, ?-unsaturated triphenylphosphonium ylides [alkylidenetriphenylphosphoranes].
Bergel'son LD, et al.
Bulletin of the Academy of Sciences of the USSR, Division of chemical science, 15(3), 468-473 (1966)
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