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Merck

P45680

Sigma-Aldrich

(+)-α-蒎烯

98%

别名:

(1R,5R)-2,6,6-三甲双环[3.1.1]庚-2-烯, (1R,5R)-2-蒎烯

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100 ML
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500 ML
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About This Item

经验公式(希尔记法):
C10H16
CAS号:
分子量:
136.23
Beilstein:
2038653
EC 号:
MDL编号:
UNSPSC代码:
12352002
PubChem化学物质编号:
NACRES:
NA.22

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质量水平

方案

98%

旋光性

[α]/D 35 to 54, neat

光学纯度

ee: ≥85% (GLC)

自燃温度

491 °F

折射率

n20/D 1.465 (lit.)

沸点

155-156 °C (lit.)

mp

−62 °C (lit.)

密度

0.858 g/mL at 20 °C (lit.)

SMILES字符串

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

InChI

1S/C10H16/c1-7-4-5-8-6-9(7)10(8,2)3/h4,8-9H,5-6H2,1-3H3/t8-,9-/m1/s1

InChI key

GRWFGVWFFZKLTI-RKDXNWHRSA-N

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一般描述

(+)-α-蒎烯是一种单萜,是生物动力燃料的前体。[1] 它会发生臭氧分解,产生二次有机气溶胶(SOA)物质。[2]

应用

(+)-α-蒎烯可用于:
  • 制备手性有机硼烷,用于合成光学活性化合物和Suzuki偶联。[3][4]
  • 作为芳醛的烯丙基化反应的催化剂,用于合成手性吡啶型N-氧化物。[5]
  • 合成2,3-蒎烷二胺,是多种催化剂和试剂的手性助剂。[6]

(+)-α-蒎烯已被用于耐性试验中,以检测Marinobacter aquaeolei的基因,用于一种耐受蒎烯的大肠杆菌的工程化。[1]

警示用语:

Danger

危险分类

Aquatic Acute 1 - Aquatic Chronic 1 - Asp. Tox. 1 - Flam. Liq. 3 - Skin Irrit. 2 - Skin Sens. 1

储存分类代码

3 - Flammable liquids

WGK

WGK 3

闪点(°F)

91.4 °F - closed cup

闪点(°C)

33 °C - closed cup

个人防护装备

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


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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New pyridine-derived N-oxides as chiral organocatalysts in asymmetric allylation of aldehydes.
Malkov A V, et al.
J. Mol. Catal. A: Chem., 196(1-2), 179-186 (2003)
Chiral synthesis via organoboranes. 18. Selective reductions. 43. Diisopinocampheylchloroborane as an excellent chiral reducing reagent for the synthesis of halo alcohols of high enantiomeric purity. A highly enantioselective synthesis of both optical isomers of Tomoxetine, Fluoxetine, and Nisoxetine.
Srebnik M, et al.
The Journal of Organic Chemistry, 53(13), 2916-2920 (1988)
Synthesis and characterization of novel chiral 1, 2-diamines derived from α-pinene.
Suzuki T, et al.
Chemistry Letters (Jpn), 34(11), 1476-1477 (2005)
Coating of soot and (NH4)2SO4 particles by ozonolysis products of a-pinene.
Saathoff, H., et al.
Journal of Aerosol Science, 34(10), 1297-1321 (2003)
Timothy A Tomko et al.
Biotechnology for biofuels, 8, 165-165 (2015-10-09)
Recent metabolic engineering efforts have generated microorganisms that can produce biofuels, including bio-jet fuels, however these fuels are often toxic to cells, limiting production yields. There are natural examples of microorganisms that have evolved mechanisms for tolerating hydrocarbon-rich environments, such

Questions

  1. Can i use this compound to perform sensorial study? taste?

    1 answer
    1. This product is intended for research use only. It is not suitable for human or veterinary use. Please see the link below to review a pinene product that may be of interest:
      https://www.sigmaaldrich.com/product/aldrich/w290238

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