(3S,5S)-(+)-3,5-庚二醇 | 129212-21-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: (3S,5S)-(+)-3,5-庚二醇
• 中文别名: (3S,5S)-(+)-3,5-庚烷二醇
• 英文名称: (3S,5S)-3,5-heptanediol
• 英文别名: (S,S)-3,5-Heptanediol；(3S,5S)-Heptane-3,5-diol；(3S,5S)-(+)-3,5-Heptanediol
• CAS: 129212-21-1
• 化学式: C₇H₁₆O₂
• 分子量: 132.203
• InChiKey: BQWORYKVVNTRAW-BQBZGAKWSA-N

物化性质

• 熔点：
  52°C
• 比旋光度：
  +40° (c 10, ethanol)
• 稳定性/保质期：
  遵照规定使用和储存，则不会发生分解。

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  9
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

SDS

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Section 1: Product Identification
Chemical Name: (3S,5S)-(+)-3,5-Heptanediol, 99%
CAS Registry Number: 129212-21-1
Formula: C7H16O2
EINECS Number: none
Chemical Family: organic alcohol
Synonym: (3S,5S)-(+)-Heptane-3,5-diol

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Section 2: Composition and Information on Ingredients
Ingredient CAS Number Percent ACGIH (TWA) OSHA (PEL)
Title compound 129212-21-1 100% no data no data

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Section 3: Hazards Identification
Emergency Overview: Irritating to skin, eyes and respiratory tract.
Primary Routes of Exposure: Ingestion, inhalation, skin, eyes
Eye Contact: Causes irritation of the eyes.
Skin Contact: Causes irritation of the skin.
Inhalation: Irritating to the nose, mucous membranes and respiratory tract.
Ingestion: No information available on the physiological effects of ingestion.
Acute Health Affects: Irritating to skin, eyes and respiratory tract.
Chronic Health Affects: No information on long-term chronic effects.
NTP: No
IARC: No
OSHA: No

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SECTION 4: First Aid Measures
Immediately flush the eyes with copious amounts of water for at least 10-15 minutes. A victim may need
Eye Exposure:
assistance in keeping their eye lids open. Get immediate medical attention.
Wash the affected area with water. Remove contaminated clothes if necessary. Seek medical assistance if
Skin Exposure:
irritation persists.
Remove the victim to fresh air. Closely monitor the victim for signs of respiratory problems, such as difficulty
Inhalation:
in breathing, coughing, wheezing, or pain. In such cases seek immediate medical assistance.
Seek medical attention immediately. Keep the victim calm. Give the victim water (only if conscious). Induce
Ingestion:
vomiting only if directed by medical personnel.

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SECTION 5: Fire Fighting Measures
Flash Point: none
Autoignition Temperature: none
Explosion Limits: none
Extinguishing Medium: carbon dioxide, dry powder or foam
If this product is involved in a fire, fire fighters should be equipped with a NIOSH approved positive pressure
Special Fire Fighting Procedures:
self-contained breathing apparatus and full protective clothing.
Hazardous Combustion and If involved in a fire, this material may emit toxic and irritating fumes.
Decomposion Products:
Unusual Fire or Explosion Hazards: No unusual fire or explosion hazards.

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SECTION 6: Accidental Release Measures
Spill and Leak Procedures: Small spills can be mixed with vermiculite or sodium carbonate and swept up.

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SECTION 7: Handling and Storage
Handling and Storage: Store in a tightly sealed container. Keep in a cool, dry, well ventilated place.

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SECTION 8: Exposure Controls and Personal Protection
Eye Protection: Always wear approved safety glasses when handling a chemical substance in the laboratory.
Skin Protection: Wear protective clothing and gloves.
Ventilation: Handle the material in an efficient fume hood.
If ventilation is not available a respirator should be worn. The use of respirators requires a Respirator
Respirator:
Protection Program to be in compliance with 29 CFR 1910.134.
Ventilation: Handle the material in an efficient fume hood.
Additional Protection: No additional protection required.

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SECTION 9: Physical and Chemical Properties
Color and Form: colorless solid
Molecular Weight: 132.20
Melting Point: 52°
Boiling Point: no data
Vapor Pressure: no data
Specific Gravity: no data
Odor: not determined
Solubility in Water: insoluble

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SECTION 10: Stability and Reactivity
Stability: air and moisture stable
Hazardous Polymerization: no hazardous polymerization
Conditions to Avoid: none
Incompatibility: oxidizing agents
Decomposition Products: carbon monoxide, carbon dioxide and organic fumes.

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SECTION 11: Toxicological Information
RTECS Data: No information available in the RTECS files.
Carcinogenic Effects: No data
Mutagenic Effects: No data
Tetratogenic Effects: No data

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SECTION 12: Ecological Information
Ecological Information: No information available

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SECTION 13: Disposal Considerations
Disposal: Dispose of according to local, state and federal regulations.

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SECTION 14: Transportation
Shipping Name (CFR): Non-hazardous
Hazard Class (CFR): NA
Additional Hazard Class (CFR): NA
Packaging Group (CFR): NA
UN ID Number (CFR): NA
Shipping Name (IATA): Non-hazardous
Hazard Class (IATA): NA
Additional Hazard Class (IATA): NA
Packaging Group (IATA): NA
UN ID Number (IATA): NA

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SECTION 15: Regulatory Information
TSCA: Not listed in the TSCA inventory
SARA (Title 313): Title compound not listed
Second Ingredient: none

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  (3S,5S)-(+)-3,5-庚二醇 在 氯化亚砜 作用下， 以 四氯化碳 为溶剂， 反应 1.0h， 生成 (4S,6S)-4,6-Diethyl-[1,3,2]dioxathiane 2-oxide
  参考文献：
  名称：

  Chiral 1,2-Bis(phosphetano)benzenes: Preparation and Use in the Ru-Catalyzed Hydrogenations of Carbonyl Derivatives

  摘要：

  DOI：

  10.1002/(sici)1521-3765(19990401)5:4<1160::aid-chem1160>3.0.co;2-3
• 作为产物：
  描述：

  2,4-戊二酮,1,5-二氯 在 Ru2Cl4{2,2'-bis(diphenylphosphino)-1,1'-binaphthyl}2*N(C2H5)3 氢氧化钾 、 氢气 作用下， 以 四氢呋喃 、 甲醇 、 乙醚 为溶剂， -78.0~102.0 ℃ 、8.62 MPa 条件下， 反应 7.0h， 生成 (3S,5S)-(+)-3,5-庚二醇
  参考文献：
  名称：

  Optically pure 1,3-diols from (2R,4R)- and (2S,4S)-1,2:4,5-diepoxypentane

  摘要：

  Optically pure (> 97% ee) (2R,4R)-1,2:4,5-diepoxypentane (1) and its enantiomer can be prepared in three steps from 2,4-pentanedione without the need for chromatographic purification. Diepoxide 1 is an efficient precursor to a wide variety of optically pure syn and anti 1,3-diols. Reaction with excess nucleophile gives symmetric[GRAPHICS]anti 1,3-diols in good yield. Reaction with a slight excess of alkyllithium under Ganem's conditions gives the monoepoxides 5 in good yield. Addition of a second nucleophile to monoepoxide 5 gives asymmetric anti 1,3-diols. Mitsunobu inversion of monoepoxide 5 followed by addition of a second nucleophile gives syn 1,3-diols. Optically pure syn and anti 1,3-diols are available from diepoxide 1 in one to three steps and good overall yield.

  DOI：

  10.1021/jo00017a032

文献信息

• Synthesis of β-Methoxyacrylate Natural Products Based on Box-PdII-Catalyzed Intermolecular Methoxycarbonylation of Alkynoles
  作者：Satoshi Motodate、Takuya Kobayashi、Mikio Fujii、Tomoyuki Mochida、Taichi Kusakabe、Shigeki Katoh、Hiroyuki Akita、Keisuke Kato

  DOI：10.1002/asia.201000292

  日期：——

  5‐membered lactones 3p, 3q, 16 were obtained in moderate yields. The one‐pot synthesis of kawa lactones 3a, 3r, 3s and formal synthesis of dihydroxycystothiazole A and dihydroxycystothiazole C are presented. To elucidate the stereochemistry of (+)‐annularin G and (−)‐annularin H, the first asymmetric syntheses of these natural products were achieved.

  双（恶唑啉）钯（II）催化高炔丙醇的羰基化反应，得到无环甲氧基丙烯酸酯2和6元内酯3a，3b，3d，3e，3f，3g，3h，3i，3j，3k。在炔丙醇的情况下，以中等收率获得了五元内酯3p，3q，16。一锅合成川内酯3a，3r，3s并给出了二羟基巯基噻唑A和二羟基巯基噻唑C的正式合成。为了阐明（+）-环戊素G和（-）-环丙素H的立体化学，实现了这些天然产物的第一个不对称合成。
• Ligands for asymmetric catalysis
  申请人：Chirotech Technology Limited

  公开号：US05936109A1

  公开（公告）日：1999-08-10

  The subject invention relates to phosphine ligands that are useful for asymmetric reactions, especially as chiral ligands for catalytic asymmetric hydrogenation.

  本发明涉及磷配体，该配体可用于不对称反应，特别是作为催化不对称氢化的手性配体。
• CYCLISATION PROCESS OF FORMING A MULTIPLE RING COMPOUND
  申请人：Loh Teck Peng

  公开号：US20100228058A1

  公开（公告）日：2010-09-09

  The present invention relates to a cyclisation process of forming a multiple ring compound from an isoprenoid compound. The cyclisation process involves reacting the isoprenoid compound with an acetal initiator under conditions sufficient to form the multiple ring compound. The isoprenoid compound is contacted with an initiator an optionally with a catalyst. Cyclisation occurs by reaction of the initiator with the isoprenoid compound. Cyclic acetal compounds wherein the acetal forms part of 6-membered unsaturated ring are also defined.

  本发明涉及一种从异戊二烯化合物形成多环化合物的环化过程。该环化过程涉及将异戊二烯化合物与缩醛引发剂在足够的条件下反应以形成多环化合物。异戊二烯化合物与引发剂接触，可选择地与催化剂接触。环化是通过引发剂与异戊二烯化合物的反应发生的。还定义了其中缩醛部分形成6元不饱和环的环状缩醛化合物。
• Blanc, Delphine; Ratovelomanana-Vidai, Virginie; Marinetti, Angela, Synlett, 1999, # 4, p. 480 - 482
  作者：Blanc, Delphine、Ratovelomanana-Vidai, Virginie、Marinetti, Angela、Genêt, Jean-Pierre

  DOI：——

  日期：——
• LIGANDS FOR ASYMMETRIC CATALYSIS
  申请人：Chirotech Technology Limited

  公开号：EP0912583B1

  公开（公告）日：2002-09-11