Key Documents

View All Documentation

(±)-Geosmin

Name: (±)-Geosmin
Brand: SIGMA

≥97% (GC), liquid (oil)

Synonym(s):

2β,6α-Dimethylbicyclo[4.4.0]decan-1β-ol

Select a Size

Change View

Size/SKU	Availability	Price

About This Item

Empirical Formula (Hill Notation):

C₁₂H₂₂O

CAS Number:

16423-19-1

Molecular Weight:

182.30

UNSPSC Code:

12161501

PubChem Substance ID:

24724647

NACRES:

NA.77

MDL number:

MFCD00055578

Assay:

≥97% (GC)

Form:

liquid (oil)

Pricing and availability is not currently available.

Technical Service

Need help? Our team of experienced scientists is here for you.

Let Us Assist

Properties

Product Name

(±)-Geosmin, ≥97% (GC)

Quality Segment

200

assay

≥97% (GC)

form

liquid (oil)

color

colorless

storage temp.

2-8°C

SMILES string

CC1CCCC2(C)CCCCC12O

InChI

1S/C12H22O/c1-10-6-5-8-11(2)7-3-4-9-12(10,11)13/h10,13H,3-9H2,1-2H3

InChI key

JLPUXFOGCDVKGO-UHFFFAOYSA-N

Description

Application

(±)-Geosmin has been used as a standard for GC-MS based analytical techniques. Geosmin has also been used to study its adsorption on activated carbon.

Biochem/physiol Actions

(±)-Geosmin is produced by Streptomyces coelicolor and cyanobacteria.

Geosmin is a naturally occurring biomolecule that contributes to the earthy or musty flavor and odor in water supplies. This water contaminant can be detected by humans at ng/l (parts per trillion) concentrations.

Compare Similar Items

View Full Comparison

Show Differences

1 of 1

This Item	G5908	C2648	700195P
Sigma-Aldrich UC18 (±)-Geosmin	Sigma-Aldrich G5908 (±)-Geosmin solution	Sigma-Aldrich C2648 Cholesterol 5β,6β-epoxide	Avanti 700195P Isolithocholic acid
description ≥97% (GC)	description 2 mg/mL in methanol, ≥97%	description ≥98%	description Avanti Research^™ - A Croda Brand
form liquid (oil)	form -	form powder	form powder
assay ≥97% (GC)	assay ≥97% (calc. on dry substance, GC)	assay ≥98%	assay >99% (TLC)
Quality Level 200	Quality Level 200	Quality Level 100	Quality Level -
storage temp. 2-8°C	storage temp. −20°C	storage temp. room temp	storage temp. −20°C
color colorless	color -	color -	color -

Pictograms

GHS07

Signal Word

Warning

Hazard Codes

H319

Precautionary Statements

P264 - P280 - P305 + P351 + P338 - P337 + P313

Hazard Classifications

Eye Irrit. 2

Storage Class

10 - Combustible liquids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

PPE (personal protective equipment)

dust mask type N95 (US), Eyeshields, Gloves

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

It looks like we've run into a problem, but you can still download Certificates of Analysis from our Documents section.

If you need assistance, please contact Customer Support

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Questions

1–2 of 2 Questions

Anonymous

4 years ago

What is the Department of Transportation shipping information for this product?

1 answer
1. Technical Support
  
  4 years ago
  
  Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product.
  
  Helpful?
Anonymous

4 years ago

What can you tell me about the stereochemistry of Sigma-Aldrich's (±)-Geosmin products?

1 answer
1. Technical Support
  
  4 years ago
  
  The geosmin products listed by Sigma-Aldrich (CAS Registry number [16423-19-1]) are synthetic, and would be exactly a 50:50 mixture of the (+) and (-) isomers. Specifically, the natural (-) isomer is (4S,4aS,8aR)-4,8a-Dimethyl-1,2,3,4,5,6,7,8-octahydronaphthalen-4a-ol. Therefore, the unnatural (+) isomer (the mirror image) is (4R,4aR,8aS)-4,8a-Dimethyl-1,2,3,4,5,6,7,8-octahydronaphthalen-4a-ol.This information has not been confirmed by a specific rotation measurement or chiral analysis, but is known based on the method of preparation.
  
  Helpful?

Reviews

No rating value