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Sigma-Aldrich

(R)-(-)-α-水芹烯

≥95.0% (sum of enantiomers, GC)

同義詞:

(-)-1,5-对孟二烯, (R)-5-异丙基-2-甲基-1,3-环己二烯

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About This Item

經驗公式（希爾表示法）:
C10H16
CAS號碼:
4221-98-1
分子量：:
136.23
Beilstein:
2497824
EC號碼:
224-167-6
MDL號碼:
MFCD00062988
分類程式碼代碼:
12352002
PubChem物質ID:
57652697
NACRES:
NA.22
暫時無法取得訂價和供貨情況

化驗

≥95.0% (sum of enantiomers, GC)

形狀

liquid

光學活性

[α]20/D −225±5°, c = 10% in diethyl ether

bp

171-174 °C (lit.)

密度

0.844 g/mL at 20 °C (lit.)

儲存溫度

2-8°C

SMILES 字串

CC(C)[C@H]1CC=C(C)C=C1

InChI

1S/C10H16/c1-8(2)10-6-4-9(3)5-7-10/h4-6,8,10H,7H2,1-3H3/t10-/m1/s1

InChI 密鑰

OGLDWXZKYODSOB-SNVBAGLBSA-N

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相關類別

一般說明

(R)-(-)-α-水芹烯是一种单萜衍生物。[1]

應用

(R)-(-)-α-水芹烯可与2-萘基乙炔羧酸进行[4+2]环加成反应形成手性二烯，其可作为铑催化的不对称加成反应的配体。[2] 它可用于合成（1S，5R）-5-（1-甲基乙基）-2-亚甲基-3-环己烯-1-基氢过氧化物，还原形式为 反式-yabunikkeol。[3]

訊號詞

Danger

危險分類

Aquatic Acute 1 - Aquatic Chronic 1 - Asp. Tox. 1 - Flam. Liq. 3 - Skin Sens. 1B

儲存類別代碼

3 - Flammable liquids

水污染物質分類（WGK）

WGK 3

閃點（°F）

113.0 °F - closed cup

閃點（°C）

45 °C - closed cup

個人防護裝備

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

從最近期的版本中選擇一個：

分析證明 (COA)

Lot/Batch Number
BGBC4685V
BGBC3047V
BGBC2265V
BGBC1859V
BCBJ8634V

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Chiral diene ligands for asymmetric catalysis.
Hayashi T.
Aldrichimica Acta, 42(2), 31-38 (2009)
Intrazeolite photo-oxygenation of (R)-(-)-a-phellandrene.
Stratakis M and Sofikiti N.
J. Chem. Res. (M), 2002(8), 374-375 (2002)
Kazuhiro Okamoto et al.
Organic letters, 10(19), 4387-4389 (2008-09-06)
Chiral dienes possessing the bicyclo[2.2.2]octadiene framework were prepared readily through the [4 + 2] cycloaddition of ( R)-alpha-phellandrene with methyl propiolate as the key step. Diene 9, substituted with a tertiary alcohol on one of the two double bonds, is
S Foss et al.
Systematic and applied microbiology, 21(2), 237-244 (1998-08-15)
Four pseudomonad strains 51Men, 54Pin, 62Car and 65Phen were recently isolated on the monoterpenes (+)-menthene, alpha-pinene, 2-carene and alpha-phellandrene as sole carbon source and nitrate as electron acceptor. These bacteria were characterised. The motile, mesophilic, Gram-negative rods had a strictly
Christo S Sevov et al.
The Journal of organic chemistry, 73(20), 7909-7915 (2008-09-13)
Electron transfer catalysis is an effective method for the acceleration of Diels-Alder reactions between two substrates of similar electron density. The dependence of the selectivity of the Diels-Alder reaction between (R)-alpha-phellandrene and 4-methoxystyrene catalyzed by photoinduced electron transfer with tris(4-methoxyphenyl)
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  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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