1,4-丁烷二膦酸 | 4671-77-6

• 物质功能分类: 有机原料 - 羧酸类化合物及衍生物
• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机膦酸及其衍生物
• 中文名称: 1,4-丁烷二膦酸
• 中文别名: 1,4-丁烷二磷酸
• 英文名称: 1,4-butylenediphosphonic acid
• 英文别名: 1,4-butanebis(phosphonic acid)；butane-1,4-diyldiphosphonic acid；1,4-Diphosphono-butan；Tetramethylen-diphosphonsaeure；1,4-Butanediphosphonic acid；4-phosphonobutylphosphonic acid
• CAS: 4671-77-6
• 化学式: C₄H₁₂O₆P₂
• mdl: MFCD01631212
• 分子量: 218.083
• InChiKey: JKTORXLUQLQJCM-UHFFFAOYSA-N

物化性质

• 熔点：
  219-221 °C
• 沸点：
  544.4±60.0 °C(Predicted)
• 密度：
  1.641±0.06 g/cm3(Predicted)
• 稳定性/保质期：

  避免与不相容的材料、湿空气或水接触。

计算性质

• 辛醇/水分配系数(LogP)：
  -2.7
• 重原子数：
  12
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  115
• 氢给体数：
  4
• 氢受体数：
  6

安全信息

• 危险等级：
  8
• 危险类别码：
  R34
• 安全说明：
  S25,S36/37/39,S45
• 包装等级：
  III
• 危险类别：
  8
• 危险性防范说明：
  P501,P260,P234,P264,P280,P390,P303+P361+P353,P301+P330+P331,P363,P304+P340+P310,P305+P351+P338+P310,P406,P405
• 危险品运输编号：
  3261
• 危险性描述：
  H314,H290
• 储存条件：
  应密封储存在阴凉干燥的库房中，并远离腐蚀性物质。

SDS

Name:	1 4-Butanediphosphonic acid Material Safety Data Sheet
Synonym:	None Known
CAS:	4671-77-6

Section 1 - Chemical Product MSDS Name:1 4-Butanediphosphonic acid Material Safety Data Sheet
Synonym:None Known

---

Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
4671-77-6	1,4-Butanediphosphonic acid	ca. 100	unlisted

Hazard Symbols: C
Risk Phrases: 34

---

Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Causes burns.Hygroscopic (absorbs moisture from the air).
Potential Health Effects
Eye:
Causes eye burns.
Skin:
Causes skin burns.
Ingestion:
Causes gastrointestinal tract burns. The toxicological properties of this substance have not been fully investigated.
Inhalation:
Causes chemical burns to the respiratory tract. The toxicological properties of this substance have not been fully investigated.
Chronic:
Chronic exposure may cause effects similar to those of acute exposure.

---

Section 4 - FIRST AID MEASURES
Eyes: Immediately flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid immediately. Do NOT allow victim to rub eyes or keep eyes closed.
Skin:
In case of contact, immediately flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes.
Get medical aid immediately. Wash clothing before reuse.
Ingestion:
If swallowed, do NOT induce vomiting. Get medical aid immediately.
If victim is fully conscious, give a cupful of water. Never give anything by mouth to an unconscious person.
Inhalation:
Get medical aid immediately. Remove from exposure and move to fresh air immediately. If breathing is difficult, give oxygen. Do NOT use mouth-to-mouth resuscitation. If breathing has ceased apply artificial respiration using oxygen and a suitable mechanical device such as a bag and a mask.
Notes to Physician:

---

Section 5 - FIRE FIGHTING MEASURES
General Information:
As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear. During a fire, irritating and highly toxic gases may be generated by thermal decomposition or combustion.
Extinguishing Media:
Use water spray, dry chemical, carbon dioxide, or appropriate foam.

---

Section 6 - ACCIDENTAL RELEASE MEASURES
General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Vacuum or sweep up material and place into a suitable disposal container. Clean up spills immediately, observing precautions in the Protective Equipment section. Avoid generating dusty conditions.
Provide ventilation.

---

Section 7 - HANDLING and STORAGE
Handling:
Minimize dust generation and accumulation. Do not breathe dust, vapor, mist, or gas. Keep container tightly closed. Do not ingest or inhale. Use only in a chemical fume hood. Discard contaminated shoes.
Storage:
Store in a cool, dry place. Store in a tightly closed container.
Corrosives area. Store protected from moisture.

---

Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Facilities storing or utilizing this material should be equipped with an eyewash facility and a safety shower. Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 4671-77-6: Personal Protective Equipment Eyes: Wear appropriate protective eyeglasses or chemical safety goggles as described by OSHA's eye and face protection regulations in 29 CFR 1910.133 or European Standard EN166.
Skin:
Wear appropriate protective gloves to prevent skin exposure.
Clothing:
Wear appropriate protective clothing to prevent skin exposure.
Respirators:
Follow the OSHA respirator regulations found in 29 CFR 1910.134 or European Standard EN 149. Use a NIOSH/MSHA or European Standard EN 149 approved respirator if exposure limits are exceeded or if irritation or other symptoms are experienced.

---

Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Solid
Color: white
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 219 - 221 deg C
Autoignition Temperature: Not available.
Flash Point: Not available.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water:
Specific Gravity/Density:
Molecular Formula: (O)P(OH)2(CH2)4P(OH)2(O)
Molecular Weight: 218.08

---

Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Hygroscopic: absorbs moisture or water from the air.
Conditions to Avoid:
Dust generation, exposure to moist air or water.
Incompatibilities with Other Materials:
Strong oxidizing agents.
Hazardous Decomposition Products:
Carbon monoxide, oxides of phosphorus, carbon dioxide.
Hazardous Polymerization: Has not been reported

---

Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 4671-77-6 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
1,4-Butanediphosphonic acid - Not listed by ACGIH, IARC, or NTP.

---

Section 12 - ECOLOGICAL INFORMATION
Ecotoxicity:
Fish: Pseudomonas putida:

---

Section 13 - DISPOSAL CONSIDERATIONS
Dispose of in a manner consistent with federal, state, and local regulations.

---

Section 14 - TRANSPORT INFORMATION

IATA
Not regulated as a hazardous material.
IMO
Not regulated as a hazardous material.
RID/ADR
Not regulated as a hazardous material.

---

Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: C
Risk Phrases:
R 34 Causes burns.
Safety Phrases:
S 25 Avoid contact with eyes.
S 36/37/39 Wear suitable protective clothing, gloves
and eye/face protection.
S 45 In case of accident or if you feel unwell, seek
medical advice immediately (show the label where
possible).
WGK (Water Danger/Protection)
CAS# 4671-77-6: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 4671-77-6 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 4671-77-6 is not listed on the TSCA inventory.
It is for research and development use only.

---

SECTION 16 - ADDITIONAL INFORMATION
N/A

制备方法与用途

丁二酸二(1,4-取代酯)是一种PROTAC链接器，属于烷基链类。它可用于合成PROTAC分子。

反应信息

• 作为反应物：
  描述：

  3-(三甲硅基)-1-丙醇 、 1,4-丁烷二膦酸 在 N,N'-二环己基碳二亚胺 作用下， 以 四氢呋喃 为溶剂， 反应 75.0h， 以57%的产率得到di-[3-(trimethylsilyl)-1-propylene]butylenediphosphonic acid
  参考文献：
  名称：

  二-[3-(三甲基甲硅烷基)-1-丙烯]亚烷基二膦酸的合成与表征

  摘要：

  摘要 一个同源系列的亚烷基二膦酸与 3-(三甲基甲硅烷基)-1-丙醇成功酯化成对称取代的二酯。该方法具有将硅杂原子结合到二膦酸中的普遍适用性，利用酯化试剂二环己基碳二亚胺 (DCC) 来激活酸。在甲苯和1-癸醇中测量二-[3-(三甲基甲硅烷基)-1-丙烯]亚烷基二膦酸的聚集特性。

  DOI：

  10.1080/00397910008087391
• 作为产物：
  描述：

  1,4-butanediphosphonous acid 在 双氧水 作用下， 生成 1,4-丁烷二膦酸
  参考文献：
  名称：

  Sander,M., Chemische Berichte, 1962, vol. 95, p. 473 - 482

  摘要：

  DOI：

文献信息

• Synthetic and structural investigations of mercurous and mercuric organophosphonates and phenylarsonates
  作者：Nitin Balkrushna Padalwar、Kanamaluru Vidyasagar

  DOI：10.1016/j.jssc.2016.08.012

  日期：2016.11

  infrared and Raman spectroscopic methods: Hg2(HO3PC6H5)2(1), Hg2(HO3P(C6H4)PO3H)(2), Hg2(HO3P(C6H4)2PO3H)(3), Hg2(HO3P(CH2)4PO3H)(4), Hg2(O3PC6H5)·H2O(5), (Hg2)2(O3P(CH2)2PO3)(6), (Hg2)2(O3P(CH2)3PO3)(7), Hg(O3PC6H5)·H2O(8), Hg(O3PCH2C6H5)·H2O(9), Hg(O3AsC6H5)·H2O(10), Hg3(O3AsC6H5)2(HO3AsC6H5)2(11) and (Hg2)Hg3(O3P(C6H4)PO3)2·2H2O(12). Compounds 1–7 are the first examples of mercurous phosphonates

  摘要 通过单晶 X 射线衍射、13C 和 31P 核磁共振、红外和拉曼光谱方法分离和表征了以下 12 种汞和汞有机膦酸盐、双/二膦酸盐和苯胂酸盐：Hg2(HO3PC6H5)2(1)、Hg2 (HO3P(C6H4)PO3H)(2), Hg2(HO3P(C6H4)2PO3H)(3), Hg2(HO3P(CH2)4PO3H)(4), Hg2(O3PC6H5)·H2O(5), (Hg2)2( O3P(CH2)2PO3)(6), (Hg2)2(O3P(CH2)3PO3)(7), Hg(O3PC6H5)·H2O(8), Hg(O3PCH2C6H5)·H2O(9), Hg(O3AsC6H5)· H2O(10)、Hg3(O3AsC6H5)2(HO3AsC6H5)2(11) 和 (Hg2)Hg3(O3P(C6H4)PO3)2·2H2O(12)。化合物 1-7 是亚汞膦酸盐和二/二膦酸盐的第一个例子。它们包含
• First structural determination of layered and pillared organic derivatives of γ-zirconium phosphate by X-ray powder diffraction data
  作者：G. Alberti、R. Vivani、S. Murcia Mascarós

  DOI：10.1016/s0022-2860(98)00472-4

  日期：1998.10

  Abstract This paper reports the structural characterization of one layered and one pillared organic derivative of γ-zirconium phosphate dihydrogenphosphate, ZrPO4O2P(OH)C3H7·H2O and ZrPO4[O2P(OH)C4H8(OH)PO2]0.5·H2O, respectively. They were obtained by topotactic exchange of n-propylphosphonate and butyldiphosphonate groups on γ-ZrPO4O2P(OH)2·2H2O. The strategies used to prepare these compounds with

  摘要 本文报道了γ-磷酸二氢锆的一层层状和一种柱状有机衍生物ZrPO4O2P(OH)C3H7·H2O和ZrPO4[O2P(OH)C4H8(OH)PO2]0.5·H2O的结构表征。它们是通过正丙基膦酸酯和丁基二膦酸酯基团在 γ-ZrPO4O2P(OH)2·2H2O 上的拓扑交换获得的。描述了用于制备具有足以通过 X 射线粉末衍射 (XRPD) 数据进行结构分析的结晶度的这些化合物的策略。在使用 La Bail 方法分解图案并最终 Rietveld 精修之后，通过 Patterson 方法“从头开始”确定结构。根据所用的制备方法，发现层状膦酸丙酯衍生物有两个相：一个是正交相，a=30.212(2)，b=6.6128(4) 和 c=5.3612(3) A，空间群 Pna21，Z=4；另一个是单斜晶系，a=5.3593(4)，b=6.6217(4)和c=30.695(2) A，β=98.810(3
• Evolution of the Structural Chemistry of Vanadium Organodiphosphonate Networks and Frameworks:  Structural Consequences of Fluoride Incorporation in the Development of Stable Phases with Void Channels
  作者：Wayne Ouellette、Ming Hui Yu、Charles J. O'Connor、Jon Zubieta

  DOI：10.1021/ic0604462

  日期：2006.9.1

  distinct for the five structures of this study. [H2pip][V4F4O2(H2O)2O3P(CH2)3PO3}2] (1) (pip = piperazine) is a conventional three-dimensional (3D) "pillared" layer structure, whose V/P/O/F networks are buttressed by the propylene chains of the diphosphonate ligands. In contrast, [H2en][V2O2F2(H2O)2O3P(CH2)4PO3}] (2) and [H2en]2[V6F12(H2O)2O3P(CH2)5PO3}2 HO3P(CH2)5PO3H}] (3) are two-dimensional

  含有钒酸盐源，有机二膦酸盐，有机氮组分和HF（V / P / O / F）的溶液的水热反应产生一系列由有机铵阳离子或水合氢阳离子提供电荷补偿的氧氟钒二膦酸盐。尽管V / P / O / F网络提供了重复的结构图案，但对于本研究的五种结构，各层之间的联系以及各层内多面体连接性的细节却截然不同。[H2pip] [V4F4O2（H2O）2 O3P（CH2）3PO3} 2]（1）（pip =哌嗪）是一种常规的三维（3D）“柱状”层结构，其V / P / O / F网络由二膦酸酯配体的丙烯链支撑。相比之下，[H2en] [V2O2F2（H2O）2 O3P（CH2）4PO3}]（2）和[H2en] 2 [V6F12（H2O）2 O3P（CH2）5PO3} 2 HO3P（CH2）5PO3H}]（3）是由成对的V / P / O / F网络构成的二维（2D）平板状结构，将二膦酸酯配体的支柱有机系链
• Solid-State Coordination Chemistry of the Oxomolybdate−Organodiphosphonate/Nickel−Organoimine System:  Structural Influences of the Secondary Metal Coordination Cation and Diphosphonate Tether Lengths
  作者：Eric Burkholder、Vladimir Golub、Charles J. O'Connor、Jon Zubieta

  DOI：10.1021/ic049201k

  日期：2004.11.1

  one-dimensional materials [[Ni(2)(tpyprz)(2)]Mo(5)O(15)[O(3)P(CH(2))(4)PO(3)]]x6.65H(2)O (6x6.65H(2)O) and [[Ni(2)(tpyprz)(2)]Mo(5)O(15)[O(3)P(CH(2))(5)PO(3)]]x3.75H(2)O (8x3.75H(2)O), the two-dimensional phases [[Ni(4)(tpyprz)(3)][Mo(5)O(15)(O(3)PCH(2)CH(2)PO(3))](2)]x23H(2)O (3x23H(2)O) and [[Ni(3)(tpyprz)(2)(H(2)O)(2)](Mo(5)O(15))(Mo(2)O(4)F(2))[O(3)P(CH(2))(3)PO(3)](2) ]x8H(2)O (5x8H(2)O), and the three-dimensional

  钼酸盐源，镍（II）盐，四-2-吡啶基吡嗪（tpyprz）和有机二膦酸H（2）O（3）P（CH（2））（n）（）PO（3）的水热反应不同系链长度的）H（2）（n = 1-5）产生了一系列钼磷膦酸镍家族的有机-无机杂化材料。结构化学的一个持久性特征是[Mo（5）O（15）（O（3）PR）（2）]（4）（-）簇作为分子构件的存在，正如一个维材料[[Ni（2）（tpyprz）（2）] Mo（5）O（15）[O（3）P（CH（2））（4）PO（3）]] x6.65H（2 ）O（6x6.65H（2）O）和[[Ni（2）（tpyprz）（2）] Mo（5）O（15）[O（3）P（CH（2））（5）PO（ 3）]] x3.75H（2）O（8x3.75H（2）O），二维相[[Ni（4）（tpyprz）（3）] [Mo（5）O（15）（O （3）PCH（2）CH（2）PO（3））]（2）] x23H（2）O
• Solid state coordination chemistry of metal oxides: structural consequences of fluoride incorporation into the oxovanadium–copper–bisterpy–{O₃P(CH₂)_nPO₃}⁴⁻system, n = 1–5 (bisterpy = 2,2′:4′,4″:2″,2‴-quaterpyridyl-6′,6″-di-2-pyridine)
  作者：Wayne Ouellette、Vladimir Golub、Charles J. O'Connor、Jon Zubieta

  DOI：10.1039/b412808g

  日期：——

  [Cu2(bisterpy)}3V4O8(OH)2O3P(CH2)3PO3}2HO3P(CH2)3PO3}2] x 5H2O (7 x 5H2O) cocrystallized from the reaction mixture which provided 5. The overall architectures reveal embedded substructures based on V/P/O(F) clusters, chains, networks, and frameworks. In contrast to the oxovanadium/Cu2(bisterpy)/ organodiphosphonate family, several of the materials of this study also exhibit the direct condensation of vanadium

  在HF存在下，钒酸盐源，适当的Cu（II）源，二铵和有机二膦酸盐H2O3P（CH2）nPO3H2（n = 1-5）的水热反应产生了一系列氧氟钒/铜类型的材料-双酯/有机二膦酸酯。在相似的反应条件下，二膦酸盐系链长度n的变化提供了一维[Cu2（bisterpy）} V2F2O2 HO3PCH2PO3} O3PCH2PO3}]（1）和[Cu2（bisterpy）} V2F4O4 HO3P（CH2）2PO3H} ]（3），二维[Cu2（bisterpy）} V2F2O2（H2O）2 HO3P（CH2）2PO3} 2] x 2H2O（2 x 2H2O），[Cu2（bisterpy）（H2O2} V2F2O2 O3P （CH2）3PO3} HO3P（CH2）3PO3H}（4）和[Cu2（bisterpy）} V4F4O4（OH）（H2O）HO3P（CH2）5PO3} O3P（CH2）5PO3}]