218251

(1S)-(−)-Verbenone

94%

Manufacturer: Sigma Aldrich

CAS Number: 1196-01-6

Synonym(S): (1S,5S)-2-Pinen-4-one, (1S,5S)-4,6,6-Trimethylbicyclo[3.1.1]hept-3-en-2-one

Select a Size

Pack Size SKU Availability Price
10 G 218251-10-G In Stock ₹ 9,190.43
50 G 218251-50-G In Stock ₹ 16,118.43

218251 - 10 G

₹ 9,190.43

In Stock

Quantity

1

Base Price: ₹ 9,190.43

GST (18%): ₹ 1,654.277

Total Price: ₹ 10,844.707

Quality Level

100

Assay

94%

form

liquid

optical activity

[α]25/D −130°, c = 10 in ethanol

refractive index

n20/D 1.496 (lit.)

bp

227-228 °C (lit.)

density

0.975 g/mL at 20 °C (lit.)

SMILES string

CC1=CC(=O)[C@H]2C[C@@H]1C2(C)C

InChI

1S/C10H14O/c1-6-4-9(11)8-5-7(6)10(8,2)3/h4,7-8H,5H2,1-3H3/t7-,8+/m0/s1

InChI key

DCSCXTJOXBUFGB-JGVFFNPUSA-N

Other Options

Image Product Name Manufacturer Price Range
11-101-9009
(1S)-(-)-Verbenone, ≥99% (sum of enantiomers, GC), MilliporeSigma™ Supelco™
MilliporeSigma Supelco ₹ 14,177.29
94882
(1S)-(−)-Verbenone
Supelco ₹ 13,358.05 - ₹ 50,260.48
W506907
(1S)-(−)-Verbenone
Sigma Aldrich ₹ 5,152.70 - ₹ 3,07,516.60
CS-0083199
Verbenone
ChemScene ₹ 1,625.64 - ₹ 16,940.88
AA32521
1196-01-6 | Bicyclo[3.1.1]hept-3-en-2-one, 4,6,6-trimethyl-, (1S,5S)-
A2B Chem ₹ 513.36 - ₹ 16,940.88

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Description

  • General description: (1S)-(-)-Verbenone is one of the main components of the essential oil of Suregada zanzibariensis leaves.[1] It can be prepared by the biotransformation of (-)-α-pinene.[2] (1S)-(-)-Verbenone acts as an antiaggregation pheromone towards the aggregation pheromone released by western pine beetle (WPB).[3]
  • Application: (1S)-(−)-Verbenone can be used along with (1R)-(+)-nopinone for the stereoselective synthesis of chiral annulated indene derivatives via acid-catalyzed electrocyclic reaction.[4] It can also be employed as a starting material in the preparation of verbenone derivatives containing a 4-styryl scaffold with potent anti-ischemic property.[5]

SAFETY INFORMATION

WGK

WGK 3

Flash Point(F)

closed cup

Flash Point(C)

closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Show Difference

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Sigma Aldrich

218251

94%...


Quality Level:
100

Assay:
94%

form:
liquid

optical activity:
[α]25/D −130°, c = 10 in ethanol

refractive index:
n20/D 1.496 (lit.)

bp:
227-228 °C (lit.)

density:
0.975 g/mL at 20 °C (lit.)

SMILES string:
CC1=CC(=O)[C@H]2C[C@@H]1C2(C)C

InChI:
1S/C10H14O/c1-6-4-9(11)8-5-7(6)10(8,2)3/h4,7-8H,5H2,1-3H3/t7-,8+/m0/s1

InChI key:
DCSCXTJOXBUFGB-JGVFFNPUSA-N

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Sigma Aldrich

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Quality Level:
100

Assay:
98%

form:
liquid

optical activity:
[α]22/D +17°, neat

refractive index:
n20/D 1.471 (lit.)

bp:
87-88 °C/6 mmHg (lit.)

density:
0.929 g/mL at 25 °C (lit.)

SMILES string:
CC1CCC(CC1=O)C(C)=C

InChI:
__

InChI key:
__

Img

Sigma Aldrich

218294

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100

Assay:
92%

form:
liquid

optical activity:
[α]19/D −121°, c = 10 in ethanol

refractive index:
n20/D 1.508 (lit.)

bp:
104-105 °C/10 mmHg (lit.)

density:
0.965 g/mL at 25 °C (lit.)

SMILES string:
CC(=C)[C@H]1CCC(C=O)=CC1

InChI:
1S/C10H14O/c1-8(2)10-5-3-9(7-11)4-6-10/h3,7,10H,1,4-6H2,2H3/t10-/m1/s1

InChI key:
__

Img

Sigma Aldrich

218308

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Quality Level:
100

Assay:
97%

form:
liquid

optical activity:
__

refractive index:
n20/D 1.469 (lit.)

bp:
102-103 °C/50 mmHg (lit.)

density:
0.964 g/mL at 25 °C (lit.)

SMILES string:
CC1(C)[C@H]2CC3OC3(C)[C@@H]1C2

InChI:
1S/C10H16O/c1-9(2)6-4-7(9)10(3)8(5-6)11-10/h6-8H,4-5H2,1-3H3/t6-,7-,8?,10?/m1/s1

InChI key:
NQFUSWIGRKFAHK-BGPATTHWSA-N