Home Cart 0 Sign in  

[ CAS No. 141-22-0 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
Chemical Structure| 141-22-0
Chemical Structure| 141-22-0
Structure of 141-22-0 * Storage: {[proInfo.prStorage]}
Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Quality Control of [ 141-22-0 ]

Related Doc. of [ 141-22-0 ]

Alternatived Products of [ 141-22-0 ]

Product Details of [ 141-22-0 ]

CAS No. :141-22-0 MDL No. :MFCD00084840
Formula : C18H34O3 Boiling Point : -
Linear Structure Formula :- InChI Key :WBHHMMIMDMUBKC-QJWNTBNXSA-N
M.W :298.46 Pubchem ID :643684
Synonyms :
Ricinoleic acid

Safety of [ 141-22-0 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P305+P351+P338 UN#:N/A
Hazard Statements:H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 141-22-0 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Upstream synthesis route of [ 141-22-0 ]
  • Downstream synthetic route of [ 141-22-0 ]

[ 141-22-0 ] Synthesis Path-Upstream   1~5

  • 1
  • [ 41015-43-4 ]
  • [ 141-22-0 ]
  • [ 41989-07-5 ]
  • [ 111766-70-2 ]
Reference: [1] Journal of Organic Chemistry, 1991, vol. 56, # 20, p. 5737 - 5738
  • 2
  • [ 140-03-4 ]
  • [ 141-22-0 ]
Reference: [1] Synthetic Communications, 1999, vol. 29, # 14, p. 2467 - 2475
  • 3
  • [ 111-71-7 ]
  • [ 112-38-9 ]
  • [ 141-22-0 ]
  • [ 540-12-5 ]
Reference: [1] Journal of Organic Chemistry, 1983, vol. 48, # 4, p. 464 - 469
[2] Journal of Organic Chemistry, 1983, vol. 48, # 4, p. 464 - 469
  • 4
  • [ 141-24-2 ]
  • [ 141-22-0 ]
Reference: [1] Macromolecules, 2005, vol. 38, # 13, p. 5545 - 5553
  • 5
  • [ 141-22-0 ]
  • [ 4494-16-0 ]
  • [ 849663-74-7 ]
YieldReaction ConditionsOperation in experiment
40%
Stage #1: at 45 - 50℃; for 72 h; Neat (no solvent)
Similar to oleic acid above, ricinoleic acid (8, 400 mg 1.34 mmol) was mixed with 2 (11 mg, 0.013 mmol) in a 50 mL Schlenck tube under nitrogen gas flow and the mixture was heated at 50° C. After about 0.5 h, a small amount of white precipitate was observed in the reaction flask. After 3 days of stirring at 50° C., the reaction mixture was quenched with 2 mL of ethyl vinyl ether and the volatile components removed under reduced pressure. The crude product contains the diol 9, ricinoleic acid, and diacid 5b was methylated using the procedure described above. The methylated product (116 mg) was reacted with 400 μL of N,O-bis(trimethylsilyl)trifluoroacetamide and 120 μL of pyridine at room temperature for 1 h (Christie, W. W., Lipid analysis: Isolation, Separation, Identification, and Structural Analysis of Lipids, Oxford, N.Y. Pergamon Press (1982)). The silylated product was purified by passage through a silica gel column (about 20 g, I.D. X Length (0.5.x.10)) using hexane:ethyl acetate (9:1 v/v) as eluant to give 34.5 mg of 7,12-bis(trimethylsiloxy)octadec-9-ene (9a) as yellow oil, 28.9 mg of the silylated methyl ester of 8 and 35.3 mg of the methyl ester of 5b. 1H NMR of 9a (CDCl3, 200 MHz): δ 5.43 (m, -CH2CHCH, 2H), 3.6 (m, -CHOSi(CH3)3, 2H), 2.14 (m, -CH2CHCH, 4H), 1.26 (m, 20H), 0.878 (m, 6H), 0.085 (s, -OSi(CH3)3, 18H). 13C NMR of 9a (CDCl3, 50 MHz): δ 129.1 (s, -CHCH-), 72.7 (s, -CHOSi(CH3)3), 41.2 (s), 37.1 (s), 31.9 (s), 29.4 (s), 25.7 (s), 22.6 (s), 14.1 (s, -CH3), 0.414 (s, -OSi(CH3)3). GC/MS of 9a (retention time t=15.8 min) gave an [M]+ atm/z=427 (calc., [M]+ for 9a is m/z=428.84). Yield of 9 was 40percent.
Reference: [1] Patent: US7534917, 2009, B1, . Location in patent: Page/Page column Sheet 2/6; 8; 9; 17
Same Skeleton Products
Historical Records

Related Functional Groups of
[ 141-22-0 ]

Alkenyls

Chemical Structure| 5323-95-5

[ 5323-95-5 ]

Sodium (R,Z)-12-hydroxyoctadec-9-enoate

Similarity: 0.96

Chemical Structure| 29704-44-7

[ 29704-44-7 ]

Zinc(II) (R,E)-12-hydroxyoctadec-9-enoate

Similarity: 0.96

Chemical Structure| 131488-83-0

[ 131488-83-0 ]

(E)-2-(3-Hydroxy-2-(pent-2-en-1-yl)cyclopentyl)acetic acid

Similarity: 0.89

Chemical Structure| 59320-77-3

[ 59320-77-3 ]

trans-8-Methyl-6-nonenoic acid, predominantly

Similarity: 0.88

Chemical Structure| 31467-60-4

[ 31467-60-4 ]

(Z)-8-Methylnon-6-enoic acid

Similarity: 0.88

Aliphatic Chain Hydrocarbons

Chemical Structure| 5323-95-5

[ 5323-95-5 ]

Sodium (R,Z)-12-hydroxyoctadec-9-enoate

Similarity: 0.96

Chemical Structure| 29704-44-7

[ 29704-44-7 ]

Zinc(II) (R,E)-12-hydroxyoctadec-9-enoate

Similarity: 0.96

Chemical Structure| 59320-77-3

[ 59320-77-3 ]

trans-8-Methyl-6-nonenoic acid, predominantly

Similarity: 0.88

Chemical Structure| 31467-60-4

[ 31467-60-4 ]

(Z)-8-Methylnon-6-enoic acid

Similarity: 0.88

Chemical Structure| 136194-85-9

[ 136194-85-9 ]

(Z)-13-Methyltetradec-4-enoic acid

Similarity: 0.88

Alcohols

Chemical Structure| 5323-95-5

[ 5323-95-5 ]

Sodium (R,Z)-12-hydroxyoctadec-9-enoate

Similarity: 0.96

Chemical Structure| 29704-44-7

[ 29704-44-7 ]

Zinc(II) (R,E)-12-hydroxyoctadec-9-enoate

Similarity: 0.96

Chemical Structure| 131488-83-0

[ 131488-83-0 ]

(E)-2-(3-Hydroxy-2-(pent-2-en-1-yl)cyclopentyl)acetic acid

Similarity: 0.89

Chemical Structure| 3329-38-2

[ 3329-38-2 ]

18-Hydroxyoctadec-9-enoic acid

Similarity: 0.88

Chemical Structure| 25637-84-7

[ 25637-84-7 ]

Glycerol-1,2- and -1,3-dioleate

Similarity: 0.85

Carboxylic Acids

Chemical Structure| 131488-83-0

[ 131488-83-0 ]

(E)-2-(3-Hydroxy-2-(pent-2-en-1-yl)cyclopentyl)acetic acid

Similarity: 0.89

Chemical Structure| 1330-80-9

[ 1330-80-9 ]

Oleic acid compound with propane-1,2-diol (1:1)

Similarity: 0.88

Chemical Structure| 59320-77-3

[ 59320-77-3 ]

trans-8-Methyl-6-nonenoic acid, predominantly

Similarity: 0.88

Chemical Structure| 31467-60-4

[ 31467-60-4 ]

(Z)-8-Methylnon-6-enoic acid

Similarity: 0.88

Chemical Structure| 136194-85-9

[ 136194-85-9 ]

(Z)-13-Methyltetradec-4-enoic acid

Similarity: 0.88