197718

3-Methyl-2-cyclohexen-1-ol

Name: 3-Methyl-2-cyclohexen-1-ol
Brand: ALDRICH

96%

Synonym(s):

(±)-3-Hydroxy-1-methylcyclohexene, (±)-3-Methyl-2-cyclohexen-1-ol, (±)-Seudenol, 1-Methyl-1-cyclohexen-3-ol, 1-Methyl-3-hydroxycyclohex-1-ene, 3-Hydroxy-1-methylcyclohexene, 3-Methyl-2-cyclohexen-1-ol, 3-Methyl-2-cyclohexenol

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About This Item

Linear Formula:

CH₃C₆H₈OH

CAS Number:

21378-21-2

Molecular Weight:

112.17

NACRES:

NA.22

PubChem Substance ID:

24851843

UNSPSC Code:

12352100

EC Number:

244-353-0

MDL number:

MFCD00001553

Assay:

96%

Key Documents

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InChI key

XNDZQQSKSQTQQD-UHFFFAOYSA-N

InChI

1S/C7H12O/c1-6-3-2-4-7(8)5-6/h5,7-8H,2-4H2,1H3

SMILES string

CC1=CC(O)CCC1

assay

96%

refractive index

n20/D 1.484 (lit.)

bp

56 °C/1 mmHg (lit.)

density

0.946 g/mL at 25 °C (lit.)

functional group

hydroxyl

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1 of 4

This Item	589306	302015	650315
Sigma-Aldrich 197718 3-Methyl-2-cyclohexen-1-ol	Sigma-Aldrich 589306 3-Phenyl-2-propyn-1-ol	Sigma-Aldrich 302015 5-Hexyn-1-ol	Sigma-Aldrich 650315 5-(Trimethylsilyl)-4-pentyn-1-ol
assay 96%	assay 96%	assay 96%	assay 96%
Quality Level 100	Quality Level 100	Quality Level 100	Quality Level 100
density 0.946 g/mL at 25 °C (lit.)	density 1.06 g/mL at 25 °C (lit.)	density 0.89 g/mL at 25 °C (lit.)	density 0.861 g/mL at 25 °C
bp 56 °C/1 mmHg (lit.)	bp 129-130 °C/10 mmHg (lit.)	bp 73-75 °C/15 mmHg (lit.)	bp 76 °C/15 mmHg (lit.)
refractive index n20/D 1.484 (lit.)	refractive index n20/D 1.5850 (lit.)	refractive index n20/D 1.450 (lit.)	refractive index n20/D 1.457
functional group hydroxyl	functional group hydroxyl, phenyl	functional group hydroxyl	functional group hydroxyl

Application

3-Methyl-2-cyclohexen-1-ol was used in the synthesis of 19-nor-1α, 25-dihydroxyvitamin D(3) derivatives[1]. It was also used in sex pheromone of the Douglas-fir beetle.[2]

Storage Class

10 - Combustible liquids

wgk

WGK 3

flash_point_f

161.6 °F - closed cup

flash_point_c

72 °C - closed cup

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Synthesis, biological activity, and conformational analysis of four seco-D-15,19-bisnor-1alpha,25-dihydroxyvitamin D analogues, diastereomeric at C17 and C20.

X Zhou et al.

Journal of medicinal chemistry, 42(18), 3539-3556 (1999-09-10)

The synthesis of four CD-ring-modified 19-nor-1alpha, 25-dihydroxyvitamin D(3) derivatives lacking C15, referred to as 6C analogues, and diastereomeric at C17 and C20 is described. The synthesis involves an Ireland-Claisen rearrangement of a 3-methyl-substituted ester of (1R)-3-methyl-2-cyclohexen-1-ol as the key step

Aldrichimica Acta, 16, 41-41 (1983)

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