9E-12-hydroxyoctadecenoic acid | 82188-83-8

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 9E-12-hydroxyoctadecenoic acid
• 英文别名: Ricinelaidic acid；ricinoleic acid；(R)-12-Hydroxy-cis-9-octadecenoic acid；12-hydroxy-9-cis-octadecenoic acid；(9E)-12-hydroxyoctadec-9-enoic acid；(E)-12-hydroxyoctadec-9-enoic acid
• CAS: 82188-83-8
• 化学式: C₁₈H₃₄O₃
• 分子量: 298.466
• InChiKey: WBHHMMIMDMUBKC-FMIVXFBMSA-N

物化性质

• 沸点：
  416.4±20.0 °C(Predicted)
• 密度：
  0.957±0.06 g/cm3(Predicted)
• 溶解度：
  可溶于氯仿（少许）、甲醇（少许）
• LogP：
  5.700 (est)
• 物理描述：
  Liquid

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  21
• 可旋转键数：
  15
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  57.5
• 氢给体数：
  2
• 氢受体数：
  3

安全信息

• 海关编码：
  2918199090
• 储存条件：
  -20°C冷藏

反应信息

• 作为反应物：
  描述：

  9E-12-hydroxyoctadecenoic acid 以 四氢呋喃 为溶剂， 生成
  参考文献：
  名称：

  Gais,H.-J.; Lied,T., Angewandte Chemie, 1978, vol. 90, p. 283 - 285

  摘要：

  DOI：
• 作为产物：
  描述：

  (E)-12-Oxooctadec-9-enoic Acid 在 sodium tetrahydroborate 作用下， 生成 9E-12-hydroxyoctadecenoic acid
  参考文献：
  名称：

  Metzger, Juergen O.; Biermann, Ursula, Liebigs Annalen der Chemie, 1993, # 6, p. 645 - 650

  摘要：

  DOI：

文献信息

• METHOD FOR THE SYNTHESIS OF DIACIDS OR DIESTERS FROM NATURAL FATTY ACIDS AND/OR ESTERS
  申请人：Dubois Jean-Luc

  公开号：US20100305354A1

  公开（公告）日：2010-12-02

  The invention relates to a process for the synthesis of diacids or diesters of general formula ROOC—(CH 2 ) x —COOR, in which n is an integer between 5 and 14, R is either H or an alkyl radical of 1 to 4 carbon atoms, from natural long-chain monounsaturated fatty acids or esters including at least 10 adjacent carbon atoms per molecule of the general formula CH 3 —(CH 2 ) n —CHR 1 —CH 2 —CH═CH—(CH 2 ) p —COOR, in which R is H or an alkyl radical with 1 to 4 carbon atoms, R 1 is either H or OH, and n and p, which are equal or different and are indices between 2 and 11. The method comprises: during a first step, converting the natural fatty acid or ester by pyrolysis or by ethenolysis, into a ω-monounsaturated fatty acid or ester of the general formula CH 2 ═CH—(CH 2 ) m —COOR, in which m is equal to p or p+1, depending on the nature of the processed fatty acid/ester and the conversion used; during a second step, submitting the product thus obtained to a metathesis or homometathesis reaction for obtaining a compound of the general formula ROOC—(CH 2 ) m —CH═CH—(CH 2 ) m —COOR, or cross-metathesis with a compound of formula R 2 OOC—(CH 2 ) r —CH═CH—R 3 , in which R 2 is either H or an alkyl radical front with 1 to 4 carbon atoms, r is either 0 or 1 or 2 and R 3 is H, CH 3 or COOR 2 , thus defining a cyclic or molecule or not, in order to obtain an unsaturated compound of the general formula ROOC—(CH 2 ) m —CH═CH—(CH 2 ) r —COOR 2 , and during a third step, converting the unsaturated compound into a saturated compound by hydrogenation of the double bond.

  这项发明涉及一种合成一般公式为ROOC—(CH2)x—COOR的二元酸或二元酯的过程，其中n是5到14之间的整数，R是H或1到4个碳原子的烷基自由基，从天然长链单不饱和脂肪酸或酯中合成，这些脂肪酸或酯每分子至少包括10个相邻的碳原子，其一般公式为CH3—(CH2)n—CHR1—CH2—CH═CH—(CH2)p—COOR，其中R是H或1到4个碳原子的烷基自由基，R1是H或OH，n和p相等或不同，是2到11之间的指数。该方法包括：在第一步中，通过热解或乙炔醇解将天然脂肪酸或酯转化为ω-单不饱和脂肪酸或酯，其一般公式为CH2═CH—(CH2)m—COOR，其中m等于p或p+1，具体取决于处理的脂肪酸/酯的性质和所使用的转化；在第二步中，将所得产物进行交叉代谢或同交叉代谢反应，以获得一般公式为ROOC—(CH2)m—CH═CH—(CH2)m—COOR的化合物，或与公式为R2OOC—(CH2)r—CH═CH—R3的化合物进行交叉代谢，其中R2是H或1到4个碳原子的烷基自由基，r是0或1或2，R3是H、CH3或COOR2，从而定义一个循环或不循环的分子，以获得一般公式为ROOC—(CH2)m—CH═CH—(CH2)r—COOR2的不饱和化合物；在第三步中，通过加氢双键将不饱和化合物转化为饱和化合物。
• BIOPASSIVATING MEMBRANE STABILIZATION BY MEANS OF NITROCARBOXYLIC ACID-CONTAINING PHOSPHOLIPIDS IN PREPARATIONS AND COATINGS
  申请人：Dietz Ulrich

  公开号：US20140099354A1

  公开（公告）日：2014-04-10

  The present invention relates to nitro-carboxylic acid (s)-containing phospholipids, to be used for coating of medical devices such as stents, catheter balloons, wound pads or surgical suture material and for bio-passivating compositions, such as rinses, waterproofing solutions, coating solutions, cryoprotection solutions, cold preservation media, lyoprotection solutions, contrast media solutions, preservation and reperfusion solutions containing these compounds as well as preparing solutions thereof and coating medical devices as well as their uses.

  本发明涉及一种含硝基羧酸（s）的磷脂，用于涂覆医疗器械，如支架、导管球囊、伤口垫或外科缝合材料，以及用于生物钝化组合物，如漱口液、防水溶液、涂层溶液、冷冻保护溶液、冷藏介质、冻干保护溶液、造影介质溶液、含有这些化合物的保存和再灌注溶液，以及制备这些溶液和涂覆医疗器械以及它们的用途。
• METHOD FOR PREPARING CARBOXYLIC ACIDS BY OXIDATIVE CLEAVAGE OF A VICINAL DIOL
  申请人：Lemaire Marc

  公开号：US20130131379A1

  公开（公告）日：2013-05-23

  The present invention relates to a method for preparing carboxylic acids, in particular mono- and dicarboxylic acids, by oxidative cleavage of a vicinal diol. According to the invention, said method consists of reacting a vicinal diol of formula I: where: p is an integer comprised between 1 and 6; R1 and R2 are, separately: an alkyl or hydroxyl group having 1 to 12 carbon atoms; a —(CH 2 ) n —C0 2 M group where n, which can be identical or different in R1 and R2, is an integer comprised between 1 and 11 and M is a hydrogen atom or an alkyl group having 1 to 4 carbon atoms or an alkaline cation; or R1 and R2 jointly form an alkylene —(CH 2 )m- group where m is an integer comprised between 2 and 10, preferably between 2 and 6; with industrial-grade sodium hypochlorite (or bleach), in the absence of an organic solvent and without adding a catalyst, preferably at room temperature. The invention can be used for recycling natural vegetable oils.

  本发明涉及一种制备羧酸的方法，特别是通过对邻二醇进行氧化裂解制备单羧酸和二羧酸。 根据本发明，所述方法包括将式I的邻二醇进行反应： 其中： p是介于1和6之间的整数； R1和R2分别是： 具有1至12个碳原子的烷基或羟基基团； 一个—(CH 2 ) n —C0 2 M基团，其中n在R1和R2中可以相同也可以不同，是介于1和11之间的整数，M是氢原子或具有1至4个碳原子的烷基基团或碱性阳离子； 或者R1和R2共同形成一个亚烷基—(CH 2 )m-基团，其中m是介于2和10之间的整数，优选在2和6之间； 使用工业级次氯酸钠（或漂白剂），在无机溶剂的情况下且不添加催化剂的情况下，最好在室温下进行。该发明可用于回收天然植物油。
• PROCESS FOR PREPARING A CARBOXYLIC ACID FROM A DIOL OR FROM AN EPOXIDE BY OXIDATIVE CLEAVAGE
  申请人：SOCIETE INTEROLEAGINEUSE D'ASSISTANCE ET DE DEVELOPPEMENT (S.I.A.)

  公开号：US20150210623A1

  公开（公告）日：2015-07-30

  A process for preparing a carboxylic acid, by oxidative cleavage of at least one vicinal diol, or an epoxide, wherein the reaction is carried out in the presence of a catalyst and of an oxidizing agent and in the absence of solvent.

  通过氧化裂解至少一个邻二醇或环氧化物来制备羧酸的方法，其中反应在催化剂和氧化剂的存在下，在无溶剂的情况下进行。
• METHOD FOR THE SYNTHESIS OF OMEGA-AMINO-ALKANOIC ACIDS
  申请人：Dubois Jean-Luc

  公开号：US20100168453A1

  公开（公告）日：2010-07-01

  The invention relates to a method for the synthesis of amino acids/esters of general formula NH 2 —(CH 2 ) n —COOR in which n is an integer between 5 and 14, and R is either H or an alkyl radical including from 1 to 4 carbon atoms, from natural long-chain mono-unsaturated fatty acids or esters including at least 10 adjacent carbon atoms per molecule, said method comprising: first converting, if necessary, said natural long-chain fatty acid or ester into a monounsaturated fatty acid/ester of general formula R 1 —(CH 2 ) m —CH═CH—(CH 2 ) p —COOR in which R 1 is H, CH 3 or a COOR radical, m is an integer between 0 and 14 and p is an integer between 2 and 11, then submitting the latter to a crossed catalytic metathesis reaction with a compound of formula R 2 —CH═CH—R 3 in which R 2 is either H or CN and R 3 is CN or CH 2 NH 2 , provided that if R 2 is CN, R 3 can be only CN, and finally converting the resulting product of the general formula R 3 —CH═CH—(CH 2 ) p —COOR into an amino-acid, either by hydrogenation, or by hydrogenation of the triple terminal bond, or by amination of the double terminal bond.

  本发明涉及一种合成通式为NH2—(CH2)n—COOR的氨基酸/酯的方法，其中n为5至14之间的整数，R为H或包括1至4个碳原子的烷基基团，所述方法包括：首先，如果必要，将天然长链脂肪酸或酯转化为通式为R1—(CH2)m—CH═CH—(CH2)p—COOR的单不饱和脂肪酸/酯，其中R1为H，CH3或COOR基团，m为0至14之间的整数，p为2至11之间的整数；然后，将后者与通式为R2—CH═CH—R3的化合物进行交叉催化复分解反应，其中R2为H或CN，R3为CN或CH2NH2，如果R2为CN，则R3只能为CN；最后，将得到的通式为R3—CH═CH—(CH2)p—COOR的产品转化为氨基酸，可以通过氢化，或通过氢化末端的三键，或通过末端的双键的氨基化来实现。