MedKoo Cat#: 591869 | Name: Citral oxime
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

​Citral oxime is an organic compound derived from citral through its reaction with hydroxylamine, resulting in the formation of a mixture of four diastereomeric oximes corresponding to the E/Z isomers of citral. This mixture can be separated into individual isomers using chromatographic techniques. Citral oxime serves as a key intermediate in the synthesis of geranyl nitrile, an oxidation-stable analog of citral widely utilized in the fragrance industry. The dehydration of citral oxime to geranyl nitrile is typically achieved using acetic anhydride as a dehydrating agent. Additionally, citral oxime can undergo esterification reactions with carboxylic acid anhydrides or chlorides in the presence of pyridine to yield citral oxime esters, which also possess aromatic applications.

Chemical Structure

Citral oxime
Citral oxime
CAS#13372-77-5

Theoretical Analysis

MedKoo Cat#: 591869

Name: Citral oxime

CAS#: 13372-77-5

Chemical Formula: C10H17NO

Exact Mass: 167.1310

Molecular Weight: 167.25

Elemental Analysis: C, 71.81; H, 10.25; N, 8.37; O, 9.57

Price and Availability

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1g USD 525.00 2 Weeks
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Related CAS #
No Data
Synonym
Citral oxime; AI3-12094; AI3 12094; AI312094
IUPAC/Chemical Name
2,6-Octadienal, 3,7-dimethyl-, oxime
InChi Key
LXFKDMGMYAHNAQ-AMMQDNIMSA-N
InChi Code
InChI=1S/C10H17NO/c1-9(2)5-4-6-10(3)7-8-11-12/h5,7-8,12H,4,6H2,1-3H3/b10-7+,11-8+
SMILES Code
C/C(C)=C\CC/C(C)=C/C=N/O
Appearance
Solid powder
Purity
>90% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.03.00
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 167.25 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Ferraz MC, Mano RA, Oliveira DH, Maia DSV, Silva WP, Savegnago L, Lenardão EJ, Jacob RG. Synthesis, Antimicrobial, and Antioxidant Activities of Chalcogen-Containing Nitrone Derivatives from (R)-citronellal. Medicines (Basel). 2017 Jun 10;4(2). pii: E39. doi: 10.3390/medicines4020039. PubMed PMID: 28930254; PubMed Central PMCID: PMC5590075. 2: Parthasarathy R, Jenniefer SJ, Muthiah PT, Sulochana N. 2,6,6-Trimethyl-cyclo-hexene-1-carbaldehyde oxime. Acta Crystallogr Sect E Struct Rep Online. 2011 Oct 1;67(Pt 10):o2732. doi: 10.1107/S1600536811037895. Epub 2011 Sep 30. PubMed PMID: 22065695; PubMed Central PMCID: PMC3201277.